Regional Director, Mid-Market Sales
WriteWise
full-time
Posted on:
Location Type: Remote
Location: Remote • 🇺🇸 United States
Visit company websiteJob Level
Lead
About the role
- 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.
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
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard skills
sales forecastingpipeline managementquota managementdeal strategyobjection handlingexecutive-level sellingconsultative sellingmulti-stakeholder sales cycles
Soft skills
coachingcommunicationleadershiporganizational skillsstrategic planning