Fractional CRO & GTM Strategist helping B2B companies diagnose the real bottlenecks in their revenue engine, then fix them with AI-enabled GTM systems and hands-on leadership.
38+ years · $1B+ in B2B revenue · 140+ companies on 4 continents.
Not ready to book? Contact me and tell me what’s stalling revenue — I’ll reply personally.
Prefer to learn first? Watch my GTM breakdowns on:
Bring me in when revenue has stalled and you need a senior operator to find the real constraint fast — whether the problem is in your people, process, positioning, pipeline, or tooling.
I embed as your fractional GTM leader and focus on four things:
Step in as revenue leadership to align sales, marketing, and customer success around growth.
Build a practical 30/60/90-day plan from ICP, messaging, pipeline, and conversion gaps.
Design and operationalize partner strategy that produces revenue, not just meetings.
Took the lowest-performing division to #1 in one year; +320% revenue and +$18M.
Built the first three vertical markets from zero before the company’s $850M acquisition by Twilio.
Helped build revenue past $10M and supported a four-year path to exit.
Built the largest revenue verticals and landed major automotive brands plus strategic partnerships with Microsoft and MSNBC.
After 38 years and $1B+ in revenue, I’ve learned this: the biggest breakthroughs usually start as expensive lessons.
Wrong deals. Wrong hires. Wrong partners. Staying too long. Leaving too early. I’ve paid for all of it in time, money, and missed opportunity. But every one of those losses gave me a framework I still use today.
That’s tuition. The stories are in Real World Selling Strategies. And if one of your own tuition payments has you stuck right now, DM me. I’ve probably already paid for that one.
Case history: Guided two Guatemala-based AI companies from local traction to U.S. launch and go-to-market.
A Fortune 500 buyer told me we had the business. Told me not to bother with the rest of the committee.
The competing vendor flew to 20 cities and met every buyer in the building. They won.
That loss became the buying-influence framework I’ve used with more than 140 companies since.
Full story in the book. DM me if you’re trusting one voice right now.
Some people call them mistakes. I call them tuition. After 38 years and $1B+ in revenue, I’ve learned the biggest breakthroughs usually start as expensive lessons — wrong deals, wrong hires, wrong partners. Every one of those losses became a framework I still use today. If one of your own tuition payments has you stuck right now, DM me. I’ve probably already paid for that one.
I’m a fractional GTM leader and revenue architect with 38+ years in B2B. Founders and CROs bring me in when the sales engine is noisy, expensive, and underperforming — especially when they need to sharpen positioning, fix execution, and create a growth system that actually converts.
“James was instrumental in building our first three vertical markets at Zipwhip. He brought a disciplined GTM approach — identifying the right segments, building the sales playbook, and proving repeatable revenue before we scaled. That early vertical strategy was foundational to our growth and ultimately our $850M acquisition by Twilio.”
— John Larson, Co-Founder & Chief Business Officer, Zipwhip (acquired by Twilio)
Listen to my latest conversation on High Velocity Radio: Fixing Stalled Revenue: How Go-to-Market Strategy Drives Growth. Host Lee Kantor and I cover why opportunities stall, how leaders misread product-market fit, and what it really takes to build a revenue engine that scales.
The best GTM decisions come from leaders who are sharp, grounded, and physically resilient. Dawni Rae is a transformational personal trainer, yoga instructor, and wellness coach based in Seattle. Her work changes how people show up — in the boardroom and in life.
If you’re ready to invest in the engine behind the engine, start here: dawnirae.com
Featured Interview
James Hayden on building $1B in revenue, leading high-performing sales teams, and the mindset behind scalable growth. Watch the full conversation with Daniel Tolson for lessons on sales leadership, GTM strategy, and revenue execution.
Episode: “He Built $1B in Revenue… Here’s His Sales Secret | James Hayden” (43:21) on Daniel Tolson’s YouTube channel, The Voice Whisperer.
Watch the full interview See the conversation with Daniel Tolson
Related links
Full interview: youtube.com/live/UKW5BYVBuRM
Daniel Tolson YouTube: @DanielTolson1
The Voice Whisperer: thevoicewhisperer.online
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