The Opportunity
We’re at an inflection point. We have momentum in SMB and are ready to move upmarket. We are looking for a Mid‑Market AE with a proven methodology, a disciplined process they can own from day one, and instincts to help us define what great mid‑market selling looks like at Ply.
What You’ll Do
Own the full sales cycle on mid‑market opportunities from first conversation to close
Run structured discovery, tailored demos, and confident closing conversations
Build and manage a healthy pipeline with clear stage discipline and next‑step rigor
Apply a consistent methodology instead of convenient ad‑hoc approaches
Partner with BDRs and marketing to improve lead quality and outbound targeting
Feedback insights to leadership on ICP, deal patterns, and what works at higher ACVs
Help establish the mid‑market playbook as we formalize the motion
What We’re Looking For
3 to 6 years of B2B SaaS sales experience, with meaningful time in mid‑market or a clear upmarket trajectory
A defined sales methodology you can articulate and defend: MEDDIC, SPICED, Challenger, or your own version
Strong discovery instincts; you ask better questions than you give answers
Disciplined pipeline management with a bias toward disqualification over pleasantness
Comfortable operating in an early‑stage environment where the playbook is still being written
Self‑sourcing ability; you don’t wait for leads to find you
Experience selling into trades, field service, or vertical SaaS is a plus, not a requirement
Why This Role
Ground‑floor opportunity to shape a category and a GTM motion, not just execute one
Direct access to leadership and real influence over how we build
Competitive base ($90,000 – $100,000) + upside ($90,000 – $100,000)
OTE = 50/50 split, $180,000 – $200,000
Uncapped commission
Meaningful equity
Medical, 401(k), PTO, WFH stipend
A product that solves a real problem for customers who genuinely need it
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Mid Market Account Executive
Ply Financial, Inc. · Raleigh, NC, USA ·
- Pay:
- $90,000-$100,000/yr
- Job type:
- Full Time