Enterprise Account Executive

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Date Published: 1 December 2025

Our client is a fast growing SaaS start up, who's built a modern, all-in-one financial operations automation solution purpose-built for insurance. Their founders met at Instacart as part of the early team, and later built a company similar to an early TaskRabbit that was acquired by Hippo Insurance which pulled them deep into the insurance world, where they saw how massive the market is — and how manual, slow, and outdated most of the infrastructure still is.

 

Now? They're transforming the $10 trillion global insurance industry by combining AI automation with embedded fintech. While insurance represents 7.2% of global GDP, outdated financial infrastructure like PDFs, emails, and manual reconciliation continues to slow the industry down. Our growing client is the first and market-leading finance automation platform built specifically for insurance, driving the industry’s rapid digital transformation.

 

In just a few years, the team has:

  • Earned the trust of thousands of businesses nationwide – SMB, midmarket and breaking into enterprise
  • Scaled to billions of dollars in annual transaction volume, growing 200%+ year over year
  • Built a world-class, distributed team of 50+ across SF and Ohio – generating 40M in rev a year.

 

Their platform combines AI-driven automation with deeply embedded financial infrastructure to eliminate operational bottlenecks and unlock real, measurable ROI for customers.

 

This is a flexible, onsite role in either San Francisco, CA or Columbus, OH.

 

How they work:

We automate the entire financial lifecycle — from collections and accounting to reconciliation and payouts — so businesses can operate faster, smarter, and more profitably.

Modern software alone isn’t enough. The future belongs to platforms that are deeply embedded in financial workflows and transactions, not just surface-level tools. By combining AI + fintech infrastructure, we create durable value and measurable outcomes, helping customers realize 5–7x return on investment.

 

Mission:

Insurance is a $10 trillion-plus industry running on legacy systems. AI alone won’t fix it, but AI-powered automation embedded into payments and transactions will.

Our mission is to become the leading financial automation platform for insurance by 2030—powering the entire industry’s financial operations while transforming the way trillions of dollars move.

 

Role: Enterprise Account Executive

You will be at the forefront of scaling the Enterprise Sales function by engaging with senior leadership and key stakeholders across large insurance agencies and broker networks. You’ll be responsible not only for landing strategic, high-impact deals but also for expanding existing Enterprise relationships. Success in this role hinges on your ability to sell into sophisticated organizations, navigate longer sales cycles with multiple stakeholders, and bring strategic discipline to every phase of the pipeline.

 

 

What You’ll Do:

  • Own full-cycle Enterprise sales: prospecting through close
  • Build and execute account-based strategies for large, complex accounts
  • Run multi-threaded sales processes with senior stakeholders
  • Position ROI and business outcomes through consultative selling
  • Partner cross-functionally with Marketing, SDRs, Product, and Customer teams
  • Forecast accurately using CRM discipline and data-driven pipeline management

 

What We’re Looking For:

  • 3+ years selling Enterprise technology solutions
  • Proven success carrying $1M+ quotas in complex, six-figure ACV environments
  • Experience navigating long sales cycles and multi-stakeholder deals
  • Strong storytelling, communication, and negotiation skills
  • Experience in financial services or highly regulated industries is a plus
  • Startup experience is a plus

 

Compensation & Benefits:

  • $250,000 – $300,000 OTE (Uncapped)
  • Competitive base + meaningful equity
  • 100% covered medical premiums for you and dependents
  • 401(k) with employer match 4%
  • Unlimited PTO
  • Commuter benefits
  • Parental and family leave
  • In-office meals
  • Pet-friendly office

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