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Sierra

Sierra is the conversational AI platform for businesses.

Enterprise Sales Leader – Financial Services

Financial Planning and AnalysisFinancial Planning and AnalysisFull TimeRemoteSeniorTeam 51-200H1B SponsorCompany SiteLinkedIn

Location

California + 1 moreAll locations: California | New York

Posted

19 hours ago

Salary

$370K - $400K / year

Seniority

Senior

Bachelor Degree10 yrs expEnglish

Job Description

Enterprise Sales Leader – Financial Services

Sierra

• Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team. • Own regional performance: Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights. • Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.

Job Requirements

  • 10-15+ years of experience: Extensive experience in enterprise customer-facing sales role, identifying and closing large accounts.
  • People leadership experience: 5+ years managing, mentoring, and developing a high-performing enterprise sales team.
  • Enterprise experience: You've run and managed end-to-end complex deals ($1M+).
  • Strong communication skills: Exceptional verbal and written communication abilities.
  • Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.

Benefits

  • Flexible (unlimited) paid time off
  • Medical, dental, and vision benefits for you and your family
  • Life insurance and disability benefits
  • Retirement plan dependent on country of employment
  • Parental leave
  • Fertility and family building benefits through Carrot
  • Lunch, as well as delicious snacks and coffee to keep you energized
  • Discretionary benefit stipend giving people the ability to spend where it matters most
  • Free alphorn lessons

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