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Senior AE -> Sales Lead & Future Head of Sales

Bolto
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Hybrid (San Francisco), Hybrid (Seattle), Hybrid (Chicago)$125k - $200k + equity + bonusFull-timePosted 5d ago

About the role

Senior AE role at Bolto, an AI-powered all-in-one payroll, HR + recruiting platform. Opportunity to generate pipeline, lead a sales team in the future, and shape go-to-market with founders. In-person role based in San Francisco, Seattle, or Chicago.

Responsibilities

  • Generate pipeline and carry a personal sales quota.
  • Run discovery, demos, negotiations, and closing conversations.
  • Help build a repeatable sales process across SMB and mid-market customers.
  • Coach AEs and SDRs through call reviews, deal strategy, and actionable feedback.
  • Help recruit, assess, onboard, and develop new sellers.
  • Partner with the founders on territories, quotas, compensation design, and performance expectations.
  • Maintain accurate forecasts and identify risks early.
  • Bring customer feedback into product and go-to-market decisions.

Qualifications

  • A record of strong B2B sales performance, supported by clear examples of quota attainment, peer ranking, and new business wins.
  • Experience generating your own pipeline and managing the full sales cycle.
  • Strong discovery, qualification, and negotiation skills.
  • Evidence that you’ve helped other sellers improve through coaching, onboarding, or team leadership. Formal management experience is a must.
  • Experience improving a sales process, message, or workflow and explaining the results.
  • Comfort working at a startup where you help create the structure you need.
  • A desire to remain close to customers and carry a quota while taking on leadership responsibilities.
  • Have sold to the mid-market or enterprise layer before.
  • Experience selling payroll, HR software, fintech, or EOR services is helpful.

Skills

Required:Pipeline generationSales cycle managementDiscovery & qualificationCoaching / leadershipCustomer-facing / relationship management
Nice to have:Process improvement

Benefits

  • Fully covered medical, dental, and vision insurance.
  • 401(k) matching from day one.
  • Uncapped flexible paid time off.
  • Commuter and gym benefits.
  • Team offsites and regular outings.
Last updated Oct 21, 2026. Interested? Apply on the company site.
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About Bolto

AI Powered All-In-One Global HR + Recruiting

AI-powered recruiting and HR platform. Find and hire the best pre-vetted global software talent and simplify onboarding, payroll, and compliance.

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