Taylor.
Gailey
AI strategy and enablement for the leaders doing the adopting.
I help leadership teams cut through the AI hype: which tools are worth buying, which guardrails matter, and how to bring a team through the shift. Co-founder of Outport AI and EmpowHER AI.
AI strategy and governance
Deciding which AI tools are worth buying, which are not, and what governance and compliance guardrails actually matter.
Enablement and training
Bringing a workforce through the shift to AI with clarity and confidence, not hype and not panic.
Automation
Building practical AI automation, with a focus on sales and marketing systems that compound.
Ventures
Outport AI
A practical AI automation studio. Taylor advises executive and leadership teams on AI strategy, governance, vendor evaluation, and training, then helps them put it to work.
EmpowHER AI
An AI and automation community built for women founders, operators, and leaders learning to use AI to grow, taught by practitioners who ship AI for a living.
Where strategy meets the work
Taylor works where AI strategy meets the real work: inside executive and leadership teams, helping them separate the tools worth buying from the noise and adopt them with judgment.
She brings a background in analytics and artificial intelligence, and experience founding and scaling AI systems, to every engagement. The throughline is the same: turn AI from a buzzword into a measurable advantage.
Her focus runs from strategy and governance through enablement and into hands-on automation, with particular depth in AI-powered sales and marketing systems.
Common questions
- Who do you work with?
- Executive and leadership teams adopting AI: deciding which tools are worth buying, setting the guardrails that matter, and bringing their people through the change.
- What does working together look like?
- It ranges from an AI strategy and vendor review, to hands-on enablement and training for a team, to building the automation itself. Most engagements start with a short scoping conversation.
- What is EmpowHER AI?
- An AI and automation community for women founders, operators, and leaders learning to use AI to grow, taught by practitioners who ship AI for a living. Taylor is a co-founder.
- How do I get in touch?
- Email me at taylor@outport.ai, or reach out on LinkedIn. A short note about what you are trying to do is plenty to start.
Let us talk
Whether you are weighing an AI investment, planning a rollout, or training a team through the change, a short note about what you are trying to do is plenty to start.