About
Why Gradient GTM exists.
Gradient GTM exists for the stage where trajectory gets set — the window between your first real customers and $5M, $10M, $20M in ARR where the foundation either gets built or gets skipped.
The decisions made in that window determine more about a company's future than almost anything that comes after. Who you sell to. How you sell. When you hire. What you build the motion around. Get those right and the next stage of growth has something solid under it. Get them wrong and you spend the next two years rebuilding what should have been there from the start.
Gradient GTM was built for founders who are in that window and want a serious, full-spectrum commercial partner to work through it with them. Get customers. Grow revenue. Take your early wins and turn them into a repeatable motion. A senior operator with the range to lead strategy, build infrastructure, contribute to the pipeline, and make the first hires — all at once, all as an extension of your team.
We've spent our careers building and scaling revenue through exactly these inflection points. We chose to focus Gradient GTM on early-stage founders because this is the work we love most. There's nothing more energizing than helping a founder build the commercial engine that matches the product they've already built.
That's the mission. That's why Gradient GTM exists.
Leadership
Jenn Tomassi
Founder & Chief Commercial Officer
Jenn founded Gradient GTM after more than a decade in senior revenue leadership at Sterling Check and First Advantage. She joined Sterling in 2014 when the company was still founder-led and pre-IPO, and spent the next decade helping shape the commercial organization through multiple stages of growth — from private company to public offering to strategic acquisition.
During that time, Jenn's leadership transformed the Healthcare and Life Sciences vertical into the company's fastest-growing and largest industry segment. She identified the segment's true market differentiation, established a clear ideal customer profile, and drove the commercial shift upmarket into enterprise. In doing so, she built the commercial structures, playbooks, and operating discipline required to support durable, repeatable growth — scaling the vertical from $25M to $150M in the process.
She also led the incubation and launch of a new product that grew from concept to $30M in revenue over three years — building the GTM function and operational teams from scratch around an offering that was truly differentiated in a segment that hadn't seen meaningful innovation in years.
Sterling's growth story culminated in a successful IPO and $2.2B strategic sale — closing at a 35% premium over market price. Contributing to that outcome, and understanding what it takes to build a company worth acquiring, is central to how Jenn approaches every engagement.
Those results were built through disciplined GTM design, obsessive attention to the customer, and a conviction that revenue is a system — not a headcount number. That conviction is the foundation Gradient GTM is built on.
After a long career as a senior executive at scale, Jenn has found a deep passion for the early-stage world. She loves the energy of founder-led companies, the leverage of getting the foundation right early, and the work of helping founders reach the outcomes they set out to build. Value creation — and contributing to what comes next — is what drives her.