I know what breaks inside companies. Now we can build what should exist instead.
The tools have finally caught up.
Let's TalkOver a decade as EVP & CTO at Clear Channel Outdoor — M&A, platform migrations, team scaling, technical debt. Thirty years of lessons in what works and what doesn't. Now I build productized services from scratch, combining deep operating experience with AI capabilities that make it possible to deliver what used to require entire teams.
Dropsignal
Podcasters have plenty of ways to promote their show — guest swaps, social posts, paid ads. All of them live inside the same feeds and algorithms, competing with millions of other shows for the same attention.
Out-of-home was never on the list. Billboards were for big brands with agency budgets and six-figure campaigns. Podcasters didn't even consider it.
Dropsignal changes that. Pick your markets. Subscribe. When you publish a new episode, your show appears on real-world screens across the city — automatically. No agency. No creative production. No minimum spend. A new growth channel that gets your show in front of people who'd never find it in the feed.
It's the kind of product that only exists because I spent twelve years in OOH and know what's actually possible with the infrastructure — and because modern AI tooling makes it viable to deliver as a self-serve subscription instead of an agency engagement.
Saasparilla
Every business accumulates operational problems. Workflows trapped in spreadsheets, legacy systems held together by habit, a patchwork of SaaS tools that don't talk to each other. Fixing it used to mean hiring a consulting firm — $250K and 18 months to get a team on-site.
Saasparilla inverts that model. You hire an AI agent team — scoped per project, communicating through your existing tools, delivering working software you own at the end. Not a platform you learn. Not a subscription you rent. A result you keep.
Building Dropsignal from scratch taught me exactly how to scope workflows, define outcomes, and deliver working software with minimal human-in-the-loop. Saasparilla takes that same methodology and points it at your business.
The antidote to SaaS bloat — and to the spreadsheet you've been pretending is a database.
Advisory
I also work selectively with PE firms and growth-stage companies on technology diligence, platform strategy, post-close execution, and AI readiness.
I'm most useful when teams need an operator's perspective — someone who's built and lived with these decisions, not just reviewed them. OOH and media tech are the deep specialty, but the pattern recognition translates across media and platform businesses.
If that's what you're looking for, let's talk.