WriteWise

Bringing financial certainty to RX.

Regional Director, Mid-Market Sales

SalesSalesFull TimeRemoteTeam 1-10Since 2023H1B No SponsorCompany SiteLinkedIn

Location

United States

Posted

72 days ago

Salary

Not specified

Bachelor Degree7 yrs expEnglish

Job Description

• Own and deliver the regional ARR target through a team of Mid-Market AEs. • Maintain a high-quality pipeline across the region, ensuring coverage, velocity, and deal progression. • Forecast accurately and communicate risks and upside clearly. • Hire, onboard, and ramp Mid-Market AEs across the East Coast Region. • Coach reps on discovery, deal strategy, objection handling, and executive-level selling. • Run regular 1:1s, pipeline reviews, deal reviews, and forecast calls with rigor and consistency. • Support AEs on complex deals involving multiple stakeholders, longer sales cycles, and broker-influenced motions. • Work closely with Solutions Engineering, Implementation, Product, Marketing, and Leadership to unblock deals and improve the sales motion. • Develop and execute a regional plan that includes broker coverage, pipeline generation, and strategic account targeting. • Travel as needed to support reps, brokers, and key opportunities.

Job Requirements

  • 7+ years of experience managing and scaling quota-carrying sales teams.
  • Experience owning a regional or segment number and forecasting accurately.
  • Background in SaaS, healthcare, insurance, HR tech, or adjacent complex B2B sales environments.
  • Strong understanding of consultative, multi-stakeholder sales cycles.

Benefits

  • Health insurance
  • Flexible work arrangements
  • Paid time off
  • Professional development

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