Fractional Enterprise Sales Leadership

Close the gap between your enterprise sales capabilities and your business goals.

With 16+ years closing complex enterprise deals others can’t, I diagnose what’s blocking your deals and forge a path forward.

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What they say

“Jay is the best sales leader I’ve worked with… he closed some of our largest and most complex enterprise deals, the kind with long sales cycles requiring strategic vision and operational rigor. Jay has a rare combination: sharp business acumen, genuine relationship-building, and strong internal leadership. He’s a creator who turns ambition into solutions and a proactive coach who develops his people.”

GoFractional

Which gap is yours?

Most enterprise sales problems wear one of four faces. See which one you recognize.

The deals only close when you’re in the room, and even then you lose too many.

Enterprise deals keep stalling, and you’re not sure if it’s the team, the approach, or both.

You have process, metrics, and a real team, but the enterprise deals still aren’t closing the way they should.

Your sales system generates results, but the strategic outliers still need to be closed.

The operator

I’ve spent 16+ years closing the deals other people couldn’t — long cycles, complex stakeholders, high stakes.

I work as a fractional enterprise sales leader: stepping in to diagnose what’s actually blocking your deals, then building the strategy, structure, and discipline to move them. Not theory, but the operational rigor that turns ambition into closed revenue.

When the path forward is hard to see, that’s where I do my best work.

$700M+ Annual GMV closed at Uber Eats, against active DoorDash exclusives.

$2M → $12M ARR on a Fortune 100 MarTech account, with margins expanding 40% to 60%.

+30% · $500M+ Growth & GMV on a top Uber Eats partnership, renegotiated from the ground up.

First $400K In revenue built from zero at a 10-person startup.

Start the conversation

Tell me where your deals are stuck.

A short note is enough to start. I’ll read it personally and reply.