Jon Rosen
President
at Great Dwellings Inc
Jon Rosen is a serial entrepreneur and an original Mucker Capital advisor. He’s currently the President and owner of Great Dwellings, a fast-growth, tech-enabled Airbnb partner, after leading a 2019 Nasdaq IPO as CEO of EVMO. He was a Mentor and Chief Revenue Officer at Involve.ai, a Mucker company that raised $26M in venture funding. Jon was an Advisory Board Member at Beachfront Media (acquired by Seedtag in 2024) and Advanced Contextual (acquired by Azerion).
Jon has been a senior permanent or interim executive with startup media and tech ventures in Southern California and the East Coast. He was the Head of Strategy and Business Development for AOL (NYSE: AOL) Search and Directional Media when they held 10% of US search traffic. He was the founding President of IProspect, the 9,000-person Dentsu-owned archetype for today’s search marketing firms. Jon also served as SVP at Autobytel (NASDAQ: ABTL), CRO for Webvisible, and Spot Runner.
In addition to his media background, Jon was an executive in four storage and middleware firms that were either acquired or went public.
Content & Articles by Jon Rosen
How To Craft Your Website Messaging & Positioning as a Startup
In this Mucker Growth Series session, Anthony Pierri, co-founder of FletchPMM, walks through how to craft website messaging and positioning as a startup. FletchPMM is a consultancy that has worked...
2026 New York Tech Week Recap of Mucker Sessions
Mucker Capital went to New York Tech Week to host sessions for founders, operators, and builders thinking through how AI is changing product, growth, and search. Among the sessions were:...
Closing Enterprise Deals in Founder-Led Sales as a Startup
In our recent Mucker Growth Series session, I invited David Mackay, Managing Director at D9Y and one of our operating experts at Mucker, to talk about closing enterprise deals in...
The 10 Security Gaps That Plague Startups Before Their A Round
A NOTE ON SEVERITY Not every item on this list carries the same level of risk. Some are the kind of finding that stops a deal. Others are serious but...
Community-Led Growth for Startups: Why Most Communities Fail and How to Build One That Actually Works
In our recent Mucker Growth Series session, I invited Sam Jacobs — founder and CEO of Pavilion — to talk about community-led growth: what it actually means, why most communities...
Pricing Models & Monetization Systems for Startup Success
In our recent Mucker Growth Series webinar session, we invited Jeffrey Tjiok and Jack Benson from Simon-Kucher to break down how startups can build pricing into their DNA from day...