Regional Sales Manager

At Carrum Health, we have built a unique marketplace for specialty care with unparalleled patient experience

Since 2014, we have been rewiring a fundamentally broken healthcare system. By connecting large employers directly with the nation's top-tier providers, our platform replaces a flawed fee-for-service model with one that actually works. If you are passionate about solving complex economic problems, driving systemic change in our healthcare system, and thriving in a people-first culture, we want you on our team. As a high-growth health tech company, we are seeking high-performing, exceptional talent to scale our platform and ensure that anyone in the country facing a specialty procedure has access to the life-changing Carrum benefit. 

Our marketplace creates massive value for all stakeholders:

• For Employers (Demand): Predictable, transparent pricing that slashes specialty care costs by up to 45% and eliminates waste

• For Providers (Supply): Ability to gain market share while reducing administrative burden, empowering top-tier doctors to focus completely on delivering optimal care.

• For Members (Users): A life-changing benefit with dedicated concierges, VIP access to the nation's best specialists, and little-to-no out-of-pocket costs.

The salary range for this role is $95,000-$110,000 depending on geography and level of experience, plus equity and commission. OTE would be in the ~$200k range.

We are looking for a Mid-Market Account Executive to help us accelerate our growth across self-insured employers with 5,000 and fewer covered lives. The Mid-Market Account Executive will play a critical role in our success.

Reporting to the VP of Sales, you will own the full sales cycle for mid-market employer accounts and be crucial in expanding Carrum Health’s footprint with key regional brokers and consultants; helping us ensure that our value-based surgical and cancer care solutions reach employers seeking immediate, impactful healthcare cost savings. You’ll be responsible for driving new ARR, building and qualifying a strong pipeline, running high-impact product presentations, and closing deals in a fast-paced environment. You’ve hustled, you’ve created, you’ve implemented, and you love the intensity of a startup in high-growth mode.

You’re excited about this opportunity because you will...

• Own the end-to-end sales strategy and revenue execution for accounts with up to 5,000 lives within your assigned territory.

• Help build repeatable mid-market sales playbooks and strong regional broker channel partnerships to fuel ongoing pipeline growth.

• Regularly collaborate with Solutions Consultants, Customer Success, Marketing, and our Partnerships team to deliver compelling, custom ROI proposals for prospective employers.

• Run high-velocity multi-stakeholder deals, engaging HR leaders, Total Rewards Directors, CFOs, and benefit consultants.

• Serve as a market feedback conduit to help influence product messaging and solution design for the mid-market segment.

We’re excited about you because…

• You bring a rich background of B2B sales success in digital health, benefits tech, or healthcare cost-containment solutions. We hope to see from you:

• Strong skills working with regional benefits brokers, and national consulting firms (e.g., Mercer, WTW, Aon, Lockton, Gallagher) to drive co-selling opportunities.

• 3–5+ years of full-cycle B2B sales experience, digital health, benefits tech, or healthcare SaaS company preferred.

• Experience in selling directly to HR Executives, VPs of Total Rewards/Benefits, and CFOs within self-funded employer models.

• Track record in consistently exceeding annual quotas (100%+ to target) in competitive sales environments.

• Ability to translate complex value-based care models, stop-loss mechanics, and healthcare ROI data into clear, actionable business cases for buyers.

• Ability to thrive in a fast-paced, high-growth environment with strong self-starter initiative and pipeline-building discipline.

• Entrepreneurial and resourceful — you’re a problem solver.

• Experience handling deadlines, keeping many balls in the air, and prioritizing work in a fast-paced, dynamic environment.

• Passion for collaborating cross-functionally with sales, operations, client success, data, and product teams to ideate, complete projects, and drive impactful results.

Why you’ll love working with us...

• We’re a hard-working, humble, and compassionate group motivated to solve the hard problems in healthcare today. You’ll work with talented, experienced co-workers from companies like Booz & Company, Teladoc, Hinge Health, Accolade, Angi, and Optum. 

• We champion a collaborative environment where team members can be autonomous, receive support and healthy feedback, and bring their authentic selves to work.

• We carve out time to celebrate our successes and have fun. We’re a remote-first company with employees all over the United States. We offer holistic employee support with flexible working hours, generous time off, paid parental leave, opportunities to connect virtually and in-person, and more.

• We embrace our team’s diversity of thought, experience, and interests and know that doing so makes us stronger as a company. Carrum has an active employee-led Diversity, Equity, Inclusion, and Justice (DEIJ) committee alongside several employee resource groups (ERGs) that support parents, women, and various underrepresented groups. 

• You’ll feel proud that the work you do each day directly impacts people’s lives in big and meaningful ways.

• Carrum is remote-first, but we believe the best work often happens in person. This role may include occasional travel for team offsites, client events, or company gatherings.

Other benefits:

• Stock option plan and performance bonus for eligible employees

• Flexible schedules and remote work

• Chicago and San Francisco offices available as an option

• Flexible PTO, within reason

• Summer Fridays (sign off @ 1pm 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)

• 401K retirement plan

About Carrum

Carrum Health’s mission is to change how we pay for and deliver specialty care. We offer self-insured employers and plan sponsors a value-based specialty care platform that connects their members with a rigorously vetted network of specialty care providers. Carrum’s transparent, all-inclusive bundled pricing, award-winning technology, and dedicated care navigation team help lower costs for both members and employers while delivering a superior member experience. Carrum is independently validated to reduce unnecessary procedures by as much as 30%, lower readmissions by 80%, and save employers up to 45% per episode of surgical care. Learn more at carrumhealth.com.

Since launching in 2014, we’ve partnered with top-quality providers across the nation including Cleveland Clinic,  Johns Hopkins, Mayo Clinic, Stanford Health Care, and a growing network of 1,400+ COEs. We serve hundreds of self-insured employers including Fortune 50 companies, such as United Airlines, US Foods, and Prudential, and public sector clients such as the States of Maine, Nevada, Tennessee, and Self-Insured Schools of California. 

The impact of our platform has been validated by a landmark RAND Corporation study, honored with prestigious awards from institutions like Harvard Business School & Harvard Medical School, and featured as a Harvard Business School case study. 

As a recognized digital health leader, Carrum is frequently covered by national media, including Bloomberg, Fast Company, Fierce Healthcare, Fortune, Los Angeles Times, Reuters, TechCrunch, and U.S News & World Report. Backed by $96M from top-tier investors including OMERS, Tiger Global Management, Revelation Partners and Wildcat Ventures, we’re only scratching the surface of our opportunity. Come join us. 

Carrum Health is an equal opportunity employer and encourages all applicants from every background and life experience. 

A Note on Recruitment Safety: To protect yourself against recruitment fraud, please note that Carrum Health will only communicate via an @carrumhealth.com email address. We do not conduct interviews via text or messaging apps, nor do we ever request financial information or fees during the hiring process. All authentic job openings are posted at carrumhealth.com/careers. If you are unsure about the legitimacy of a communication, please verify it via [email protected].