Account Executive

Account Executive

We're building a national transportation insurance business. We need an Account Executive who can close mid-market fleet owners across the country, and stay close through onboarding, the first claim, and the first renewal.

You'll work hand-in-hand with an SDR team that keeps your calendar full. Your job is to run discovery, partner with underwriting on the quote, navigate the broker and agent dynamics where they exist, get to bind, and own the relationship from there.

We work hard, we work long, and we hold each other to a high standard. Hit your numbers consistently and there's a clear path to Enterprise AE.

Your first 30 days will include:

• Close a deal
• Get certified on our product, forms, rates, and appetite so you can hold a real conversation with a fleet owner, dispatcher, or safety director
• Master the fundamentals of transportation insurance: coverage, filings, and fleet operations
• Build the working rhythm with your SDRs. Sit with them, listen to their dials, sharpen their qualification
• Sit with underwriting, claims, and ops to understand the full quote-to-bind workflow and what we can move on versus what we can't
• Start running discovery calls and getting quotes into market

Your first 60 days will include:

• Hit your first full month of quota
• Build a pipeline that's 3x your monthly quota with clean stages, accurate forecast, and named next steps
• Develop your discovery and quote presentation motion. Find your patterns.
• Surface the win/loss themes back to product, underwriting, and the SDR team so we sharpen the appetite and the targeting
• Build a renewal and expansion playbook for the accounts you've already bound

What you'll do includes:

• Pipeline management. Take qualified meetings from SDRs and work them end to end. Discovery, quote, negotiation, bind. Run a tight CRM, a clean forecast, and an honest pipeline.
• Discovery and underwriting partnership. Work with underwriters to build a quote that wins and that we can stand behind.
• Closing. Negotiate price, coverage, terms, and effective date. Get the policy bound.
• Account ownership. Stay close through onboarding, the first claim, and the first renewal, and find the expansion opportunities.
• Cross-functional feedback. Tell product, underwriting, and SDRs what's winning, what's losing, and what we need to change to win more.

What we're looking for includes:

• 3 to 5 years selling B2B, ideally in commercial insurance, transportation, freight, fleet management, or adjacent infrastructure
• You've personally closed meaningful deals and can walk us through how
• Comfortable with technical conversations across coverage and operations
• Strong written and verbal communication. You write like an operator, not a brochure
• High agency, high ownership, low drama
• Authorized to work in the US

Bonus includes:

• Prior commercial transportation insurance sales experience
• Existing relationships with mid-market fleets, dispatchers, safety directors, or fleet operations leads
• Experience selling at an insurance carrier, MGA, or transportation-focused brokerage or agency

Compensation includes:

• On-target earnings: $190,000 to $230,000, with competitive base and uncapped commission tied to bound premium
• Equity
• Health, dental, vision