Outbound Sales Specialist

Role overview

As an Outbound Sales Specialist you will play a critical role in driving member engagement and enrollment in the 2nd.MD Program with Transcarent. This is a high-volume, outbound-focused role for someone who thrives in a metrics-driven environment and is energized by influencing decisions through meaningful conversations. You will proactively connect with eligible members, clearly articulate the value of Transcarent’s 2nd MD Service, overcome hesitation, and motivate action. Success in this role requires strong persuasive communication, resilience, and the ability to consistently perform against defined engagement and enrollment goals—while maintaining a positive, professional member experience. This role is ideal for someone with inside sales experience who enjoys dialing, objection handling, and converting interest into action.

A Day in the Life

• Outbound, cold calling (100+ calls per day) to engage eligible members

• Drive member activation and enrollment by confidently positioning the value and benefits of Transcarent and 2nd.MD services

• Use consultative selling techniques to understand member needs, address concerns, and overcome objections

• Collect relevant health and background information and route members efficiently to the appropriate clinical resources

• Build rapport quickly and establish trust to influence member decision-making

• Manage follow-up activities to re-engage members and close enrollment opportunities

• Accurately document conversations, outcomes, and next steps in internal systems

• Maintain an organized pipeline of outreach and follow-up activities

• Collaborate with an integrated care team to support timely care coordination

• Consistently meet or exceed individual and team performance targets, including engagement and enrollment metrics

What We’re Looking For

• 2+ years of sales experience required

• Proven success in high-volume outbound calling

• Experience with cold calling and proactive outreach

• Comfort working toward individual performance targets

• Strong persuasive and consultative communication skills

Job Type: Full-time

Base Rate: $20.50/hr + uncapped monthly sales incentive bonus

Who we are

Transcarent is the One Place for Health and Careᵀᴹ, bringing medical, pharmacy, and point solutions together with the WayFindingᵀᴹ experience, the first and only generative AI-powered health and care platform for health consumers. Our WayFinding experience, paired with transparent and consumer-driven pharmacy care, 2nd.MD expert medical opinions, and virtual primary care, works seamlessly with comprehensive Care Experiences – Cancer Care, Surgery Care, and Weight Health – to support people with all of their health needs, simple or serious. More than 1,700 employers and health plans rely on us to provide information, guidance, and care, empowering health consumers with more choice, an experience they love, access to higher-quality care, and lower costs for 21 million Members. For more information, visit transcarent.com, and follow us on LinkedIn.

At Transcarent, our values guide everything we do:

• People First: We prioritize our Members, clients, and each other in every decision

• Care: Every decision starts with improving health and care for our Members

• Resilience: We push boundaries and take the uncharted path to change an industry

• Results: We take ownership, solve with speed, and deliver for our people and each other

• Humble and Human: We lead with humility, bring fun to tough moments, and go further together

Total Rewards

Individual compensation packages are based on a few different factors unique to each candidate, including primary work location and an evaluation of a candidate’s skills, experience, market demands, and internal equity.

Salary is just one component of Transcarent's total package. All regular employees are also eligible for the corporate bonus program or a sales incentive (target included in OTE) as well as stock options.

Our benefits and perks programs include, but are not limited to:

• Competitive medical, dental, and vision coverage

• Competitive 401(k) Plan with a generous company match

• Flexible Time Off/Paid Time Off, 13 paid holidays

• Protection Plans including Life Insurance, Disability Insurance, and Supplemental Insurance

• Mental Health and Wellness benefits

Transcarent is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. If you are a person with a disability and require assistance during the application process, please don’t hesitate to reach out!

Research shows that candidates from underrepresented backgrounds often don’t apply unless they meet 100% of the job criteria. While we have worked to consolidate the minimum qualifications for each role, we aren’t looking for someone who checks each box on a page; we’re looking for active learners and people who care about disrupting the current health and care with their unique experiences.