Docusign

Bringing Agreements to Life

Regional Vice President, Enterprise Sales – HLS

SalesSalesFull TimeRemoteTeam 5,001-10,000Since 2003H1B SponsorCompany SiteLinkedIn

Location

Illinois + 2 moreAll locations: Illinois, Virginia, Washington

Posted

23 days ago

Salary

$165K - $254.9K / year

12 yrs expEnglish

Job Description

• Execute a repeatable playbook for rapid penetration into regional healthcare providers and life sciences accounts • Maintain a rigorous focus on lead conversion and high-volume outreach to land and expand within complex health systems • Manage a high-volume funnel where deals close weekly and monthly • Recognize patterns in HLS deal progression and preventing stalled opportunities due to clinical or legal review • Coach the team to remove friction points • Drive deals from Discovery to Closed-Won in 3–6 months by focusing on departmental wins (e.g., Radiology, HR, Patient Experience) rather than waiting for enterprise-wide overhauls • Monitor leading indicators daily (demo-to-security-review conversion, clinical stakeholder engagement) rather than just lagging revenue indicators • Utilize Salesforce, Outreach, and Gong to maximize AE performance and ensure messaging resonance with clinical and technical personas • Train your team to navigate HIPAA, SOC2, and clinical data privacy hurdles early in the cycle to avoid late-stage legal quicksand • Conduct frequent call reviews and daily stand-ups • Help reps overcome immediate hurdles in the HLS landscape

Job Requirements

  • 12+ Years in SaaS Sales with a specific track record in high-velocity or mid-market environments
  • Experience with the Healthcare and Life Sciences vertical, specifically how mid-sized entities make buying decisions
  • Experience managing teams through complex, multi-stakeholder Land and Expand strategies
  • Track record of driving high quota participation by balancing consistent core business with the development of seven-figure transformative deals, ensuring the region isn’t reliant on a single transaction to hit the annual number
  • Experience leading sales teams where average deal sizes range from $65k–$1M+
  • Ability to maintain pipeline hygiene over long cycles and can accurately forecast
  • Demonstrated success selling alongside HLS partners (e.g., Epic/Cerner integrators, specialized consulting firms, or healthcare-focused VARs)
  • Ability to speak fluently about data security and compliance without letting it stall the sales motion
  • Ability to forecast based on run rates and historical conversion data within the HLS sector

Benefits

  • Paid Time Off: earned time off, as well as paid company holidays based on region
  • Paid Parental Leave: take up to six months off with your child after birth, adoption or foster care placement
  • Full Health Benefits Plans: options for 100% employer paid and minimum employee contribution health plans from day one of employment
  • Retirement Plans: select retirement and pension programs with potential for employer contributions
  • Learning and Development: options for coaching, online courses and education reimbursements
  • Compassionate Care Leave: paid time off following the loss of a loved one and other life-changing events

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