
Co-Founder
Taylor Gailey
Trusted by Fortune 500 leaders in finance, payments, marketing, defense, and restaurants/QSR
I did not plan to end up in AI. For most of my career I was doing completely different work, and if you had told me five years ago that I would be inside Fortune 500 executive teams helping them navigate AI strategy, I would have laughed.
I co-founded Outport AI with my business partner Bennett, where we consult Fortune 500 leaders in finance, payments, marketing, defense, and restaurants/QSR on AI strategy, governance, vendor evaluation, and executive training. Day to day, I am inside real executive teams figuring out which AI tools are worth buying, which ones are snake oil, what compliance guardrails actually matter, and how to train a workforce through the shift without causing panic. Every week. Real clients. Real consequences.
I co-founded EmpowHER AI with Bri after we met in another online community and realized we were both watching the same thing happen over and over. Women getting talked over. Women getting sold $2,000 courses by guys they would never actually hire. Women told to “just hire a developer” the second they asked a real question. We built the room we could not find.
If you want another guru, you will hate it here. If you want two practitioners who are actually doing this work and are willing to answer the obvious question, welcome.
