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Territory Account Executive | POS / Payments | Field Sales

Gilder Search Group, Los Angeles, California, United States, 90079

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Territory Account Executive | POS / Payments | Field Sales Locations

Los Angeles, Orange County, San Diego, San Francisco, Phoenix, Dallas, Austin, Houston, Chicago, Atlanta, Miami, Denver, Seattle, Portland, New York City, and the Pacific Northwest region

Overview You’re not looking for another sales job — you’re looking for the one that finally rewards your performance, not your patience.

We’ve been exclusively selected to represent one of the fastest-scaling technology companies in the retail enablement space. This team is redefining how independent retailers operate by merging payments, inventory, and real-time data into one platform.

Think of what Toast did for restaurants or Square did for local merchants. This is the same inflection point — but for a trillion-dollar industry that’s still running on paper, phone calls, and spreadsheets.

They’re led by proven operators from Google, SpaceX, and CloudKitchens. Product‑market fit is locked in, revenue growth is explosive, and they’re now expanding their field sales force across key territories.

If you’re an Account Executive who thrives in the field, closes consultatively, and wants to be part of a movement that’s transforming an entire sector, this is your window.

What You’ll Do Own a $1M+ annual quota with an average deal size of $36K ACV

Manage a 2–5 week sales cycle, typically with multiple decision‑makers

Build trusted relationships with local business owners and operators

Take full ownership of your territory and pipeline

Partner with cross‑functional teams to deliver a world‑class buyer experience

Represent a product that’s delivering immediate ROI and strong customer stickiness

Last quarter, one of our newest field reps in Southern California closed a $47K deal within 24 days of joining — his first full cycle in the territory. He hit 158% of quota by month three. That’s the kind of velocity and support this team is built around.

Uncapped earnings potential with 2x accelerators and reps regularly surpassing quota

Enterprise‑sized deals with SMB‑level velocity — average close time under 20 days

Rapid ramp period: most AEs close their first deal within 30 days

Massive market opportunity — first‑mover advantage in an underserved category

Proven product‑market fit with hundreds of billions already processed

Mission‑driven work helping local retailers modernize and compete against big‑box brands

Experienced sales leadership with a track record of scaling high‑performing teams

This is the kind of opportunity that only comes around once or twice in a career. The early reps are already breaking records — and they’re looking for the next wave of field AEs to join before territories close.

Compensation and Benefits Base Salary: $120,000 – $150,000 (dependent on experience) On‑Target Earnings: $240,000 – $300,000+ (uncapped accelerators) Equity: Offered to align your success with company growth

Benefits include:

Full medical, dental, and vision coverage

401(k) with company match

Monthly expense card and travel stipend

Presidents Club and quarterly bonuses

Equity program with long‑term upside

Comprehensive onboarding and continuous training

Who You Are 2+ years of full‑cycle closing experience in a fast‑paced environment

History of quota attainment (120%+ preferred)

POS, payments, or F&B tech experience strongly preferred

Track record of tenure and role progression (3+ years at one company ideal)

Coachable, competitive, and highly self‑directed

Comfortable with field sales travel and territory ownership

You’ll be joining a team of high‑caliber sales professionals who believe in sharp execution, radical ownership, and celebrating wins together. No politics, no bureaucracy — just performance and progress.

How to Apply If you’ve ever thought, "I could crush quota if I had the right product and timing," this is that moment.

Apply directly or reach out with "Territory AE" in the subject line. No cover letter required. We’re prioritizing conversations with candidates ready to move fast and make an immediate impact.

Note Territories are limited and expansion will pause once current regions are filled. The next wave of hires won’t open until mid‑next year. If this role aligns with your experience, now is the time to move.

Compensation $120-150k base $240-300k+

Posted:

Tuesday, October 28, 2025 Job #

4836

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