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1. Steve Case and Gerald Levin - AOL

Business: Content and infrastructure
Founded: 1985
Employees in 2000: 12,100
Steve Case and Gerald Levin were riding high in 2000 after the merger of AOL and Time Warner. Two years later, Mr. Levin stepped down in disgrace after the partnership proved a disaster. These days, Mr. Levin is out of the spotlight. Mr. Case, by contrast, is on Quora explaining how it all went so wrong, and raising a new digital growth fund.

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2. Kevin Ryan and Kevin O'Connor - DoubleClick

Business: Ad network
Founded: 1996
Employees in 2000: 2,000
The pair behind New York's biggest tech exit, Mr. O'Connor and Mr. Ryan, ran the online ad giant DoubleClick, which pioneered the concept of third-party ad networks and was eventually acquired by Google. After DoubleClick sold in 2005, co-founder Mr. O’Connor became CEO of a startup comparative search engine site called FindtheBest.com, which he also helped found. He also started O’Connor Ventures, which offers seed capital to technology start-ups and co-authored The Map of Innovation: Creating Something Out of Nothing in 2003. Mr. Ryan went on to co-found AlleyCorp, a network of affiliated internet companies, with DoubleClick CTO Dwight Merriman. He currently serves as chairman and CTO of AlleyCorp, which includes properties such as Business Insider, Gilt Groupe and MongoDB.

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3. Scott Kurnit and Bill Day - About.com

Business: Content
Founded: 1996
Employees in 2000: 550 in-house, 850 freelancers
The original farmer-kings of content, Scott Kurnit and Bill Day launched Mining Company in 1997, changed the name to the friendlier About.com in 1999 and sold the company to Primedia the next year for $690 million. Mr. Kurnit went on to found AdKeeper.com last year, where he currently serves as the chairman and CEO and is an active angel investor in New York. Kurnit expects the company, which allows users to save their favorite ads so they can consume them at their leisure, to be bigger than Twitter. Mr. Day, an old Prodigy hand before About, went on to hold a variety of senior executive positions at advertising companies such as Marchex, MeMedia (formerly WhenU), and ScanScout. He is currently CEO of Tremor Media, which merged with ScanScout last year.

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4. Jeffrey Dachis - Razorfish

Business: Interactive agency
Founded: 1995
Employees in 2000: 2,000
Razorfish was one of the premier digital agencies to come out of the dot-com era. Funny, because Mr. Dachis and his co-chairman were unable to explain what the company does to an interviewer for 60 Minutes II. "We've recontextualized what it is to be a services business," he said. The interviewer pressed him, and he said, "We radically transform businesses to invent and reinvent them," and it got worse from there (think whatthefuckismysocialmediastrategy.com). After leaving Razorfish in 2001, Mr. Dachis founded Studio Holdings LLC, where he served as CEO and Chairman until 2008. He went on to sit on the Producers Guild of America’s New Media Council, and to work with Austin Ventures, ArtHouse, and Bazaarvoice. He currently serves as the CEO of Dachis Group, a firm that provides social commerce services for the enterprise, based out of Austin, Tex.

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5. Kyle Shannon, Chan Suh (not pictured) - Agency.com

Business: Interactive Services.
Founded: 1995
Employees in 2000: 1,600
Mr. Shannon boasts right on his LinkedIn that both he and Agency.com survived “the bubble burst of 2000." He incorporated the firm in 1995 along with Chan Suh, and by 1998 it had grown to be the largest interactive marketing agency in the world. It wasn't until 2010 that the Agency brand was dissolved in the United States. Chan Suh returned briefly to the position of CEO at Agency in 2008, but left just a year later. He is currently CEO at the mysterious Broome Crosby, Ltd. Mr. Shannon later went on to found Invention Asylum, a consumer product development and licensing company. He is a member of consulting firm Stradella Road and co-founder of Episodiq Studios. Shannon states, “I like to call my new way of being, ‘X-treme Monotasking™’. ;-)”

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6. Jerry Colonna, Bob Greene and Fred Wilson - Flatiron Partners

Business: Venture Capital
Founded: 1996
Employees in 2000: 22
Meet the managing trio from Flatiron Partners, the venture capital fund that put New York tech on the map. The money they raised from Chase Capital Partners and Softbank triggered a flood of capital into the early stage space. Mr. Greene went on to co-found Contour Ventures, which has invested in New York startups like Media6Degrees. Mr. Colonna sits on 17 different boards, teaches classes at Queens College and sidelines as a business coach. Mr. Wilson is a co-founder at Union Square Ventures, one of New York's most prominent VC funds. He has a blog or something.

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7. Gene DeRose, Tod Johnson, - Jupiter Media Matrix.

Business: Research and data collection
Founded: 2000
Employees in 2000: 830
It might seem obvious now that the bazillions of clicks on the web make for fertile source material for consumer research, but Jupiter was one of the first to see that market. After Jupiter Research was sold to INT Media Group in 2002, Mr. DeRose founded and served as chairman for HouseParty, Inc., a web-based marketing services company. He also founded mobile software company Skymarker LLC last year. Mr. Johnson is currently chairman and CEO of market researcher The NPD Group, Inc. He has also served as chairman of the Advertising Research Foundation and was the founding co-chairman of the Council for Marketing and Opinion Research.

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8. Clifford Sobel - Net2Phone

Business: Telephony and E-commerce.
Founded: 1996
Employees in 2000: 600
As chairman of Net2Phone, Mr. Sobel was poised to capture the pole position in the VOIP market of 2000. However, he resigned in 2001 to become the U.S. ambassador to the Netherlands. These days he's diversified beyond tech, holding positions at real estate and investment groups and recently serving as the U.S. ambassador to Brazil.

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9. Alan Meckler - Internet.com

Business: Content
Founded: 1998
Employees in 2000: 400+
Mr. Meckler came from the cutthroat world of library newsletter publishing to become CEO of Internet.com, which wanted to take on portals like AOL with a portfolio of newsletters, websites and discussion boards. These days Mr. Meckler is the CEO of WebMediaBrands, which oversees event and employment properties like MediaBistro.

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10. Richard Johnson - HotJobs

Business: Employment services
Founded: 1996
Employees in 2000: 600
Mr. Johnson founded HotJobs in 1996, mortgaged his house in 1999 to buy a SuperBowl ad, and sold his company to Yahoo in 2001 for nearly half a billion. After the sale Johnson stepped down as the CEO and moved to North Carolina with his family. He essentially stepped out of the business world but remains active on several non-profit boards, focusing on those with community and conservation missions.

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11. Fernando Espuelas - StarMedia

Business: Affinity portal
Founded: 1996
Employees in 2000: 750
Mr. Espuela founded StarMedia, a Spanish language portal that raised half a billion dollars to move into the Spanish- and Portugese-speaking markets, including $80 million from Flatiron and Chase, and followed by a $105 million IPO. Around the time this issue of Silicon Alley Reporter was published the stock had fallen 90 percent. Mr. Espuelas now hosts a prime-time Spanish radio talk show called Fernando Espuelas on 1020AM in Los Angeles.

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12. Glenn Meyers - RareMedium

Business: Interactive agency
Founded: 1996
Employees in 2000: 1,000
Mr. Meyers ran RareMedium, a web consulting firm, until it went under in 2001. Shops offering advice on the web proliferated during the 1990s and were decimated during the bust. He subsequently became CEO of SkyTerra Communications, a next-generation satellite company. He then went on to found shopping engine MyTriggers.com in 2005, where he currently serves as CEO.

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13. Richard Forman - Register.com

Business: B2B, e-commerce
Founded: 1998
Employees: 220
In 1999, Register.com was one of the five testbed registrars chosen by the Internet Corporation for Assigned Names and Numbers, which had previously held a monopoly. It was the first private registrar to come online. Since deregulating the market for domain name registration, Mr. Forman has founded or worked with a variety of projects in the health care industry, including Vitals.com and HealthiNation. He is the managing member of Health Venture Group, LLC, and a member of early-stage investment group New York Angels.

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14. Jason Devitt and David Joerg - Vindigo

Business: B2B and ecommerce
Founded: 1998
Employees in 2000: 220
Mr. Devitt and Mr. Joerg built apps for the smartphones of the 90s. The pair co-founded of Vindigo, which developed for wireless PDAs. Hundreds of commenters on Mr. Devitt's blog mourned the passing of Vindigo the day the forward-thinking firm shut down for good. Mr. Devitt co-founded a few mobile ventures and now serves as CEO at Mr. Number, a San Francisco-based caller ID and reverse lookup service for mobile phones; Mr. Joerg is managing director at Two Sigma Investments in New York.

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15. David Moore - 24/7 Real Media

Business: Ad network
Founded: 1998
Employees in 2000: 1,200
David Moore still serves as the chairman and CEO at 24/7 Real Media, "providing multi-platform internet marketing strategies including behavioral targeting, ad serving and Web advertising." He is also a member of the Interactive Advertising Bureau’s Board of Directors and Executive Committee.

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16. Marc H. Bell - Globix

Business: Connectivity and services provider
Founded: 1994
Employees in 2000: 650
Mr. Bell was the brains behind Globix, one of the biggest IT infrastructure players at the time. These days he serves as managing director of Marc Bell Capital Partners, a Florida based-private equity firm and CEO of FriendFinder Networks, a network of adult magazines, porn sites and other content which just refiled paperwork to take itself public. When he's not angel investing in tech companies, Mr. Bell acts as a producer for award-winning Broadway shows like "Jersey Boys" and "August: Osage County."

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17. Charles Ardai - Juno

Business: Internet service provider
Founded: 1995
Employees in 2000: 300
After founding internet service provider Juno, Mr. Ardai went on to become managing director at investment and technology development firm D.E. Shaw Group in 2001. He is also currently the chairman of Schrödinger, LLC and Schrödinger, Inc. Ardai recently founded a pulp-fiction publishing group called Hard Case Crime, where he also writes under the anagrammatic pseudonym Richard Aleas.

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18. John Schwarz - Reciprocal

Business: Digital distribution security services
Founded: 1996
Employees in 2000: 170
Mr. Schwarz was an IBM vet when he took over as CEO at digital rights management leader Reciprocal; he left the firm in 2001 to become president at enterprise security giant Symantec.

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19. Bob Lessin - Wit Soundview

Business: Investment bank
Founded: 1996
Employees in 2000: 500
Mr. Lessin was chairman and CEO at Wit Soundview, which started as an online investment bank and expanded into retail and overseas. It was acquired by Charles Schwab in 2003. These days Mr. Lessin serves as chairman at Dawntreader Ventures, an early-stage VC firm he helped found in New York.

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20. Isaak Karaev - Multex.com

Business: Financial information services
Founded: 1993
Employees in 2000: 520
Mr. Karaev made Crain's Millionaires of New York list in 1999 for founding Multex, a multi-platform research tool delivering financial services information that was later acquired by Reuters in in 2003. Today he is chairman and CEO of InfoNgen, a market research company.

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21. Gerry Burdo - Kozmo

Business: Online delivery service
Founded: 1997
Employees in 2000: 3,000
Mr. Burdo was president and CEO of Kozmo.com, a venture-capital-driven online delivery service for "videos, games, dvds, music, mags, books, food, basics and more" that was founded, the legend goes, one night when he and his buddies had the munchies. Kozmo tanked in April 2001 and Mr. Burdo has since dropped off the radar; the announcement that the site would shut down was met with little public regret. Media reports of the company’s closure called the online delivery service "a bad idea whose time has passed."

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22. Nicholas Butterworth - MTVi

Business: Content
Founded: 1999
Employees in 2000: 150
As CEO and President of MTVi, Butterworth was tasked with bringing the cultural icon online. A cratering market killed an chance of an IPO and the company shut down in 2007. Butterworth is now founder & CEO of Diversion Media, LLC, a boutique entertainment application developer; and HD Cloud, a cloud-based, on-demand video transcoding service.

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23. Keith Blanchard and Roder Munford

Business: Content
Founded: 1997
Employees in 2000: 50
After serving as group creative director for Maxim online and editor-in-chief for Maximmagazine, Mr. Blanchard went on to become the executive director of Wenner Media Online, where he oversaw web properties and video production for Us Weekly, Men’s Journal, and Rolling Stone. He is currently the CEO at media production company Expanding Media and North American executive creative director at the marketing agency Story Worldwide. Roger Munford helped turn around Dennis Publishing’s web business through his work with Maxim, and he remained with the company until 2006. He then became General Manager at digital music start-up SpiralFrog, Inc., and is currently General Manager of Hachette Filipacchi Media’s Digital Media Group.

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24. Martin Nisenholtz - New York Times Digital

Business: Content
Founded: 1999
Employees in 2000: 400
Not much has changed on this front; Mr. Nisenholtz made the original list as CEO of New York Times Digital, and is now a senior vice president of digital operations at the New York Times Co.

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25. Tim and Nina Zagat - Zagat.com

Business: Content
Founded: survey: 1979; website: 1999
Employees in 2000: 200
Mr. Zagat continues to work as the company’s co-chair and CEO. He sits on the boards of the Partnership for NYC, the World Travel and Tourism Council, and NYC & Company. He also recived l’Ordre de Merite from the French government for his role in responding to the tragedy of September 11. Mrs. Zagat continues to work with her husband Tim on the Zagat business. She has received numerous accolades for her work, and was named one of Crain’s Top 100 Influential Women in New York in 2007.

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26. Kevin C. Clark - ScreamingMedia

Business: B2B
Founded: 1993
Employees in 2000: 300
Mr. Clark served as CEO of Pinnacor, a.k.a. ScreamingMedia, a much-hyped news aggregator that dragged its feet on a public offering. The market had turned by the time it finally IPO’ed for $12 a share at the beginning of the day on August 4, 2000; it closed at $10 and change. But the company soldiered on and MarketWatch.com acquired it in 2003. Mr. Clark left and founded Onward Healthcare, a healthcare staffing services company, where he is currently chairman and CEO. He is also chairman of the advisory board at Great Point Partners, which provides growth financing for healthcare companies.

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27. Geraldine Laybourne - Oxygen Media

Business: Content
Founded: 1998
Employees in 2000: 700
Mrs. Laybourne founded Oxygen Media, the television network with programming directed at women, in 2000. After NBC Universal bought out Oxygen Media in 2007, she joined the board of directors at Symantec Corporation. She was inducted into the Cable Center Hall of Fame in 2004, and also sits on boards of directors at J.C. Penney, Electronic Arts, and Move.com.

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28. Howard Morgan - Idealab

Business: Incubator
Founded: 2000
Employees in 2000: 50
Mr. Morgan has stayed more or less put since the dot-com era. He serves as director of the New York chapter of Idealab, the Bill Gross incubator, in which he was a founding investor in 1996. Today he is managing partner at First Round Capital (and star of the best holiday card to hit the internet in years).

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29. Peter Macnee - FortuneCity

Business: Media services
Founded: 1997
Employees in 2000: 165
Mr. Macnee stayed with free web hosting service Fortune City as the company’s president and CEO until 2008. He is currently the president and CEO at MyPhotoAlbum, Inc., the founder and director of Dental Imaging, LLC, and president and CEO of wireless company Tribe Mobile, Inc.

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30. Eric Corley - The Hacker Quarterly

Business: Content
Founded: 1984
Employees in 2000: 10
As editor-in-chief of The Hacker Quarterly, Mr. Corley (a.k.a. Emmanuel Goldstein) helped set the tone for the city's cyber savants. His publication is still going strong at 2600.com.

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31. Michael Hirschorn, Deanna Brown and Kurt Andersen - Inside.com

Business: Content
Founded: 1999
Employees in 2000: 100
Since the demise of Inside.com, Mrs. Brown has worked at a variety of media sites including AOL and Breathe Media, Inc. She served as vice president of health and lifestyles programming for Yahoo and president of the interactive division at Scripps Networks, Inc. She currently serves as CEO of Federated Media. Mr. Anderson works as a novelist, journalist and host of the Peabody-winning public radio program Studio 360. Mr. Hirschorn went on to VH1 where he produced seminal works like "I Love The 80s." He is now a contributing editor at The Atlantic.

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32. Douglas W. McCormick - iVillage

Business: Community
Founded: 1995
Employees in 2000: 355
Mr. McCormick served as the CEO of iVillage until NBC Universal bought the company in 2006. He then joined Rho Capital Partners, Inc. as a venture partner and is also currently the non-executive chairman at LIN TV Corporation.

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33. Jack D. Hidary - EarthWeb/Dice.com

Business: Content
Founded: 1994
Employees in 2000: 335
Hidary co-founded EarthWeb, an I.T. information portal, with his younger brother in 1994. Their IPO in 1998 had one of the most impressive first-day returns in NASDAQ history, opening at $14 and closing 247.8 percent up at $48.69. Internet.com acquired EarthWeb’s content properties in 2000, and the company changed its name to Dice Inc. and took itself private. The Hidary brothers founded a few more companies together, but these days Jack Hidary focuses on philanthropy through his eponymous foundation.

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34. Matt Diamond, Jim Johnson and Sam Gradess - Alloy

Business: Community, content, commerce
Founded: 1996
Employees in 2000: 540
Alloy was basically a direct marketing scheme that targeted teenagers with online content in order to sell them stuff in the real world. In 2000, Alloy was still "marching toward profitability" on its $18.8 million in revenue, according to Silicon Alley Reporter. The company's stock dropped 75 percent after the NASDAQ crash in April, so you might be surprised to hear that Alloy Marketing and Media is the $250 million company responsible for Gossip Girl now owned by ZelnickMedia Corporation. Diamond is now CEO, Johnson is COO and Gradess is a vice president.

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35. Dave Kansas - TheStreet.com

Business: Content
Founded: 1996
Employees in 2000: 180
The business news and analysis site TheStreet.com was having a rough time after an attempt to transition from subscription-supported to ad-supported. The company had doubled revenue to $19 million over the previous year but was still expected to lose more than $30 million for the year. The company's editorial reputation fared much better than its financial one under Mr. Kansas, who was editor-in-chief during its formative years. Mr. Kansas is now living in London and working for the Wall Street Journal.

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36. Genevieve Field and Rufus Griscom - Nerve.com

Business: Content.
Founded: 1997
Employees in 2000: 30
Nerve.com was the online complement to Nerve magazine, a serial of "literary smut." Nerve is still around, but Mr. Griscom left in 2009. He's now CEO and co-founder at Babble Media, a website for a new generation of parents. His former co-founder Mrs. Field has married, worked as a magazine contributor, and published a book called Sex and Sensibility: 28 True Romances from the Lives of Single Women. She’s been at her latest gig, contributing editor at Glamour, since 2008.

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37. Dan Schulman - Priceline.com

Business: Reverse-auction e-commerce
Founded: 1997
Employees in 2000: 450
Priceline had a really, really rough year in 2000. Its CFO Heidi Miller jumped ship, causing the stock price to tumble from a high of $104.25 to just below $3. Priceline was kicked out of the Better Business Bureau in Connecticut and that state's attorney initiated a consumer protection investigation; the company also faced lawsuits from investors. Priceline started out trying to use its reverse-auction mechanism to bring efficiency to multiple markets, but it could only get traction in travel. "Priceline.com CEO Dan Schulman likes to run his staff with military-like discipline, and his personal life revolves around that philosophy," Silicon Alley Reporter wrote. But Mr. Schulman didn't stick around for long. He stepped down as CEO in 2001 to become the founding CEO of Virgin Mobile USA, which saw enormous growth during his eight year tenure there. He then worked briefly with Sprint Nextel before joining American Express as the president of its Enterprise Growth group. He has been named one of the top 25 most powerful people in the global wireless industry, and Business Week called him one of the top 20 people to watch in media.

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38. Dan Pelson - Bolt

Business: Community, content and social network
Founded: 1996
Employees in 2000: 200
Bolt was a content network and community for teenagers that competed with Alloy. Silicon Alley Reporter's assessment is similar to what's said about the current wave of free web and mobile apps: "The tricky question for Bolt is how to turn its loyal following into a business." It was one of the first sites to give users their own web pages, according to Wikipedia. Bolt shut down in 2007, was briefly revived, and then shut down for good in 2008. After founding Bolt, Mr. Pelson started as an exec at Warner Music and co-founded music discovery service UPlayMe, which raised millions but is now defunct, on the side. He's now an executive at Sony Music Entertainment.

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39. Ivan Seidenberg - Verizon Communications

Business: Telecom
Founded: 2000 Employees in 2000: 267,000
New York's Baby Bell changed its name to an amalgam of "veritas" and "horizon" in the summer of 2000. Verizon had 25 million mobile customers and four million pager customers at the time and was ramping up its infrastructure in New York at the time. Obviously Verizon has persisted, and Seidenberg didn't have far to go--he's moved from president and co-CEO to chairman and CEO.

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40. Andrew Rasiej - Digital Club Network and MOUSE

Business: Digital music/nonprofit
Founded: 1995
Employees in 2000: 60
Digital Club Network started as a music festival and evolved into an employee backed by $12 million in funding that webcasts performances. DCN was acquired by eMusic. Mr. Rasiej has been busy since then. In the 2004 presidential race he served as chairman of the Howard Dean Technology Advisory Council. In 2005 he ran a highly visible campaign for Public Advocate of New York City, running in the Democratic primary on a platform to bring low cost wireless internet access to all New Yorkers. He writes a bi-weekly column for Politico; co-founded techPresident.com, a group blog that covers how the Obama administration is using the web; and makes frequent appearances as an expert on the internet and politics on major media channels.

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41. Samer Hamadeh, Mark Oldman (back left), Eric Ober (back right), Hussam Hamadeh (front right) - Vault.com

Business: Content
Founded: 1997
Employees: 110
Private-equity firm Veronis Suhler Stevenson bought out Vault.com, a content site about careers, in 2007. Since then, Vault co-founder and president Mr. Hamadeh founded Zeel.com, a site that connects consumers with health and beauty experts. He joined Lightspeed Venture Partners last year as an entrepreneur-in-residence and also serves on the board of the PeaceWorks Foundation. Mr. Ober is currently the Senior Vice President of Television and Video at Vault, Inc., where he has worked since 2000. Since joining Vault, he has also run an independent television production company. Mr. Oldman is now an internationally recognized wine personality.

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42. Mark Ghuneim - Sony Music

Business: B2B
Founded: 1988
Employees in 2000: 28,000
Mr. Ghuneim left Sony in 2004 and founded Wiredset, a real-time marketing agency. He is also the CEO and founder of Trendrr, a platform for measuring business intelligence and "swarm behavior in categories such as social networks, search engines and video sites."

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43. Lou Dobbs - Space.com

Business: Content
Founded: 1999
Employees in 2000: 80
How crazy was the dot-com bubble? Well, there was that time Lou Dobbs left CNN to become the CEO of Space.com. Dobbs raised a $50 million round of funding and went on an acquisition tear, scooping up space-related properties including Space Business International magazine, Starport.com, ExploreZone.com, Space News and Spacewatch. But employees and management were unsure the company would survive the crash--they left, and Space.com wobbled. Dobbs returned to CNN in 2001, left again recently, and is headed for Fox News. He reportedly still owns a minority stake in Space.com.

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44. Mark Patricof - kpe

Business: Digital studio
Founded: 1996
Employees in 2000: 250
Kpe was an early digital agency headquartered on the site of Andy Warhol's Factory that had so much success building websites for clients such as Oprah Winfrey and CBS that the founders spun off an investment arm, kpe Ventures. Mr. Patricof is currently a managing partner at strategic and financial advisory firm MESA Global, where he heads the firm’s digital media sector. He has also served as president and COO of the Rockwell Group.

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45. Gerry Gorman and Gary Millin - Mail.com

Business: Email/messaging services
Founded: 1996
Employees in 2000: 566
Mail.com went public in 1999. It laid off 15 percent of its staff and sold its portfolio of more than 1,000 domains, including Asia.com and India.com, in 2000. "For the first nine months of the year, Mail.com lost $143.7 million on $43.5 million in revenue," Silicon Alley Reporter wrote. Mr. Gorman stayed on after the company sold its domain to Net2Phone (see #8) and started calling itself EasyLink, working on managed file transfer instead of messaging. The pair held onto some of those early domain names, which appears to have paid off. Mr. Millin, Mail.com's CEO and co-founder, was president of MediaSentry, an anti-piracy technology company for five years before it was acquired. He left in 2007 to become president of World Media Group and launched a portfolio of websites on top of domains including USA.com, London.com, India.com, Doctor.com, Lawyer.com, Accountant.com, Fight.com, Comic.com, Journalist.com and many others. Mr. Gorman is currently chairman of India.com.

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46. Steve Riggio - Barnes and Noble

Business: E-commerce
Founded: 1997
Employees in 2000: 1,240
Mr. Riggio helped launch Barnes & Noble’s efforts on the web. He went on to serve as CEO and is now vice-chairman. In 2000, he predicted the e-book market would explode within the next few years and pushed to compete with Amazon for online sales.

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47. Steven A. Denning - General Atlantic Partners

Business: Venture capital
Founded: 1980
Employees in 2000: 114
General Atlantic threw money behind content developers like Vindigo (#14) and ScreamingMedia (#26) and Zagat Survey (#25). "The one big blotch on the company's rather stellar year was its partnership with Priceline (#37)," Silicon Alley Reporter says. General Atlantic kept investing after the 2000 crash even as other firms pulled back. Mr. Denning has moved from managing partner at General Atlantic to chairman.

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48. Jonas Steinman and Bill Daugherty - iWon

Business: Portal
Founded: 1999
Employees in 2000: 230
The Interactive Search Holdings, Inc. network included gaming site iWon. Business Week headline in 2000: "Can iWon Keep Winning?" Founder and co-CEO Mr. Steinman remained with the company until 2004, when he sold it to Ask Jeeves. He then went on to found Make the Web Better, LLC and development-stage company JANSCO, LLC. After Interactive Search Holdings sold, ISH co-CEO Mr. Daughterty founded Daugherty Management and Investment, a firm that invests in mid-stage growth companies. He sits on the national board of directors for the National Foundation for Teaching Entrepreneurship; and also serves on boards for ConnectEDU, Creative Circle Media Solutions, Big Picture Learning and Mission Critical Wireless.

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49. Jospeh A. Basile, Jr. - OnSite Access

Business: Telecom
Founded: 1997
Employees in 2000: 412
The CEO of OnSite Access, a telecom business that wired and managed office buildings, raised $20 million for the company after the NASDAQ crash. He's now managing director and partner at a consulting firm and president of a business development agency, so not so much with the tech anymore.

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50. Zoe Baird - Markle Foundation

Business: Nonprofit
Founded: 1927
Employees in 2000: 32
When featured for the Silicon Alley Reporter's "Reporter 100" Ms. Baird had been president of the Markle Foundation for two years. She was noted for expanding the information technology nonprofit's presence through partnerships and the development of Web collaboration project "Web, White and Blue." Ms. Baird sites on boards at organizations like Brookings, Chubb and Boston Properties.

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51. Stuart J. Ellman and James D. Robinson IV

Business: Venture Capital
Founded: 1994
Employees in 2000: 16
In 2000, Silicon Alley Reporter touted the "staying power" of RRE Ventures portfolio companies CapitalThinking, Netcentives and BigVine. RRE co-founders Mr. Ellman and Mr. Robinson are still going strong, with one of the biggest portfolios of New York companies among local venture-capital firms. Current investments include Bit.ly and Buzzfeed, and the firm is likely to be enjoying the $315 million acquisition of portfolio company TheHuffingtonPost.com

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52. Michael Levin (e-Steel)

Business: Business-to-business exchange
Founded: 1998
Employees in 2000: 165
The Reporter featured Mr. Levin for founding eSteel.com, a company that provided a marketplace for 3,500 companies to hawk their metal. When E-Steel became NewView Technologies in 2001, founder Mr. Levin stayed on as the company’s chairman. He has also served as the chairman and principal shareholder of Titan Industrial Corporation, a privately held group; and he is currently an entrepreneur-in-residence with the entrepreneurship study group the Ewing Marion Kauffman Foundation.

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53. Peter Adams (Primary Knowledge)

Business: Data mining
Founded: 1999
Employees in 2000: 78
Mr. Adams' firm, Primary Knowledge, was an exception to the overall rule of business contraction and disaster that governed the tech landscape in 2000; the data-mining services he offered continued to prove valuable to clients. After leaving Primary Knowledge in 2001, he worked for search company LookSmart for several years, where he held the position of senior vice president of product development. Shares of that company debuted at around the $100 level in 1999 and trade at $1.57 today. He then co-founded music recommendation community Upto11.net, became CTO of Connexus, and served as President of Matchpoint. He is currently Director and Executive Vice President of Product Development at social-networking site Company.com.

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54. Debra Larsen - TechSpace

Business: Tech officing solutions
Founded: 1997
Employees in 2000: 80
After making a name for herself by providing office space to growing tech companies, Ms. Larsen sold the $15 million-revenue TechSpace in 2002. She remains on the board of directors. Since her departure, she has worked as a Principal at Centric Real Estate Advisors, a real estate brokerage and consulting firm.

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55. Ron Pettengill - Predictive Systems

Business: Consulting
Founded: 1995
Employees in 2000: 800
Mr. Pettengill founded network infrastructure and security firm Predictive Systems in 1995. The company seems to have gotten into some trouble with the Securities and Exchange Commission following its 1999 initial public offering. Since 2010, Rob Pettengill has served as CEO of Epiphany Solar Water Systems. Before Epiphany, Mr. Pettengill was part of the UK Department of Trade and Industry Innovator program for foreign entrepeneurs from 2004-2009. From 2000-2002, he served as a founding board member of Riversoft, PLC.

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56. Robert LoCascio - LivePerson

Business: ASP
Founded: 1995
Employees in 2000: 190
Mr. LoCascio still serves as the CEO and chairman of LivePerson, which he founded in 1995. LivePerson offers users the chance to communicate with customer-service reps over instant messenging software. He was recently named as a finalist for the 2008 Metro New York Ernst and Young Entrepreneur of the Year Award.

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57. Robert W. Vanech - Eureka Broadband

Business: Telecom
Founded: 2000
Employees in 2000: 300
Mr. Vanech founded internet service provider Eureka Broadband in 1997. That company sold to Broadview Networks in 2007. After Eureka, he became a founding investor and the CEO of Cadforce, an architecture and entrepreneurial design and production services firm. He spent eight years at Cadforce, which sold to Neilsoft in 2009. He is currently working as the treasurer and CFO of a non-profit public benefit corporation, and as a partner at Eripere Acquisition Partners.

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58. Kaleil Isaza Tuzman - govWorks

Business: "E-Government Application Service Provider"
Founded: 1998
Employees in 2000: 140
The co-founder of govWorks took inspiration for his government-management services firm from an unpaid parking ticket. His up-and-down run in the dot-com market became the subject of the documentary Startup.com. Today he is CEO of KIT digitak, and end-to-end IP video provider.

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59. Philip Kaplan - FuckedCompany.com

Business: Content
Founded: 2000
Employees in 2000: 1
Starting in 2000, Mr. Kaplan chronicled the decline of dot-com bubble companies with gusto at his website Fucked Company. He went on to found AdBrite in 2004 and Blippy in 2009. He's now an entrepreneur in residence at Massachusetts venture capital firm Charles River Ventures.

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60. Sarah Holloway and Joanne Wilson - MOUSE

Business: Nonprofit
Founded: 1997
Employees in 2000: 14
After stepping down as the Executive Director of MOUSE (Making Opportunities for Upgrading Schools and Education) in 2003, Ms. Holloway joined management consulting firm Hudson Heights Partners. She is currently a lecturer at Columbia University, a member of the New York City Workforce Investment Board, and Partner and Founder of ESV Strategies, LLC, which she founded this year.

The onetime chairperson of MOUSE’s board of directors, Ms. Wilson is still involved with the nonprofit as the chair for its expansion campaign. She’s involved in some capacity with a variety of other start-up groups as well, and blogs under the name Gotham Gal in her spare time. She is married to investor Fred Wilson.

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61. Benjamin Sun - Community Connect

Business Type: Online community
Founded: 1996
Employees in 2000: 80
Mr. Sun is a co-founder and partner of LaunchTime LLC, an incubator focused on digital media and e-commerce. Previously, Mr. Sun was at Community Connect Inc., where he served as president and CEO for 12 years. Mr. Sun co-founded Community Connect Inc. in 1996 and grew the company to be a leading online publisher targeting niche markets.

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62. Steve Brill - Contentville

Business: Content
Founded: 2000
Employees in 2000: 250
From media watchdog to savior of journalism, Mr. Brill has always had his eye on the press. He clocked in on the original list as CEO and founder of Contentville, which was sued after "aggregating" copyrighted work from writers. Today he is CEO of Brill Journalism Enterprises, looking for ways to help traditional publishers get paid.

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63. Jerrold Nadler

Business: Public service Elected: 1992 Employees in 2000: 17 As the Democrat representing New York's 8th Congressional District since 1992, Mr. Nadler stoked the business environment in Silicon Alley's first iteration, advocating for startup visas and IT training for teachers. He started his ninth term in 2008 with 80 percent of the vote.

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64. John Brockman - Founder - The Edge

Business: Organization/Content
Founded: 1998
Employees: 8
A literary agent and one time avant-garde film maker, Mr. Brockman was the founder of nonprofit science discussion Web site The Edge. Mr. Brockman has been called "One of the great intellectual enzymes of our time." His invite only email list claimed Bill Gates among its readership. The Edge, founded in 1998, continues to exist.

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65. Robert Johnson

Business Type: Affinity Portal
Founded: 1999
Employees: 515
The founder and former chairman and CEO of Black Entertainment Television, Johnson agreed to sell the network to Viacom in November 2000. In 2001, he became the first black person to be listed on any of Forbes' "World's Richest" lists. While BET may seem like a dominant force in the urban landscape today, it was in fierce competition with several sites during the dot-com era to win that market on the web. Currently Johnson is the founder and chairman of The RLJ Companies, a management network of business investments. He also serves on the board of General Mills and is the principal owner of the Charlotte Bobcats.

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66. Scott Mills

Business Type: Affinity Portal
Founded: 1999
Employees: 515
The former chief operating officer and executive vice president at BET.com, Mills has outgrown the digital domain to become president and chief operating officer of BET Networks, a position he landed in 2007. In between, he served as BET’s CFO.

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67. Dave Castellani

Business Type: Application Service Provider
Founded: 1998
Employees: 67
In the dark days of 2000, Castellani's Mi8 seemed to be swimming against the current. It secured $15 million in funding and a partnership with Microsoft. The idea was to "transform Microsoft Exchange, a sophisticated messaging and collaboration system, into easy-to-use subscription services. Mi8 functions as an extension of your Information Technology team, managing and monitoring our sophisticated messaging and collaboration infrastructure, so you don’t have to."

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68. Meg Walsh - CEO - Oncology.com

Business Type: Content/E-Commerce
Founded: 1999
Employees: 45
A health care site aimed specifically at cancer patients, Oncology.com was a late entrant to a crowded health care market, but nabbed $12 million funding right out of the gate. Walsh was a net veteran and one of the few females running a well funded Silicon Alley business. Since stepping down as CEO of Oncology.com in 2001, Meg Walsh has served as Managing Director and President of Common Health, a WPP company and part of the Oglivy & Mather network. She is currently working as the Managing Director at production services and marketing operations company AvVenta Worldwide. Her twitter bio : “tech gal, pharma advertising, mom of twins.”

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69. Shai Stern - Executive Director - Yazam

Business Type: Venture Capital
Founded: 1999
Employees: 40
Stern worked out of his car and put $30,000 on his credit cards while getting VC fund Yazam off the ground. Later it banked $60 million from blue chip backers like JP Morgan and Merrill Lynch. The company was known for its international investments, opening offices in Jersalem, London and Tokyo. Currently stern is CEO and Co-Chairman of CheckALT Payment Solutions, a leading provider automated and electronic check processing.

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70. Danny Stroud - President and CEO - Applied Theory

Business Type: Connectivity and Services Provider
Founded: 1996
Employees: 412
Applied Theory was born out of the NYSERNet, a non-profit that helped wire New York's universities for the internet. Under Stroud it hoped to offer everything from web design to database integration. After AppliedTheory was sold to ClearBlue Technologies, Mr. Stroud worked with several classified security services companies, founded investment bank Santana Partners LLC and made an unsuccessful bid for the Colorado Legislature in 2010.

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71. Ron Spears - President and CEO - Mobile Logic

Business Type: Wireless
Founded:1999
Employees: 133
Spears has gone from wireless startup Mobile Logic to playing for the corporate side. He is currently an executive VP of Operations at AT&T.

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72. Scott Rechler - President and CEO - FrontLine Capital Group

Business Type: Holding Company
Founded: 1997
Employees:10
A real estate scion with a penchant for tech investments? Some things never change. Shortly after Frontline Capital Group’s 2000 merger with HQ Global Workplaces, the company was hit by the national commercial real estate slump and went under. HQ Global emerged from bankruptcy in 2003, but cut its ties with Frontline to do so. Since then, Rechler has worked as the CEO and Chairman of multi-billion dollar company RexCorp Realty, LLC, and serves on the boards of directors for various local cultural institutions.

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73. Jim Butterworth (CEO), Albert Wenger(CEO), Etienne Boillot (CFO)- LaunchCenter 39

Business Type: Incubator
Founded: 1999
Employees: 20
One of the 105 registered business incubator in New York at the time, LaunchCenter 39 featured T1 lines, lawyers and a fooseball table. All they asked was a small equity stake. Albert Wenger went on to serve as president of del.iciou.us and is now a managing partner at Union Square Ventures. Etienne Boillot was named Chief Financial Officer of LaunchCenter 39, New York City's premier start-up incubator, in 2000. Throughout his career Mr. Boillot has worked to finance small businesses, both as a partner in an international buy-out firm based in Paris, France, and as a private investor in several American online businesses. He is currently a general partner at Eckford Capital. Butterworth is currently president of Two Way Media and NakedEdge Films, a sort of incubator / VC for documentary films.

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74. Mark Jacobstein - Chairman and CEO - Small World

Business Type: Content
Founded: 1994
Employees: 94
Taking fantasy sports online was a prescient move by Jacobstein, but Small World couldn't compete with giants like Yahoo. Jacobstein remained with the company as CEO until 2002. He then joined mobile phone application developer Digital Chocolate as President of Publishing, and also became an Entrepreneur-in-Residence at Charles River Ventures. He worked as the CEO of San Francisco-based company iSkoot and now runs it as VP of Product Management at Qualcomm, which acquired iSkoot last year.

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75. Hillary Clinton - U.S. Senator - New York

As the dot-com bubble burst, Clinton was an acting Senator for NY with an eye on the presidential bid. These days she is Secretary of State, although its always possible she'll make another bid for the big seat.

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76. Mark Scarpa - CEO and Co-Founder - JumpCut

Business Type: Service
Founded:1996
Employees: 59
After founding JumpCut, Marc Scarpa went on to work as an Entrepreneur-in-Residence at the Redwood Technology Fund, an Interim CEO at Viewdle, and an Executive Producer and Director at aviation association AOPA. He was a founding chair of the Producers Guild of America New Media Council New York, and served as an Executive Producer and Director at the Earth Day Network. He currently works at Simplynew, a broadband programming company, which he founded in 2001.

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77. Carl Goodman - Curator - Museum of the Moving Image

Business Type: Museum
Founded: 1998
Employees: 43
"Carl Goodman may be exiled to Queen, but his impact on the Alley is straight out of Tribeca," read the profile from Silicon Alley Report's 100. Since he first joined as the digital media curator at the Museum of the Moving Image in 1992 Goodman has risen through the ranks. Today, he is the museum's director.

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78. Red Burns - Chair - ITP

Business Type: Education
Founded:1979
Employees: 12 staff, 70 professors
Red Burns has continued to gain recognition for her work in founding NYU/ITP, and in 2005 was added to the New York Women in Communications, Inc. Matrix Hall of Fame. She is on the board of the Charles Revson Foundation and is an education advisor to the New Museum of Contemporary Art. She continues to teach and participate in research projects.

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79. Steven Krein, Daniel Feldman - Co-Founders - Promotions.com

Business Type: Marketing
Founded: 1996
Employees: 150
Krein and Feldman co-founded marketing firm Promotions.com together in 1996. Krein served as CEO and Feldman as President till 2002 when the company sold to iVillage. Krein went on to become a Sr. Vice President of iVillage, Inc and a Managing Partner at Transformation Ventures. Daniel Feldman helped found FBK Holdings LLC, where he remained as a partner until 2007. He currently works with management consulting company Woodleigh Ventures LLC, and as CRO of digital health media company OrganizedWisdom, which he also helped found.

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80. Gabriel Matsliach (CTO) and Avner Ronen (Founder) - Odigo

Business Type: Instant Messaging Service
Founded: 1998
Employees:91
Odigo was a little guy not afraid to pick a fight. It became the number five IM service in the world by letting users chat across different platform, something AOL decided to block. Ronen is still taking on the big dogs as CEO and co-founder of Boxee, a software platform that integrates media from several internet sources and your personal hard drive, and presents it in a user friendly fashion. Mr. Ronen Was named one of Rolling Stone's "Agents of Change" for 2009. Prior to Boxee, Mr. Ronen was the head of Corporate Development and M&A for Comverse, Inc. He joined Comverse in 2002 when they acquired Odigo. When telecommunications giant Comverse acquired Odigo in 2002, Odigo CTO and co-founder Gabriel Matsliach signed on as CTO for Comverse’s Real Time Billing Division. Dr. Matsliach went on to become President of Comverse BSS before attaining his current position of President of Comverse Global Products and Operations.

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81. Sarah Chubb - President - CondeNet

Business: Content
Founded: 1995
Employees: Undisclosed
Sarah Chubb was at the head of Conde Nast's digital division for fifteen years before stepping down earlier this year. She expanded the company’s online roster by adding five new destination sites, including Wired.com, Epicurious.com, and Style.com; and has overseen the development of a TV program based on Epicurious.

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82. Raj Gupta - President and Founder - Yada Yada

Business: Wireless
Founded: 1999
Employees: 85
Founder and President of Yada Yada, Gupta took aim at the wireless PDA market. Would users of the Palm VII be willing to pay $40 a month for wireless access to a directory of New York City bathrooms rated by other users? Apparently not, but Gupta bounced back, and is now a partner at FlatWorld Capital in Hyderabad, India.

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83. Kenneth Perlin - Co-Director - Media Research Lab at NYU

Business: Education
Founded:1993
Employees: 30
Before working at NYU Perlin helped with the seminal graphics for the sci-fi flick Tron. Today he's general chair of the UIST, a professor at NYU and director at the games for learning institute.

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84. George Lundberg - Editor-in-Chief and Executive VP - Medscape

Business: Content/E-commerce
Founded:1995
Employees: 1,100
One month before joining Medscape Lundberg was fired from the Journal of American Medicine for publishing a controversial article on oral sex among college students. Obviously a man ready for the web. He remained editor-in-chief at Medscape, which sold to WebMd, until 2009 and continues as an editor under the new parent company today.

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85. Ben Narasin - President and CEO - Fashionmall.com

Business: Portal
Founded: 1994
Employees: 52

Ben Nasarin is still the Chairman of fashionmall.com, which he founded in 1993. Over the past decade, he has also worked as a freelance food and wine writer and as a President at TriplePoint Ventures, where he still serves.

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86. Owen Davis - Co-Founders - Sonata

Business: B2B/Wireless/Location
Founded: 1995
Employees: 22

This forward thinking service were working on location enabled services for so called "smartphones" when only three percent of the population had such a device. Founder Davis is now the managing director of NYC seed, which recently announced its summer accelerator program.

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87. Tim Nye and John O. Morisano - Co-CEOs - AllTrue Networks

Business: Broadband Content
Founded: 2000
Employees: 45

This pair was right that an audience existed for raunchy mini-movies on the web, but their timing wasn't exactly ideal. Nye runs NYEHAUS, a gallery located in a Landmark Victorian townhouse at 358 West 20th Street that launched in 2002. He also serves as Chairman of the Board of Trustees for BOMB Magazine, a quarterly publication. Morisano serves as CEO to PowderRoom Graffiti which, recently relaunched as In The Powder Room, a social and entertainment site for women.

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David Liu, Carley Roney - Co-Founders - The Knot

Liu and Roney, husband and wife, co-founded The Knot in 1996 and continue to run the company to this day. He is CEO and she is editor-in-chief.

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Peter O. Price - CEO - EdificeRex

Price was CEO of EdificeRex, an ISP with added services like a digital concierge that sent messages when a package arrive at a users apartment building. Today Price serves as President of Zumbox’s media division as well as Chairman and Chief Executive of Premiere Previews.

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Walter Schubert - Chairman - Gay Financial Network

Schubert, the first openly gay man with a seat on the New York Stock Exchange, thought he saw an opportunity for a financial portal catering to gay issues when he launched the Gay Financial Network in 1998. He now works for the Schubert Group, a management firm .In 2000 Schubert was elected to the National Board of Directors of Parents, Families, andFriends of Lesbian and Gays and he serves as Chairman of the Board of Directors for the National Gay and Lesbian Chamber of Commerce from January 2008- September 2010.

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Joe Anuff (VP), Lee DeBoer (CEO), Steven Johnson (VP), Stefanie Syman (VP) - Automatic Media

An editorial venture lasting less than one year, Automatic Media rose out if the dot-com darling Feed.com, a pioneering web zine with a cerebral bent. "It was back in the day when there were no manuals for HTML, so I downloaded pages and looked at how they did the code," said Johnson in the book Digital Hustlers. After Automatic Media declared bankruptcy and folded in 2001 after just one year, Syman attempted another foray into online publishing in 2005 as the editorial director at lime.com. Since then, Syman has partially transitioned into print: her book The Subtle Body: The Story of Yoga in America was published last year, and she also maintains a blog to accompany it. Of her early days at FEED she recalls it was, "Literally one little desk, two broken chairs and a computer." Since the demise of Automatic Media, Johnson has gone on to become a bestselling author and a public speaker. He has published a total of seven books on the “intersection between science, technology and personal experience” including national bestseller Everything Bad is Good For You. After Automatic Media went under, VP Joey Anuff worked at Vh1 as a Supervising Producer of Series Development until 2006. He went on to co-found Critical Metrics, an online music recommendation service, where he is still CEO. After Automatic Media went under, Lee DeBoer co-founded Propeller Partners LLC, a strategic advisory services firm, in 2003. He went on to serve as Life Balance Media’s Chairman of the Board, and he now sits on the board of directors for the Global Auction Network and is the Chairman of the Americas for the UK-based Digital Rights Group.

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David Carson and Simon Assad - Co-Founders and CEOs - Heavy.com

What launched as a destination for underground comedy continues as Heavy.com to this day, producing viral videos, online shows and games. The two founders still run the company also went on to help found the FUSE network in 2003.

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Evan Marwell - Founder and CEO - Quixi

Quixi was an outsourced personal assistant that pivoted into a mobile commerce. Founder and CEO Marwell went on to work as a director at Centra Software and is now a partner at Criterion Capital Management.

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Jerome Belson - Chairman - WeMedia

Belson was Chairman and Co-Founder of WeMedia – an online resource for people with disabilities. WeMedia was the official Webcaster of the Sydney 2000 Paralympic Games. Today he is the Chairman of Jerome Belson Enterprises, a real estate and management company. In 2003, he was inducted into the New York State Builders Association Hall of Fame.

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Kenneth Cron - Chairman and CEO - Uproar

Uproar, Inc., founded in 1995, was an entertainment site focused on fames and prizes. It was acquired by Vivendi Universal in 2001 and Cron continued to work with a subsidiary of the company until 2004. He served as a Director of Computer Associates from 2002 until 2006; and in 2004 he was named to be Interim CEO and helped guide the company through a multi-billion-dollar accounting scandal. He went on to work as Chairman of Midway Games, an NYSE company, and is now the President at security hedge fund Structured Portfolio Management, LLC.

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Stephen P. Gott - President and CEO - Learn2.com

Stephen Gott worked as CEO at Learn2.com which offered online courses to corporations on everything from "laying off employees to tying a tie." Gott remained at Learn2 until 2002, when he became CEO at Appintelligence. He remained at Appintelligence for three years before joining energy data management software company GlobalView Software, where he currently works as CEO.

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John Aboud and Michael Colton - Co-Editors - Modern Humorist

Michael Colton and John Aboud ran the Alley's best online comedy collective before moving out to L.A.. Currently they write for film and television and are working on the upcoming Fox animated series Allen Gregory, starring Jonah Hill. You may know them as panelists on VH1's Best Week Ever or I Love the [insert decade].

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Audrey Parma - President and CEO - Internet Appliance Network

Internet Appliance Network was the first company to incubated by Fred Wilson's Flatiron Partners. It debuted a web-only laptop way back in 2000 in partnership with Virgin. We couldn't find out anything about what Ms. Parma's has been up to since, but the website for Internet Appliance IAN website  is still around.

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Adam Kidron - Co-Founder and CEO - Urban Box Office

It was an up and down saga for UBO, which had already filed for bankruptcy when the Silicon Alley Reporter put it on the 100 list. These days Kidron is a managing partner at 4Food, a socially networked fast food chain which launched on Madison Avenue in 2010.

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David Bohrman - CEO - Pseudo Programs

After serving as CEO of Pseudo Programs Inc. and Pseudo Interactive, David Bohrman went on to become a Senior Executive Producer and then a Senior VP and Washington Bureau Chief at CNN. He was a leading figure in CNN’s coverage of the 2008 presidential election, and he was instrumental in the creation of numerous network programs such as State of the Union. This week, it was announced that he will become the senior vice president and chief innovative officer for CNN Worldwide, effective May 1.