Caitlyn Feletar is putting Claude to work for Portland's small businesses
Caitlyn Feletar, Software Engineer Implementing AI Solutions · Published November 10, 2026
After years as a software engineer, Caitlyn Feletar now builds AI tools for local businesses, from on-brand Instagram posts to revenue dashboards. She just walked a live audience through her setup on vBrownBag.
Caitlyn Feletar spent four and a half years as an engineer at The Motley Fool. This summer she left to start something new. "I've started something I'm really excited about: implementing tech and AI tools that help small businesses," she wrote.
Her clients are Portland owners who are stretched thin. So far the work has looked like fixing SEO plugins and Google listings so customers can actually find them, setting up automatic texts that remind clients when it's time to rebook, and building custom Claude content tools that draft social posts in each client's voice and branding. As she put it, "social media is such a time suck for owners!" Right now she's also building a searchable local business directory for an Oregon online publication.
A social media designer, built in Claude
That last one turned into a talk. Caitlyn joined vBrownBag for a live session called "AI: Your New Social Media Designer," where she walked through her setup start to finish. The idea is one Claude project that holds a business's brand voice, its photos, and a design system that it helps you craft based on current branding and inspiration. The episode covers why AI posts look and sound like AI, how to build a voice guide from your own writing, and a rule worth stealing: fix the system, not the post.
The dashboard
Her newest offer started with one client request. The client paid for a system that recorded all of her income by product, provider and service, but it was still hard to track. "She asked me if there was any way I could help her track her revenue more easily and I spun up a custom dashboard for her," Caitlyn wrote. "It was just a few exports from her system and then a bit of collaboration with Claude to build the page."
She shared a sample version with made-up numbers for a fictional spa at caitlynfeletar.com/dashboard.
If you know me, you know I love a good, clean dashboard.
This isn't her first career leap. Caitlyn went from selling beer to a coding bootcamp, then wrote The Bootcamper's Companion, a 16,000-word guide for people trying to break into tech. She brings the same practical streak to AI. On her site she promises owners "an honest list of what to fix and the order to fix it in," and she's upfront that some tasks aren't worth automating at all.
"Every day I get to problem solve new issues, test out practical ways to use AI, and see the concrete difference it makes for a business," she wrote. "It's been the perfect mix of my tech experience, my sales background, and my love of working with people."
Portland business owners can find her at caitlynfeletar.com, where she offers a free look-over of any small business website.
Tools used
- Claude
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