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NextPlayU

Mid-Market Account Executive (Former Elite Athletes)

city of lebanon, NH

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About this opportunity

NextPlayU lists this Mid-Market Account Executive (Former Elite Athletes) opportunity in city of lebanon, New Hampshire. Review the employer’s description below for duties, qualifications and application requirements.

Job description

Mid-Market Account Executive | New York City Metro (Remote) or San Francisco, CA (In-Office)

$200K-$250K OTE + meaningful founding-team equity

Hiring through NextPlayU on behalf of a partner company. Former elite athletes (collegiate, pro, and Olympic) are strongly preferred but not required. The office is in San Francisco, with flexibility for top-tier remote or New York-based candidates. The team is also committed not to lose great candidates over compensation.

Our partner is building an AI platform that automates the drudgery of the $1.5 trillion insurance brokerage industry. Customers love it: it already saves them thousands of hours and millions of dollars a year, and it’s deployed across 30% of the top 50 brokers in the U.S. They’ve reached multiple seven figures in ARR in just over a year, and they just raised their Series A.

The role

You’ll own a mid-market territory end-to-end, selling to mid-sized brokerages across the U.S. This is not a hand-off role. You’ll source most of your own pipeline, run sharp discovery, and close with urgency, working directly with the founders and GTM leadership to shape how the sales motion scales.

What you’ll do

Own the full cycle: prospecting, qualification, demo, negotiation, and close

Build self-sourced pipeline through cold outreach, sequencing, referrals, and industry events

Run discovery and tailored demos with Operations, IT, and C-suite stakeholders

Manage 30-50 active opportunities with strong CRM hygiene and deal discipline

Feed customer insight and objections back to GTM and product teams

Help build the playbook and scale it across the team

Travel to industry events to represent the company

What success looks like in 90 days

You can clearly articulate the ICP, value prop, and competitive differentiation across buyer personas

You’re consistently generating your own pipeline, with active deals in motion

You’ve run full discovery-to-demo cycles and know how to handle the objections

You operate with rigor: clean Salesforce notes, strong follow-up, sharp prioritization

You’ve closed, or are approaching close on, your first deal

You might be a fit if you

Have 3-5+ years of B2B closing experience with $50K+ ACV deals

Source most of your own pipeline and treat outbound as a craft, not just volume

Write and speak with precision: your outreach gets replies and your demos move deals

Are energized by ambiguity and building in a fast-moving environment

Are competitive and coachable, applying feedback immediately

Bonus points

Experience selling into insurance, insurtech, financial services, or adjacent verticals

B2B SaaS or technical sales background

Early-stage startup experience or building a sales motion from scratch

Familiarity with Salesforce, Gong, Apollo, or similar GTM tools

What’s offered

Competitive base plus OTE of $200K-$250K and meaningful founding-team equity

Compensation flexibility for the right candidate: the team won’t lose a top candidate over comp

Full health, dental, and vision

A high-ownership, high-trust culture with a lean, staff-level team from companies like Affirm, Uber, DoorDash, and McKinsey

Regular team off-sites, dinners, and an office stocked for builders

Why athletes

If you’ve competed at the collegiate, pro, or Olympic level, you know what this job demands: relentless preparation, fast response to feedback and coaching, and the drive to win. This is a seat where that edge turns directly into results.

If this sounds like you, apply. Great closers come from every background, and we welcome them all.

Worksite address

city of lebanon, NH, 03756, US

Who can apply

Review the original listing for work authorization, qualifications and employer requirements.

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