Regional Sales Director
Leads quota-carrying sales and partner development across the West market’s 1,000–9,999-life segment, managing broker, consultant, and employer relationships and closing strategic healthcare deals. Requires benefits-sector sales experience, strong stakeholder communication, and health insurance experience preferred.
About the job
Responsibilities
- Own revenue responsibilities and quarterly quota for a specific West market territory, independently managing complex and cross-functional deals.
- Build and grow relationships with benefits brokers, consultants, general agents, and employers.
- Activate new partners and deepen relationships with the highest-producing brokers and advisors.
- Develop and win strategic Gold Advisor relationships.
- Shape territory strategy with Enterprise, Account Executive, Customer Relationship, and peer Regional Director partners.
Requirements
- Experience in a quota-carrying sales or sales support role.
- Experience working with benefits brokers and consultants.
- Strong ability to present and communicate a value proposition to external stakeholders.
- Willingness to work in a rapidly evolving startup environment.
- Interest in improving the healthcare system and delivering measurable outcomes.
- Ability to use AI tools to support effective work.
Nice-to-haves
- Health insurance experience.
Compensation and Benefits
- Target total compensation, including base salary and commission: $275,000–$300,000.
- Eligible for an equity incentive plan and benefits package, including flexible paid time off, medical, dental and vision plans, 401(k) with company match, flexible spending accounts, and Teladoc Health.
Skills
Sales, Quota Management, Benefits Brokers, Sales Presentations, Value Proposition, Health Insurance, AI Tools, Territory Strategy
Similar jobs
Account Executive jobs
Agentio
New York, NY
This individual-contributor sales leader will acquire and grow mid-market advertisers, owning prospecting, full-cycle sales, executive relationships, and campaign performance. The role requires 8+ years of digital advertising sales experience, strong brand and agency relationships, and deep knowledge of YouTube and creator-led advertising.
OpenAI
Washington, DCOwns strategic state and local government accounts, driving enterprise AI adoption and complex public-sector sales from pipeline through deployment. Requires 10+ years of government technology sales or transformation experience, executive relationships, procurement expertise, and a sustained record of exceeding $2 million in annual revenue targets.
Databricks
United States
Leads enterprise sales for Databricks Lakebase, driving adoption, revenue, and strategic database modernization across Financial Services accounts. The role requires complex SaaS sales experience, strong technical architecture fluency, executive presence, and the ability to influence both technical and business stakeholders.
Cobalt.io
United States
Enterprise Account Director responsible for owning a Northwest US territory, hunting new enterprise logos in cybersecurity/pentesting, and expanding existing strategic accounts through the full sales cycle. Requires 5+ years selling SaaS or cybersecurity solutions to CISOs, AppSec, and engineering buyers with a proven track record of exceeding targets.
Permitflow
New York, NY
Leads an enterprise sales team, owning revenue execution, forecasting, coaching, strategic account growth, and complex seven-figure deals. Requires 5+ years of enterprise SaaS sales experience and at least 1–2 years of management or team-lead experience.