Drimva

Workday

Medium Enterprise Regional Sales Director - Healthcare

$174K–$261K

USA, MA, Boston +3 · Flex · Director · Full-time · Posted Oct 21, 2026

Location
USA, MA, Boston
USA, NY, New York City
USA, MA, Remote
USA, NY, Remote
Experience
2+ years of field sales management experience at a SaaS company, ideally focused on new business acquisition, plus 10+ years as a field sales representative.

About the job

Leads and coaches a field sales team selling Workday solutions to healthcare accounts, with a focus on new business and complex sales cycles.

What you'll do

  • Lead, coach, and mentor Senior Account Executives in an assigned territory.
  • Drive new business and coordinate internal teams through complex sales cycles.
  • Position Workday as a cloud partner alternative to legacy ERP solutions.

What they ask for

  • Experience selling cloud, SaaS, or ERP solutions.
  • Experience cultivating partner and alliance relationships.
  • Experience managing complex sales cycles end to end with successful revenue or quota attainment.
  • Experience leading in a team-selling environment and selling to healthcare accounts.

Pay

$174,000 USD - $261,000 USD annualized base salary (primary location); $174,000 USD - $261,000 USD annualized base salary (additional US locations)

Tools

SaaS, ERP

Model-written summary · the original posting is authoritative

First seen Oct 22, 2026 · Last verified Nov 6, 2026 (UTC)