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About Painted Bear Enterprises
A small company that builds what it uses.
Painted Bear Enterprises LLC is a Florida company in Pinellas Park. We make our own products, JimoBoto, Turrot and Painted Bear's Tattoo Stuff, and we bring the same tools and discipline to small businesses that need AI training, branding, apps, knowledge bases and automations.
The people
Who you will work with.
Mery Bear
Founder, developer, horsewoman, artist
The myth, the legend, the infamous Mery Bear. She has been drawing since her first math class in grade school, when she realized she was way better at drawing pictures than doing math.
Mery spent more than 25 years as a professional tattoo artist, turning people's ideas into artwork they could wear with pride. She tattooed her way across the country, in almost every state. Painted Bear's Tattoo Stuff, her all-natural tattoo balm, grew out of that work. She believes aftercare should be as thoughtful as the tattoo itself, and she still makes every tin by hand in small batches.
She has had horses for 20 years. She has jumped her paint mare bridleless, taught wild Mustangs how to be excellent citizens, and now drives carriages. That is where Turrot comes from. She created the app and builds it herself, and she brings the view from the box seat: the horses, hitches and terminology that make Turrot a driving app rather than a fitness tracker.
James Ogilvie (JimO)
Founder, CEO, designer, artist
JimO is a digital designer, enterprise software developer and AI builder with more than 30 years of turning complex technology into simple, human-centered tools people actually use.
At ESPN he created a social-media-based intranet series that changed how the company communicated internally. He also led the ESPN team on The Disney Development Connection, an online learning platform that made training interactive and accessible across Disney's business units and saved millions in training costs.
Today he works with local service business owners, the plumbers, HVAC technicians, electricians, landscapers and salon owners who started a business for freedom and ended up buried in missed calls, lost leads and admin.
He built JimoBoto from that background in UX and UI design and enterprise development, plus years of hands-on AI work. It answers the phone around the clock, holds a natural conversation, qualifies the caller and books the job straight into the calendar. The goal is simple: more booked jobs, steadier cash flow, and owners with time to focus on the work they love.
JimO believes technology should feel creative and human, never robotic. He brings an artist's eye, a developer's precision and a teacher's passion to every build. In short, he builds freedom for the people who keep our homes and communities running.
How we operate
Five rules we hold ourselves to.
- Clear scope, in writingYou know what we are building, what it costs and when it will be done before we start.
- You own the resultWe build in your accounts and publish under your name wherever we can.
- No hype, no pressureWe do not use countdown timers, fake scarcity or promises we cannot keep.
- Honest AIAI we install says it is AI, stays inside your policies and hands off to a person.
- Written downEvery system comes with documentation and training, so it keeps working without us.
Company record
The details.
- Legal name
- Painted Bear Enterprises LLC
- Organized
- May 14, 2025, Florida
- Document number
- L25000228843
- D-U-N-S number
- 149916628
- Trade names
- JimoBoto, Turrot
- Address
- 9525 60th Way N, Pinellas Park, FL 33782
Talk to the people who will do the work.
The fit call is with JimO, not a sales team.