Feb 2021 – Jun 2025 · 4 yrs 4 mos · Boston, Massachusetts, United States · Remote

• OfferFit pioneered the application of AI reinforcement learning (RL) for optimizing multi-channel customer marketing. As a member of OfferFit's Board of Advisors, I collaborated with the company's founders on martech product and go-to-market strategy and execution until they were acquired by Braze in June 2025.

Sep 2017 – Sep 2025 · 8 yrs · Greater Boston

• I joined HubSpot in 2017 to help them transform from a terrific product company into a true platform company, where the value to customers would grow beyond what our own product teams shipped to encompass a thriving ecosystem of nearly 2,000 other innovative products from ISVs around the world — early-stage startups, high-flying unicorns, and leading public software companies alike.
• I charted the company's platform ecosystem strategy and built the company's global App Partner program, growing it from under 100 apps and integrations to over 2,000, across 50+ categories, with millions of installs across 268,000+ customers. The average customer installs 9+ apps, with larger customers integrating many more, making HubSpot the center of gravity for their customer tech stack.
• In September 2025, IDC analysts estimated that HubSpot's ecosystem had grown to over $13B in revenue to partners, expected to exceed $36B by 2028.

Mar 2014 – Oct 2021 · 7 yrs 7 mos · Greater Boston

• I was the founding program chair of the MarTech conference series, bringing together a community of digital executives for vendor-agnostic, "graduate-level" learning and networking at the intersection of marketing, technology, and management. We've ran events in Boston, the Bay Area, and London and have served thousands of attendees and hundreds of sponsors and exhibitors.
• In support of the conference, I also created The Stackies: Marketing Tech Stack Awards, which encourages marketing to share a slide illustrating how they conceptualize their marketing stacks — the collection of tools they use to run marketing. Over 200 companies have participated, from a wide range of firms such as Airstream, BlackRock, Cisco, Microsoft, Morningstar, and Red Wing Shoes.

Feb 2008 – Present · 18 yrs 4 mos · Greater Boston

• I've been writing chiefmartec, the leading newsletter/blog on martech (marketing technology) since 2008 with an audience of over 80,000 marketing, marketing operations, and IT leaders. Our annual marketing technology supergraphic has been widely shared throughout the industry for the past 14 years.
• I am a frequent keynote speaker at conferences and corporate events, including presentations for Adobe, Google, Intel, McKinsey, Microsoft, NBCUniversal, Procter & Gamble, Salesforce, SAS, Snowflake, WPP, and more.

Sep 1998 – Sep 2017 · 19 yrs · Greater Boston

• I co-founded and built a SaaS business that enables digital marketers to produce, manage, and optimize interactive content — quizzes, calculators, assessments, configurators, games, and more — with an innovative no-code platform. Our customers included leading enterprise brands such as ADP, Anthem, Dell, DHL, General Mills, Iron Mountain, Paychex, Pearson, and Symantec.
• I was responsible for overall business management and strategy with two co-founders. I led product development and technical operations with a team of software engineers, designers, and marketing technologists.
• I educated thousands of marketers on the power of interactive content, writing for leading marketing publications such as MarketingProfs, MediaPost, and Search Engine Land and frequently speaking on the topic at industry conferences.
• ion originally started as a boutique web development agency in 1998, serving clients such as Citrix, Office Depot, Siemens, and Yahoo!. In 2007, we pivoted our business to this interactive content platform, grew it profitably to $10MM+ ARR, and sold it in 2017 to content marketing platform company ScribbleLive.

Nov 1996 – Sep 1998 · 1 yr 10 mos

• In the earliest days of the Internet, I ran a boutique consulting and development firm building web applications for clients such as Fujitsu, CBS Sportsline, Tribune Media, Blue Cross/Blue Shield, and the Miami Dolphins.

Dec 1990 – Nov 1996 · 5 yrs 11 mos

• Before the web, in 80's and early 90's, there were dial-up bulletin board systems (BBS). They let companies and communities run their own America Online (AOL)-like online services for business, fun, or profit. Galacticomm produced The Major BBS, the leading multi-user BBS platform that was adopted by over 20,000 customers worldwide, including major corporations such as AT&T, Boeing, Dell, Citibank, GE, Intel, and Sony.
• I started working with Galacticomm as a teenage programmer, developing multi-player games, when it was just a fledgling startup. Taking on a number of leadership roles across engineering, marketing, and operations, I was promoted to president of the 75-person company when the founder stepped down. We sold the company in 1996 as the era of BBSes came to a close and the Internet took off.