Regional Sales Manager

Instawork
Chicago, San Francisco
Workplace: OnsiteFull timeUSD 133,000 - 223,000 annuallyFunction: SalesExperience: 5+ yearsSkills: ["Coaching","Mentorship","Team management","Forecasting","Emotional intelligence"]

Lead outbound sales execution for a remote-first team, coaching reps through prospecting, qualification, and pipeline building while using pipeline and conversion data to identify gaps and drive fixes. Own deal cycles in mid-enterprise organizations as senior air cover, onboard and ramp new AEs, and forecast accurately. Partner cross-functionally across Marketing, Operations, Product, and Engineering to support the sales org and evolve the sales playbook as the team scales.

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FursaFursa
Instawork
Instawork
4 days ago

Regional Sales Manager

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Source: Company careers pageValidated by: Fursa AI
Last checked: 28 minutes agoStatus: Live

Job Summary

Lead outbound sales execution for a remote-first team, coaching reps through prospecting, qualification, and pipeline building while using pipeline and conversion data to identify gaps and drive fixes. Own deal cycles in mid-enterprise organizations as senior air cover, onboard and ramp new AEs, and forecast accurately. Partner cross-functionally across Marketing, Operations, Product, and Engineering to support the sales org and evolve the sales playbook as the team scales.
Location: Chicago, San Francisco
Workplace: Onsite
Employment Type: Full time
Job Function: Sales
Seniority: Manager level

Key Responsibilities

  • •Coach reps through the full outbound sales cycle: prospecting, qualifying, and pipeline building.
  • •Monitor pipeline, activity, and conversion metrics to identify gaps, then design and execute coaching/process/enablement changes.
  • •Support deals directly as senior air cover across multiple stakeholder cycles and complex negotiations.
  • •Onboard and ramp new Account Executives to accelerate time to productivity.
  • •Forecast accurately and partner cross-functionally to evolve the sales playbook and initiatives that support the sales org.

Pay and Benefits

Salary: USD 133,000 - 223,000 annually
Equity and Bonus:Equity
Perks:Health InsuranceDentalVisionPaid Leave401k

Key Requirements

  • •2+ years of experience building and managing high-performing remote software sales teams.
  • •5+ years of quota-exceeding experience selling mid-enterprise deals, with a record of overachievement and hitting targets.
  • •Ability to support and manage multiple stakeholder deal cycles and navigate complex negotiations.
  • •Strong forecasting and clear business representation to the executive team.
  • •Deep knowledge of the Instawork platform to coach reps on value proposition, positioning, and sales strategy.
Experience:5+ yearsSalesRemote salesMid-enterpriseOutbound sales
Skills:CoachingMentorshipTeam managementForecastingEmotional intelligence

Company Brief

Instawork
Operates a marketplace connecting hourly workers with shift-based jobs in hospitality, events, retail, and logistics, providing hiring, scheduling, and payroll tools to businesses and flexible work opportunities to professionals.
Industry: HR Tech
Company Size: Large (251 to 1,000 employees)
Growth: Scaleup
Funding: Series C
Headquarters: San Francisco, United States
Founded: 2015
WebsiteLinkedIn