About Me
Hi, I'm Gil.
Thanks for stopping by.
I've been living the Internet Lifestyle since 1998. This site isn't a sales funnel. It's where I think out loud: business, philosophy, travel, and whatever idea I'm chasing this week, without much polish.
Looking for the business side? That lives at ChiefRainmaker.com. The art lives at RickBliss.com.
aka CHILI · aka Rick Bliss · San DiegoHow I Got Here
Entrepreneur since I was a teenager.
“I've done so much with so little for so long… that now, I can do anything with nothing.”
I started building businesses as a teenager, and the reason was always the same: owning my time. Every company since has been another experiment in that freedom.
Here you'll find what I've learned along the way:
- Entrepreneurship as a lifestyle
- Freedom & owning your time
- Non-traditional business models
- Travel hacking
- CHILI Productions stories
Work & Ventures
What I'm building
The companies, brands and creative outlets keeping me busy.
O2S1, Inc.
Habit-driven engagement platforms
Gamification, AI coaching and community, built to drive real behavior change and keep people coming back.
Visit o2s1.com
Profit Worldwide, Inc.
The innovation lab, since 2004
Where data, audience and marketing systems get built and tested. Home to the Chief Rainmaker and XLR brands.
Part of the PWI family
Chief Rainmaker
Fractional CMO
Designing AI-powered revenue systems for growing companies: human-led strategy, measurable growth.
Visit chiefrainmaker.com
XLR — eXtra Large Revenue
AI-powered income engines
Skill packs and systems across niches including AffiliateXLR, TravelXLR, Health and Crypto.
Visit xlrhub.com
Rick Bliss
My art
Abstract body imprinting, fiber art, painting and sculpture. The other side of the brain gets a studio too.
Visit rickbliss.com
Where It Started
CHILI Productions
EVENTS FROM 1985 TO 2001
Before data platforms and AI, there were nightclubs, underground music events and festivals. CHILI Productions was my entertainment company for sixteen years, and the stories are wild: partnerships, threats, run-ins with the Secret Service, and the shows that made it all worth it.
I put it all into a 104-page memoir of stories and timelines.