OUR MISSION
Calibrate is on a mission to change the way the world treats weight. We’re defining a new category in metabolic health that mirrors what the research shows—that weight reflects our biology, not our willpower. Our program was designed by world leaders in obesity and nutrition science to improve metabolic health and drive long-term weight loss that’s impactful, realistic, and sustainable.
Obesity is America’s underlying pandemic and largest category of chronic disease, and Calibrate is closing the gap in care for 175mm adults in a $600bn market where we spend millions of dollars each year and do not lose millions of pounds.
To bring Calibrate to everyone who needs it, we’re building the first value-based model in obesity treatment, aligning incentives for patients, providers, payors, and pharmaceutical companies. We’ve built a suite of products that combine medication with our proprietary intensive lifestyle intervention to deliver results that last.Calibrate launched in 2020 direct-to-consumer and has since expanded into enterprise channels to increase access to effective obesity treatment.
Calibrate’s programs bring decades of clinical research directly to consumers, immersing members in a biweekly 1:1 coaching program and curriculum that educates and encourages them to build enduring healthy habits across the four areas essential to lasting metabolic health: food, sleep, exercise, and emotional health. A purpose-built app enables daily tracking of food, energy levels, weight, and bi-weekly goals and helps members interact with their Coaching and Medical teams, while a members’ group and events calendar create additional opportunities to engage with the Calibrate community.
ABOUT THE ROLE
As the Regional Vice President, Enterprise Sales, you will be responsible for executing on our enterprise sales strategy and driving our expansion into the B2B market. You will be responsible for scalable enterprise sales strategy and building relationships across a broad territory.
This role requires becoming an expert in Calibrate’s digital health solution, effectively communicating our value proposition to employers looking to tackle rising healthcare costs and improving member outcomes. You will collaborate with internal teams to ensure alignment and continuously refine our go-to-market strategy, leveraging our insights from early customers to drive results.
You will become an expert in Calibrate’s member-facing product offerings, allowing you to position the value proposition in the B2B market. You will forge strong relationships with early customers, allowing you to understand key metrics for success and iterate on the go-to-market and account management strategies.
We are seeking an entrepreneurial, customer-focused individual with demonstrated success selling innovative healthcare solutions to employers. This role requires a seasoned sales leader with established relationships among national benefits consultants, Fortune 500 employers, regional employers, local brokers, and other key stakeholders in the benefits ecosystem. A deep understanding of health benefits, a network of C-suite connections, and a growth-oriented mindset are critical to success.
KEY RESPONSIBILITIES
- Develop and execute a strategic plan targeting employers, including large enterprise accounts and regional/state-level organizations
- Build and manage a pipeline of high-quality enterprise prospects to achieve revenue goals
- Represent Calibrate in client meetings, conferences, and industry events, positioning the company as the industry’s thought leader
- Negotiate and close complex contracts in collaboration with legal and leadership teams
- Partner with internal teams (Growth, Marketing, Operations, Clinical, and Tech) to deliver a cohesive customer experience and inform product development
- Gather insights from early customers and external partners to iterate on the go-to-market strategy and improve customer success metrics.
- Maximise sales technology stack, track and report on key sales metrics, including pipeline growth, conversion rates, and revenue achievement
BACKGROUND AND EXPERIENCE
- 7+ years experience in B2B sales, account management, business development, or similar healthcare related experience
- Prior experience selling health / wellness benefits to employers / benefits aggregators
- Demonstrated track record of meeting and exceeding multi-million dollar sales quotas
- History of closing large, complex deals with an extended sales cycle
- Thrive in a fast-paced entrepreneurial environment, with a bias for action
- Bachelor’s degree (advanced business/professional/health degree preferred)
- Must be authorized to work in the United States
The base salary range for this role is $165,000-185,000.
BENEFITS
At Calibrate, we’re committed to putting our team members in control of their health. In 2025, we are proudly offering the following benefits:
- Attractive salaries with opportunities for equity in our early-stage, high-growth company.
- Enjoy a generous paid time off policy, including multiple paid company holidays, wellness days, and floating holidays to support your work-life blend.
- Medical, dental, and vision benefit options to keep you and your family healthy.
- Calibrate-funded disability and basic life insurance, ensuring peace of mind during unforeseen events.
- Access to several wellness programs, including a complimentary Peloton membership, Headspace membership, and therapy on your schedule with Headspace Care.
- Employee Assistance Program through Prudential to receive counseling on a wide range of topics.
- Remote-first ways of working, with the flexibility to work from any state.
- Competitive paid parental leave program to support new parents.
OUR VALUES
We’re in it together: We have an audacious mission, and we’re building a lot of things for the first time — from the first DTC pharma business within the healthcare ecosystem to the data infrastructure for providing real-world evidence in the largest category of chronic disease. It takes superpowers to build something simple and intuitive within the complex healthcare market, so we identify and work as a team from our individual points of strength. Not everyone has to be good at everything, but we know that when we harness what we’re each great at, we’re unstoppable.
Small wins create big wins: We ground every experience in optimism, recognizing and celebrating successes along the way. We break projects down into smaller components. And we focus on where we have momentum. We always plan for larger goals with the knowledge that our plans will evolve as we achieve smaller milestones.
You’re in control: We don’t let location stand in the way of the best talent — and from coaches to engineers, we are a remote-first team. Our business is multi-faceted, so each Calibrater is hired to be an expert in their piece of it — in control of their own initiatives, in control of their own impact, and in control of driving their own (real) results.
Real results matter: We’re obsessed with outcomes because when our members win, we win, and the data proves that we’ve built the best metabolic health program on the market. We’re purposeful, optimistic, and relentlessly confident that we can solve the biggest medical issue of the 21st century.
Calibrate is proud to be an equal opportunity workplace, providing equal employment and advancement opportunities to all team members. To achieve our mission of changing the way the world treats weight, we are building an environment where every Calibrater can thrive, feel a sense of belonging, and do the best work of their careers. We value diversity and recruit, hire, and promote individuals solely based on talent, qualifications, competence, and merit. We evaluate candidates without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, disability, veteran status, or other protected characteristics as required by law and as a matter of our company values.
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