Head of Mid-Market Sales

Block
San Francisco
Workplace: RemoteFull timeUSD 319,000 - 478,600Function: SalesExperience: 12+ yearsSkills: ["Leadership","Negotiation","Influencing","Strategic thinking","Cross-functional collaboration"]

Lead Cash App and Afterpay’s North American mid-market growth by overseeing a team of seasoned account executives, coaching complex deal negotiations, and driving revenue outcomes across the mid-market merchant pipeline. Build cross-functional partnerships with Marketing, Finance, Product, Risk, and Legal to execute go-to-market strategy, craft winning sales narratives, and serve as a thought leader and voice of merchants. Balance high-touch relationships with scalable, process-driven execution while managing OKRs and continuous improvement.

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FursaFursa
Block
Block
1 month ago

Head of Mid-Market Sales

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Last checked: 10 hours agoStatus: Live

Job Summary

Lead Cash App and Afterpay’s North American mid-market growth by overseeing a team of seasoned account executives, coaching complex deal negotiations, and driving revenue outcomes across the mid-market merchant pipeline. Build cross-functional partnerships with Marketing, Finance, Product, Risk, and Legal to execute go-to-market strategy, craft winning sales narratives, and serve as a thought leader and voice of merchants. Balance high-touch relationships with scalable, process-driven execution while managing OKRs and continuous improvement.
Location: San Francisco
Workplace: Remote
Employment Type: Full time
Job Function: Sales
Seniority: Manager level

Key Responsibilities

  • •Oversee the North American Mid-Market Sales Team, coaching executives through sophisticated deal negotiations and clearing blockers to revenue.
  • •Craft and drive segment-wide strategy, holding the team accountable to OKRs and revenue targets in concert with Sales & Account Management.
  • •Develop cross-functional partnerships with Marketing, Finance, Product, Risk, Legal, and Account Management to support revenue generation.
  • •Be the voice of Cash App and Afterpay with mid-market merchants, building relationships with merchant leadership teams and representing merchant feedback internally.
  • •Develop and pitch sales narratives using insights, data, and market intel to improve go-to-market strategy and centralize best-performing sales/growth narratives.

Pay and Benefits

Salary: USD 319,000 - 478,600
Perks:Remote WorkHealth InsuranceFlexible TimeRetirement SavingsFamily Planning

Key Requirements

  • •12+ years leading Mid-Market Sales or Mid-Market Account Management in fast-moving technology or financial services, including work with large-scale established clients.
  • •Demonstrated excellence in complex commercial negotiations at scale, including driving revenue growth and exceeding revenue targets.
  • •Proven ability leading and developing high-performing teams, with strong leadership skills tailored to individual performance and engagement.
  • •Experience operating effectively within matrixed global organizations and navigating ambiguity with a strategic operational mindset.
  • •Comfort interfacing across disciplines (technical, marketing, product), familiarity with product development (preferably payments), and comfort working with analytics tools; willing to travel.
Experience:12+ years
Skills:LeadershipNegotiationInfluencingStrategic thinkingCross-functional collaboration
Languages:English

Company Brief

Block
Builds financial services and commerce tools to empower businesses and individuals, operating products such as Square, Cash App, Spiral (Bitcoin initiatives), TIDAL, and developer-focused payment and banking solutions.
Industry: Fintech Infrastructure
Company Size: Enterprise (1,001+ employees)
Revenue: USD 1B+
Growth: Public Company
Valuation: Public Company (Market Cap in USD)
Funding: IPO / Publicly Listed
Headquarters: San Francisco, United States
Founded: 2009
WebsiteLinkedIn