Mid-Market Account Executive

Wintermeyer Ventures; San Francisco (CA); Hybrid; USD 150,000 - 180,000; Full time

Benefits offered by this job

Equity participation

Visa sponsorship

Job summary

Wintermeyer Ventures is looking for a closing-focused Account Executive to own the full deal cycle for mid-market SaaS customers. You will convert qualified pipeline into paying customers and help shape how the sales motion scales in a lean, fast-moving seed-stage AI productivity startup.

Based in San Francisco, this hybrid role requires four days in-office per week. You will run consultative discovery calls, pilot 30-day programs, and close deals with $20K–$100K ACVs, while feeding product

Qualifications

• 2–5 years of B2B SaaS closing sales experience.
• Proven success closing mid-market deals and hitting quota.
• Experience converting inbound leads, not solely outbound.
• Hybrid SF role with four in-office days per week.

Responsibilities

• Own full deal cycle for mid-market accounts from discovery to close.
• Run consultative discovery calls to map product to pain points.
• Pilot 30-day programs with groups up to 10 users and close within 45–60 days.
• Close mid-market contracts with ACVs between $20K and $100K.
• Relay product feedback to engineering to prioritize roadmap.

Skills

Closing deals

Mid-market

Inbound leads

SaaS

Job description

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.