Tommy Stewart

CEO & Founder at Trinity Advisory Solutions

Tampa, United States

Chief Revenue Architect | AI-Native GTM Futurist | Founder, Trinity Advisory Solutions**
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The next era of growth won’t be powered by more tools; it will be powered by orchestration.

For over two decades, I’ve built, scaled, and transformed revenue engines across SaaS, AI, connectivity, and enterprise technology. From leading $100M+ global accounts to incubating early-stage startups into category contenders, my mission has remained constant: modernize the way we sell to match the way people buy.

Legacy CRMs, bloated tech stacks, and static playbooks have created more friction than freedom. I help organizations remove that friction, aligning people, processes, and AI into intelligent systems that accelerate revenue and elevate human performance.

As a Chief Revenue Architect and Fractional CRO, I bring a proven record of:

* Orchestrating $100M+ enterprise agreements with Disney, AT&T, Microsoft, and SAP.
* Driving double-digit growth across Fortune 500 and startup ecosystems.
* Scaling early-stage ventures from stealth to Series A with 500%+ funding growth.
* Building high-performance teams that thrive in ambiguity and deliver predictable outcomes.

Today, my work converges across four arenas shaping the future of go-to-market leadership:

1. Fractional CRO Leadership – Applying the M.A.I.K.E.R. Framework to build modern, AI-native GTM systems in 90 days.
2. The M.A.I.K.E.R. Framework—A blueprint for "intelligent orchestration" that unites human creativity with machine intelligence.
3. UpSkill AmericaAI—A social-impact initiative reinvesting in people, not just platforms, by funding workforce readiness for the AI era.
4. Podcasts & Thought Leadership—Creator of Sales Disrupters and Re-Skilling America; conversations that reimagine sales, leadership, and learning in an AI-first world.

I believe the future belongs to organizations that orchestrate, not just operate. My mission is to help leaders make that pivot.

Top 5 Thought Leadership Domains
AI-Native GTM & Intelligent Orchestration
Sales Innovation & Revenue Transformation
Future of Work & Workforce Upskilling
Enterprise Growth Strategy & Leadership
Digital Transformation & Applied AI

Transforming Revenue, Reimagining Growth: One Intelligent System at a Time.

Available For: Advising, Consulting, Speaking
Travels From: Tampa FL
Speaking Topics: "Sales Disruptors" - Building High Performance Sales Team in the AI Era|"The MAIKER Framework"- AI Native GTM Playbooks | "Upskilling America" - No Wo