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Mid-Market Account Executive

Job in San Francisco, San Francisco County, California, 94199, USA
Listing for: Wintermeyer Ventures
Full Time position
Listed on 2026-10-03
Job specializations:
  • Sales
    B2B Sales, SaaS Sales, Sales Representative
Salary/Wage Range or Industry Benchmark: 150000 - 180000 USD Yearly USD 150000.00 180000.00 YEAR
Job Description & How to Apply Below
About the Role

This is a closing role on a lean, fast-moving revenue team at a seed-stage AI productivity startup that has grown past $1M ARR entirely through inbound and virality. You will own the full deal cycle for mid-market accounts, converting qualified pipeline into customers and helping shape how the sales motion scales.

What You'll Do
  • Run consultative discovery calls to understand how prospects relate to their time and map the product's scheduling capabilities to their specific pain points.
  • Quarterback 30-day pilots with groups of up to 10 users, managing each deal from demo through close on 45 to 60 day sales cycles.
  • Navigate multi-stakeholder deals across financial services and tech companies, clearly distinguishing between buyer, end-user, and decision-maker.
  • Close mid-market contracts with ACVs ranging from $20K to $100K.
  • Relay product feedback directly to the engineering team to help prioritize the roadmap as the product moves toward enterprise readiness.
What We're Looking For
  • 2 to 5 years of B2B SaaS sales experience, with time spent in a closing role (not solely SDR or BDR).
  • Demonstrated track record of closing mid-market deals and consistently hitting or exceeding quota.
  • Experience converting inbound leads, not just outbound hunting.
  • Familiarity with deal cycles in the 30 to 90 day range; experience outside enterprise-only, 12-plus month cycles is important.
  • At least 1 year of tenure in your most recent closing role.
  • Background at an early-stage startup (seed through Series B, sub-$10M ARR) is a strong plus.
  • Based in San Francisco and comfortable working in-office four days per week.
Compensation & Benefits

Base salary: $150,000
, plus uncapped commission. Equity participation available. Visa sponsorship is offered.

Location

Hybrid, based in San Francisco, CA
. Four days per week in-office, with one remote day mid-week.

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