Pressman started his career in New York City working at Wall Street publications Investment Dealers Digest and The Bond Buyer. He moved to Washington, D.C. while working for Reuters in the mid-1990s, where he covered regulation of banking and technology before carving out a new Internet policy beat. During the Internet magazine bubble, he worked at The Industry Standard where he covered the White House, Congress and the Federal Communications Commission.
Moving to Boston in 2001, Pressman freelanced at a variety of publications including Wired, Boston Magazine and the Christian Science Monitor. He then worked as a full-time staffer at Bloomberg News, TheStreet.com and Businessweek, where he wrote the award-winning “Investing Insights” blog, before returning to Reuters in 2009. He left for Yahoo Finance in 2013, joined Fortune in 2016, and then switched to The Boston Globe in 2021.
Inside the ad, ad, ad, ad world of YouTube (June/July 2021 issue of Fortune)
What video game sensation Roblox plans to do next (March 10, 2021 online feature for Fortune)
Meet Snowflake, one of the buzziest tech IPOs ever (September 15, 2020 online feature for Fortune)
Time to start calling IBM 'Medium Blue’, Yahoo Finance, October 21, 2015
IBM banned Uber for employees, but quickly reversed course, Yahoo Finance, June 3, 2015
Apple Pay sides with credit card industry over consumer interests, Yahoo Finance, October 29, 2014
Castlight Health: Most overpriced IPO of the century, Yahoo Finance, March 14, 2014 (stock dropped from $40 to $4 over the next year)
Special Report: What did you do in the ETF war, daddy?, Reuters, December 3, 2010
Special Report: Divorce American style for French bank, bond star, Reuters, January 10, 2010
The Investment 'Albatross' At UBS, Businessweek, August 11, 2008 cover date
Buy Amazon - Kindle is the iPod of books, Businessweek, November 19, 2007 blog entry (via the Internet Archive)
Music CD, I'm just not that in to you, Businessweek, March 21, 2007 blog entry (via the Internet Archive)
Fished Out, a Businessweek special report on the future of commercial fishing, Sept. 4, 2006 cover issue date
Drunk on Ethanol, Businessweek, May 9, 2006
The dangers of quick thinking - review of Malcolm Gladwell’s Blink, TheStreet.com, Jan. 22, 2005
Inspecting housing's foundation for flaws, TheStreet.com, Sept. 16, 2004
Googling the Future With Ghosts of IPOs Past, TheStreet.com, July 27, 2004
Arizona Firm Cited by Spitzer Had Run-Ins With Bank Regulators, Bloomberg News, Sept. 22, 2003
(Regulators ordered the firm dissolved and charged 3 executives in November 2003)
Putnam Customers Flee After Bad Tech Bets Pummel Returns, Bloomberg News, June 23, 2003
(Putnam ousted CEO Lasser five months later)
Mutual Suspicion, Boston Magazine, October 2002
Consumers in crossfire of labels' war on piracy, Christian Science Monitor, March 4, 2002
Gridlock: California Could Be Just the Beginning, The Industry Standard, June 25, 2001
Tech's White House Connection, The Industry Standard, April 2, 2001
Voters for Sale, The Industry Standard, Nov. 13, 2000
Digital Shelf Space, Wired, December 1995 issue
Feeding Wall Street, Wired, Feb. 1, 1995