Fractional Strategy LEAD, GTM & Pricing Advisor

I Help Tech Companies Fix Messy Growth

I’m Will Robinson — no relation to the kid from Lost in Space, though I’ve heard “Danger, Will Robinson!” more times than I can count. For 20+ years I’ve worked across product, go-to-market, and corporate strategy — helping companies pivot, scale, reposition, and get unstuck. My real leverage is as an advisor: the senior judgment that turns “something’s off” into an actual plan, fast. But I’ll roll up my sleeves and execute when that’s what a project actually needs — not just diagnose and disappear.

Will Robinson, fractional strategy lead and GTM advisor

20+ yrs product, GTM & corporate strategy · 4 companies co-founded · Adjunct Professor, Business Strategy — Emerson College · MBA Yale SOM · MS EE Purdue

A

Fractional Strategy & Leadership

I step in as embedded strategic leadership — GTM, pricing, and operating model work — at a fraction of the cost of a full-time executive hire. When a project calls for a specialist I don’t have in-house (legal, technical due diligence, a specific industry vertical), I bring in the right person from my vetted network rather than stretching outside my own expertise.

B

GTM & Growth Consulting

From ICP and channel strategy to pricing models and AI-driven demand generation, I help teams find the growth motion that actually fits their business — not a recycled playbook. This is where 20 years of pattern-matching across startups, scale-ups, and enterprises pays off.

C

Speaking & Facilitation

I bring sharp, well-researched perspective on AI, strategy, and growth to your offsite, board meeting, or stage. No recycled slides — every talk is built around what your team is actually deciding right now. Past engagements include a keynote for Sharp Electronics’ channel conference, grown out of channel strategy work I did for them.

THE 95-5 RULE

Most of your market isn’t shopping yet

Marketing built entirely around the sliver ready to buy today loses to whoever earns the other 95% first.

3× LTV : CAC

The proxy for real product-market fit

No single number proves PMF — but LTV running at least 3x CAC is the closest working proxy investors trust.

THE 70-20-10 RULE

How innovation budget should actually split

Bet everything on one big idea and you’re gambling. Split it, the way VC portfolios do, and the wins fund the losses.

$300M

Cybersecurity Startup Commercialization

As part of an Accenture Strategy engagement, defined product-market fit and go-to-market for SilentRunner, cybersecurity software commercialized from NSA-origin technology — $25M initial investment from Raytheon, a $300M acquisition by Computer Associates (2003), and a later second sale to AccessData (2008).

Channel Strategy

Rebuilt EMC’s partner program, driving a 35% increase in channel sales within the first two years.

+35%

Post-Merger Integration

Led post-merger integration for a telecom acquisition, delivering 10% revenue growth.

+10%

Customer Due Diligence / Private Equity

Ran commercial due diligence on a hardware company ahead of a $45M acquisition.

$45M

SCALING, OPERATIONS & DUAL-USE

The Scaling Sequence — What to Fix First

AI-DRIVEN GTM & MARKETING

Certified Human — The AI Backlash Is Now

AI STRATEGY & TOOLS

OpenClaw — Agentic AI That Works Now

See the full library, all 9 topics →

Sometimes the product is strong, but the story is fuzzy. Sometimes the pipeline is weak, the roadmap has become scattered, or the company has simply outgrown the way it operates.

That is usually where I come in.

I help companies figure out what is really getting in the way of growth—and what to do about it. Depending on the situation, that might mean sharpening the positioning, rethinking the go-to-market strategy, bringing order to the product roadmap, or building an operating model that can support the next stage of the business.

My background is part strategy, part technology, and part company building. I am what some people would call a deep generalist: someone who can move across disciplines, see how the pieces connect, and go deep enough to be useful.

I have two engineering degrees and an MBA — a bachelor’s in electrical engineering from Worcester Polytechnic Institute, a master’s from Purdue, and an MBA from Yale School of Management. I graduated from WPI with distinction and won the senior EE project award. I wrote neural-network algorithms while earning my graduate engineering degree, which is where my long-running interest in AI began.

Early in my career at Deloitte, I became an expert in the then-emerging field of IT outsourcing and wrote one of the industry’s first formal Total Cost of Ownership analyses, comparing Windows on Alpha with Unix workstations. It was a novel framework at the time; today, that kind of analysis is standard practice. The work led to my recruitment by Braxton, Deloitte’s strategy consulting group.

The current AI wave is not simply a technology story. It is changing how companies build, sell, operate, and compete. But the fundamentals have not gone away. Product-market fit is still hard. Positioning still matters. Go-to-market systems still break. And companies still need to make difficult choices about where to focus.

One of the things I bring to that work is creative problem-solving. Strategy cannot be reduced to a framework or a repeatable process. The valuable part is often seeing a possibility others have missed—and then finding a practical way to make it real.

I have taught strategy as an adjunct professor at Emerson College and put it into practice across a wide range of markets. At edocs, I helped launch a customer self-service platform for wireless carriers. For Intel, I developed a partner program for its software ecosystem that grew to more than 15,000 members worldwide. I have also worked on channel and growth strategies for companies including EMC and Avaya.

I have co-founded four software and services businesses, including VirtualJobCoach.com and Defense Commercialization Inc. The latter grew out of my work commercializing SilentRunner, cybersecurity technology originally developed within the intelligence community. Through that work, I advised companies including Raytheon and Lockheed Martin on bringing defense technologies into commercial markets.

I am comfortable with the technology, but I never lose sight of the business. I can work at the level of markets, positioning, and strategy, then stay involved long enough to help the organization turn those choices into products, growth, and a business that works better than it did before.

You get senior-level judgment on every engagement, not a team of juniors learning on your budget.

MBA — Yale School of Management

MS, Electrical Engineering — Purdue

Co-founder, four software & services companies

linkedin.com/in/willr

GET IN TOUCH

Let’s Solve a Problem

Tell me what’s not working — a GTM motion that’s stalled, pricing that hasn’t kept up, a growth stage the operating model can’t support — and I’ll tell you plainly whether I can help, or point you to someone who can.