Enterprise Account Executive

talentpluto

$150K — $400K *
US-AnywhereRemote in United States
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7-15 years of enterprise B2B software sales experience with a strong track record of closing larger deals.
  • Successful experience at startups, especially in traditional industries.
  • Proven ability to build relationships quickly and drive sales with a hunter mentality.
  • Excellent interpersonal skills with a positive, energetic demeanor.
  • Comfortable with technology and AI tools to enhance sales processes.
  • History of exceeding quotas in previous sales roles.
  • Bonus: Experience selling directly to insurance or financial services sectors.

Responsibilities

  • Own the full sales cycle from sourcing leads to closing deals.
  • Sell into enterprise brokerages, carriers, wirehouses, and large financial institutions.
  • Cultivate and maintain relationships in a relationship-driven market.
  • Conduct discovery sessions and product demonstrations for a complex platform.
  • Travel approximately once a month for industry conferences and in-person sales.
  • Collaborate with marketing and customer success teams to secure targeted accounts.

Benefits

  • Remote work flexibility with regular travel opportunities.
  • High-ownership role with autonomy in decision-making.
  • Clear growth path alongside a rapidly evolving company.
  • Opportunity to sell high-value solutions into established industries.
Full Job Description
Location: Remote (US)

Work Model: Remote with regular travel

Industry: Insurance technology / financial services

Compensation: $150K base, $300K-$400K OTE
The Opportunity

This is a true enterprise, full-cycle Account Executive role reporting directly to the founder. You will sell into large brokerages, carriers, wirehouses, and adjacent financial services institutions, opening doors, sourcing your own opportunities, running demos, and closing complex deals. New reps typically start with low-to-mid six-figure deals and graduate to higher ACV as they ramp. This is a high-ownership seat with a clear path to grow alongside a company moving very quickly, ideal for someone who thrives in a scrappy, fast-paced environment and wants real autonomy.
Responsibilities
  • Own the full sales cycle, from sourcing and prospecting through demo and close
  • Sell into enterprise brokerages, carriers, wirehouses, and large financial institutions
  • Build and nurture relationships across a relationship-driven, in-person market
  • Run discovery and product demonstrations for a complex platform
  • Travel roughly once per month for conferences and in-person selling
  • Partner with marketing and customer success to identify and win the right accounts
Requirements
  • 7-15 years of enterprise B2B software sales experience with a track record of larger deals
  • Demonstrated success at startups, ideally selling into old-school industries
  • Strong hunter mentality with the velocity, energy, and drive to source and build relationships quickly
  • Excellent relationship-building skills and a positive, high-energy presence
  • Comfort and proficiency with technology and AI tools
  • Consistent top performance, having crushed quota at recent roles
  • Bonus: direct experience selling into insurance or financial services

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