Director of Field Sales - Northeast Region

Block
Chicago
Workplace: RemoteFull timeUSD 304,000 - 456,000 annuallyFunction: SalesExperience: 10+ yearsSkills: ["Leadership","Communication","Coaching"]

High-growth SaaS/fintech sales leader to scale Square's Central Field Sales. You will lead Sales Managers and Territory Account Executives, refine territory models, drive go-to-market execution, and build a durable, high-performing regional sales engine. You will co-sell, coach, and obsess over pipeline health, while deepening product fluency and partnering with Marketing, Sales Ops, Partnerships, and Product.

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FursaFursa
Block
Block
2 months ago

Director of Field Sales - Northeast Region

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Last checked: 6 hours agoStatus: Live

Job Summary

High-growth SaaS/fintech sales leader to scale Square's Central Field Sales. You will lead Sales Managers and Territory Account Executives, refine territory models, drive go-to-market execution, and build a durable, high-performing regional sales engine. You will co-sell, coach, and obsess over pipeline health, while deepening product fluency and partnering with Marketing, Sales Ops, Partnerships, and Product.
Location: Chicago
Workplace: Remote
Employment Type: Full time
Job Function: Sales
Seniority: Director level

Key Responsibilities

  • •Scale the Central Field Sales organization by refining territory models, optimizing go-to-market plans, and instilling operational rigor.
  • •Drive a performance-driven culture where teams are motivated to exceed targets and celebrate excellence.
  • •Lead from the field with co-selling, coaching, and demonstrating product fluency through action.
  • •Master Square's ecosystem end-to-end and ensure teams sell consultatively across multiple product lines.
  • •Execute with speed and precision by managing pipeline health, conversion rates, and sales productivity.

Pay and Benefits

Salary: USD 304,000 - 456,000 annually
Perks:Remote WorkHealth InsuranceRetirement Savings

Key Requirements

  • •10+ years of sales experience, including 5+ years leading regional or field sales teams in a high-growth SaaS, fintech, or payments environment.
Experience:10+ yearsSaaSFintechPayments
Skills:LeadershipCommunicationCoaching
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