About GSD Associates
Founder & Fractional VP of Sales
I build sales teams that close. I was the first employee at Whip Around, which grew from four people in a WeWork to a $100M acquisition, and I worked at Fleetmatics through its $2.6B acquisition by Verizon. Today I run GSD Associates: an embedded VP of Sales, on a fractional basis, for B2B SaaS founders between roughly $500K and $10M+ in ARR.
3-5x
Pipeline Growth
40%+
Conversion Lift
65%
Cost vs. Full-Time VP
30d
Time to Impact
I'm a sales operator. I've spent my career in the trenches of B2B sales, not as an academic and not as a strategy guy who's never carried a bag, but as someone who built and led sales teams from the ground up. I've hired reps, fired reps, rebuilt broken processes and had the uncomfortable conversations that come with owning a number.
I was the first employee at Whip Around, a fleet inspection SaaS company. We started as four people in a WeWork with no US customers, no defined ICP, no outbound motion and no documented sales process. We built each piece from scratch, and eight years later the company was acquired for over $100M. I also worked at Fleetmatics through its $2.6B acquisition by Verizon.
GSD Associates is based in Charlotte, NC, and I work with B2B SaaS teams across the US. Most of the week-to-week work happens over video. When being in the room matters, I'm there.
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What I kept seeing, across every industry and company size, was the same pattern: great founders with great products, hitting a ceiling they couldn't break through because sales was being run on gut instinct instead of a repeatable system.
The obvious answer was to hire a VP of Sales. But at $180K to $250K in base salary, six months to find one and the very real risk of a bad hire, that's not realistic for most founders who are still closing every deal themselves.
So I started GSD Associates to bridge that gap. The name says everything: Get Stuff Done. Not slide decks and recommendations. Execution, accountability and measurable results, starting in the first 30 days.
I'm an embedded VP of Sales on a fractional basis. Fractional describes the cost. Embedded describes the involvement: I'm in your weekly pipeline reviews, coaching your reps on live deals and accountable for the same number you are. A typical engagement runs three to six months. The first two weeks are a diagnostic of your pipeline, team, process, CRM, messaging and comp. Then we build and embed the system, and by the end it's documented and running without me.
I get in the trenches: sitting in on calls, running pipeline reviews, coaching reps live. Advice is cheap. Execution moves the number.
I help close deals, travel for in-person meetings and attend trade shows with your team. I join late-stage calls, meet your biggest prospects and work the booth alongside your reps. We plan travel together when we scope the engagement.
I'll tell you what I actually think. If your reps aren't performing, I'll say so. Comfortable conversations don't move revenue.
The goal is to build a sales system that works without me: documented, repeatable, scalable. You should be stronger after I leave.
Every month without a functioning sales system is lost revenue you'll never get back. Week one is diagnostic. By day 30, something measurable has changed.
QuickManage, a fleet management SaaS company, brought me in as their fractional VP of Sales in March 2026. In the first 30 days we built a 55,000-contact outbound pipeline, got HubSpot running, designed a comp plan and made the first sales hire.
The work kept compounding. Seven months later: revenue up 3X and a promotion to Chief Commercial Officer. That's the fractional model doing exactly what it should: get senior sales leadership in place at a fraction of the cost, prove it works, then decide what the long-term structure looks like.
"Michael came in Month 1 and immediately restructured how we approach demos and discovery. The clarity he brought to our sales process was something we'd been missing for years."
Not ready for a full engagement? Start with the $199 Sales Audit or sales consulting from $4K a month.
Book a free 30-minute strategy call. No pitch. Just a real conversation about where you are and what it would take to get unstuck.
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