Senior Account Executive — VP Sales Path

PayTomorrow

Charlotte (NC)

Hybrid

USD 185,000 - 240,000

Full time

14 days+

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Benefits offered by this job

100% employer-paid employee health coverage
Realistic earning potential with uncapped commission

Job summary

PayTomorrow is looking for a Senior Sales Professional in Charlotte, NC, with a focus on inside sales to mid-market e-commerce merchants. In this role, you will be key to driving new business growth while also having the opportunity to move into a management position within your first year.

Successful candidates will possess 7–12 years of B2B sales experience with a proven track record of overachievement. Compensation includes an uncapped commission structure, with realistic Year 1 OTE ranging from $185K to $210K.

Qualifications

  • 7–12 years of B2B sales experience.
  • Track record of sales overachievement.
  • Experience in consumer lending or fintech preferred.

Responsibilities

  • Sell to mid-market e-commerce merchants.
  • Run consultative sales cycles.
  • Shape the sales playbook with your input.
  • Move into a sales management role in Year 2.

Skills

B2B sales experience
Outbound sales skills
Leadership instincts
Comfort with sales tooling

Job description

Charlotte, NC preferred (we’re just north of the city), Remote considered for the right person, Inside sales role — you’ll sell by phone, video, and email from a desk, not on the road.

The opportunity

PayTomorrow is the consumer lending platform for the 62% of US consumers that Affine and Klarna walk past. We're a profitable, differentiated business with a unique position in the market — proprietary near-prime lending wrapped around a multi-lender platform — and we're now putting the team in place to push PT Lending past $100M over the next three years.

This is the first hire into that next phase. We're looking for a senior seller who can produce from day one and grow into running the team within 12 months. You'll carry a bag, close deals, and model the behavior we want — then earn the leadership role by demonstrating it. The candidates who'll do well here are the ones who'd rather build a book than collect a sign-on bonus, and who back themselves to ride a real growth curve rather than wait for a guarantee.

You'll be supported by a fractional commercial strategist building the playbook, ICP, and operating rhythm around you, and you'll work directly with our COO on enterprise deals. You're walking into a plan with momentum behind it.

What you'll do in Year 1
  • Hunt mid-market e-commerce merchants in our highest-converting verticals: auto & auto accessories, tires & rims, durable medical equipment, and sporting goods
  • Run consultative sales cycles with founders and owner-operators — these are real conversations, not RFPs
  • Hit ramped quota: $30K/month new fundings by Month 3, $40K by Month 4, $50K/month sustained from Month 5
  • Help shape the sales playbook as we build it — your input will define how the next reps are hired, onboarded, and managed
  • Demonstrate the qualities of a sales leader: pipeline discipline, deal coaching instinct, accountability, the ability to make a number visible
What you'll do in Year 2
  • Move into a sales management role, hiring and managing 2–3 reps
  • Own the team's quota and operating rhythm
  • Continue carrying selected strategic accounts
Who we're looking for
  • 7–12 years B2B sales experience with a real outbound hunter motion
  • Track record of overachievement that you can show on paper, not just talk about in an interview
  • Evidence of leadership instinct — mentoring, deal coaching, process building — even informally
  • Consumer lending, BNPL, fintech, or payments background strongly preferred
  • Comfort with modern sales tooling, including the AI-powered ICP and account scoring tools we're rolling out
  • The maturity to operate without a manager hovering, and the appetite to bet on yourself
Who we're not looking for
  • Enterprise sellers used to 12‑month procurement cycles
  • Anyone currently at Affi, Klarna, Afterpay, or similar — wrong motion, conflict of interest
  • Career managers who haven't carried a bag in five years
Compensation
  • Uncapped commission with an evergreen structure you won't find anywhere else in BNPL: full rate for the first 18 months, half rate for the next 18, then a quarter point on every merchant you sign for the life of the merchant. Reps who've been here a few years still earn meaningfully on accounts they signed in 2022.
  • Realistic Year 1 OTE: $185–210K. Year 2 (with manager comp): $240K+. Top of curve is $400K+ as your book compounds.
  • 100% employer-paid employee health coverage (dependents available at cost)
  • A real seat at the table as we build the sales org
How to apply

Send us your resume along with a short note telling us about the biggest deal you’ve ever lost and what you learned from it. We’re more interested in the note than the resume — be honest, be specific, and don’t sanitize it. Candidates who advance will be invited to a brief async video screen as the next step. Email bcollins@paytomorrow.com.

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