Regional Sales Manager

Carrum Health•,

2d•$95,000 - $110,000•Remote

About The Position

Carrum Health is seeking a sales professional to accelerate growth among self-insured employers with up to 5,000 covered lives. The role owns the full sales cycle for mid-market employer accounts within an assigned territory and helps expand Carrum Health’s reach through regional brokers and consultants. The position drives new annual recurring revenue by building and qualifying a strong pipeline, presenting the company’s value-based surgical and cancer care solutions, and closing employer deals. The role partners with Solutions Consultants, Customer Success, Marketing, and Partnerships to develop tailored ROI proposals, and works with employer decision-makers and benefits consultants through complex, multi-stakeholder sales. It also contributes to repeatable mid-market sales playbooks and provides market feedback to inform product messaging and solution design. Carrum Health is a remote-first company. This role may involve occasional travel for team offsites, client events, or company gatherings. The listed salary range is $95,000–$110,000 depending on geography and experience, plus equity and commission, with approximate on-target earnings of $200,000.

Requirements

3–5+ years of full-cycle B2B sales experience; experience at a digital health, benefits technology, or healthcare SaaS company is preferred.
Experience working with regional benefits brokers and national consulting firms to drive co-selling opportunities.
Experience selling directly to HR executives, VPs of Total Rewards or Benefits, and CFOs in self-funded employer models.
A track record of consistently meeting or exceeding annual quotas, including 100% or more of target, in competitive sales environments.
Ability to explain value-based care models, stop-loss mechanics, and healthcare ROI data in clear business cases.
Ability to thrive in a fast-paced, high-growth environment, with initiative and disciplined pipeline-building skills.
Entrepreneurial, resourceful problem-solving ability.
Ability to manage deadlines, prioritize work, and handle multiple responsibilities in a dynamic environment.
Ability and enthusiasm to collaborate across sales, operations, client success, data, and product teams.

Nice To Haves

Experience in digital health, benefits technology, or healthcare SaaS sales.
Experience working with national consulting firms such as Mercer, WTW, Aon, Lockton, or Gallagher.

Responsibilities

Own end-to-end sales strategy and revenue execution for accounts with up to 5,000 covered lives in the assigned territory.
Build and qualify a strong pipeline, drive new annual recurring revenue, deliver product presentations, and close deals.
Help develop repeatable mid-market sales playbooks and regional broker channel partnerships.
Collaborate with Solutions Consultants, Customer Success, Marketing, and Partnerships to create customized ROI proposals for prospective employers.
Manage multi-stakeholder sales involving HR leaders, Total Rewards Directors, CFOs, and benefits consultants.
Provide market feedback to help shape product messaging and solution design for the mid-market segment.

Benefits

Stock option plan and performance bonus for eligible employees
Flexible schedules and remote work
Flexible PTO, within reason
Summer Fridays, with sign-off at 1 p.m. local time
15+ paid holidays, including Juneteenth, World Mental Health Day, and Carrum Health Day
Annual holiday shutdown in December
Paid parental leave
Health, vision, and dental insurance
Employee Assistance Programs (EAP)
401(k) retirement plan
Opportunities to connect virtually and in person
Chicago and San Francisco offices available as an option