Historical snapshotmid (2–5 yrs)Captured Oct 25, 2026, 6:31 a.m.

Founding Sales Rep — AI Media-Interview Prep SaaS (Commission Only, 1099, Remote)

PressPrep.ai

Location
New York, NY, United States · Remote
Compensation
$80k – $120k • No equity
Employment
Contract
Experience level
MID (2–5 years exp)
Specialization
Sales, Wellfound
Source
Wellfound

PressPrep (pressprep.ai) is an AI-powered media-interview prep platform for communications professionals. It researches the reporter, predicts the tough questions, runs live mock interviews, and scores the debrief — replacing the expensive human media trainer with software.

We're hiring our founding commission sales rep to sell into corporate communications teams and agencies. Self-serve signups happen on their own — your job is landing the bigger fish: multi-seat corporate and annual deals.

Who you'll sell to: Corporate communications and PR teams, communications agencies, investor-relations teams, public-affairs and government-relations shops, and crisis-comms firms — anywhere a team preps spokespeople at scale.

What you'll do: • Work target lists via Apollo — I will pay for Apollo leads • Prospect and close corporate/annual and multi-seat/team subscriptions • Run your own pipeline, outreach sequences, and demos (product training and demo access provided) • Log closed deals in a simple tracker

Tools we provide: • Apollo seat for lead sourcing, contact data, and outbound sequencing • Full product training and a demo account • Prep materials, pricing sheet, and a sales playbook with talking points, demo script, and objection handling

What we're looking for: • A self-directed closer comfortable with cold outbound, longer B2B cycles, and rejection

• Hands-on with Apollo (or a comparable tool — Outreach, Salesloft, Lemlist, Clay) for list building and sequencing

• Bonus: you know the corporate comms/PR buyer (ex-agency or ex-comms) and speak their language • You want uncapped commission upside, not a base salary

What you'll be selling (annual team plans): • Team — $6,000/yr: up to 10 prep seats, pooled credits, shared workspace, unlimited free viewers

• Team Growth — $12,000/yr: up to 25 seats, admin controls, roles and permissions • Business — $18,000/yr: up to 50 seats, priority support, SSO-ready • Enterprise — custom, $24,000+/yr: 50+ seats, procurement and security review support

Credits are pooled across the team and seats are generous by design, so agencies can add occasional users without being punished per seat. That is the pitch.

Compensation — commission only, uncapped: • 30% of first-year contract value on every corporate/annual/multi-seat deal you close, paid when the customer pays

• 10% recurring residual on each renewal, for as long as you stay engaged with the account • Accelerator to 35% once you cross $50K in cumulative first-year contract value • Deal floor: commission applies to annual team-tier deals ($6,000/yr and up). No commission on individual $20-49/mo self-serve signups.

• 1099 independent contractor; you set your own hours and methods. Commission clawed back on refund/chargeback within 90 days.

Important: Wellfound required a salary range but this is just an estimate, not a W2 salary range. The role is 1099 contract without a fixed salary. It is comission only.

Remote (US). Founding, performance-based role with room to grow as PressPrep scales.

What the commission actually pays: • Team deal ($6,000/yr) yields $1,800 on close, plus $600/yr residual on renewal • Team Growth deal ($12,000/yr) yields $3,600 on close, plus $1,200/yr residual • Business deal ($18,000/yr) yields $5,400 on close, plus $1,800/yr residual • Enterprise deal ($24,000/yr) yields $7,200 on close, plus $2,400/yr residual • Close roughly four Team Growth deals and you cross the $50K accelerator into 35% — with renewal residuals stacking on top year over year