Full-Time

VP – Strategic Sales

Posted on 10/2/2025

Transcarent

Transcarent

501-1,000 employees

On-demand medical access and delivery

Compensation Overview

$200k - $250k/yr

+ Bonus + Stock Options

Remote in USA

Hybrid

Category
Sales & Account Management (1)
Requirements
  • A Bachelor’s degree
  • A minimum of 10+ years of experience successfully selling benefits, wellness, healthcare technology, or insurance solutions on a national level.
  • A proven track record of developing a large organic pipeline with fortune 500 companies.
  • Prior experience working in a fast-paced, high growth environment and comfortable with the nuances of such
  • Industry knowledge along with well-established relationships with employers, consultants, brokers, and TPA’s within territory
  • Excellent presentation skills with experience presenting to executives and direct-level benefits professional and consultants
  • Exceptional written, verbal, and interpersonal communications skills along with a captivating presentation style
  • Demonstrated ability to successfully negotiate complex contract negotiations
  • Demonstrated ability to accurately forecast monthly, quarterly, and annual revenue
  • Strong aptitude with business software tools (Word, Excel, PowerPoint, Outlook etc) and CRM (Salesforce)
  • An ability to travel up to 50% of the time with overnight travel included
Responsibilities
  • Develop and implement comprehensive sales strategies to achieve national sales targets and deliver significant bookings to the company.
  • Manage complex sales cycles and processes, ensuring successful deal closures.
  • Cultivate and maintain relationships with senior executives (C-suite) and health plan leaders overseeing the largest organizations (generally with more than 25K employees).
  • Establish and sustain strong partnerships with brokers, consultants, and third-party administrators (TPAs).
  • Deliver compelling presentations both in-person and virtually to employers, brokers, consultants, and at industry events to promote Transcarent solutions.
  • Conduct follow-ups on prospect meetings and expertly negotiate with prospects and their associated brokers, consultants, and TPAs.
  • Ensure smooth client transitions to Implementation and Account Services post-sale.

Transcarent runs a digital health platform for individuals, families, and employers, offering 24/7 access to doctors via chat, personalized care guidance from health concierges, and doorstep medication delivery. Members join through employer plans or directly, then use the app or website to chat with doctors within 60 seconds, receive tailored care help, and order medicines to be shipped to their home. It differentiates itself by pairing immediate medical access with concierge support and cost transparency, supported by subscription options for employers and premium plans for individuals. The goal is to make healthcare less confusing, simpler to navigate, and more affordable by delivering easy access to care, trusted guidance, and clear information.

Company Size

501-1,000

Company Stage

Series D

Total Funding

$424M

Headquarters

San Francisco, California

Founded

2020

Simplify Jobs

Simplify's Take

What believers are saying

  • Transcarent raised $126M Series D and prior $200M Series C, fueling growth.
  • $621M Accolade acquisition serves 1,400+ employer clients with GenAI specialty care.
  • FDA eases AI device regulations in 2026, boosting Transcarent's virtual care tech.

What critics are saying

  • 98point6 integration fails, disrupting services and eroding trust within 6-12 months.
  • Amazon Clinic free virtual care captures market share from Transcarent subscriptions in 3-6 months.
  • Bluespine AI falsely flags claims, sparking lawsuits and client churn in 6-12 months.

What makes Transcarent unique

  • Transcarent integrates AI-powered payment integrity via Bluespine partnership to combat $300B healthcare fraud.
  • Transcarent acquires 98point6 for AI virtual care and Accolade for $621M health advocacy expansion.
  • Transcarent delivers 24/7 doctor chats in 60 seconds plus medication delivery for self-insured employers.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Company Match

Unlimited Paid Time Off

Paid Vacation

Mental Health Support

Wellness Program

Growth & Insights and Company News

Headcount

6 month growth

-2%

1 year growth

-4%

2 year growth

-6%
Business Wire
Mar 17th, 2026
Transcarent partners with Bluespine to tackle $300B healthcare fraud with AI-powered payment integrity

Transcarent has launched a payment integrity category in its Experience Store through a partnership with Bluespine, an AI-driven health technology company. The initiative aims to help self-insured employers detect overbilling and reduce waste in healthcare spending. Fraud, waste and abuse account for an estimated 3% to 10% of total US healthcare spending, representing over $300 billion annually. Unlike traditional audits that review limited claim samples, Bluespine analyses 100% of medical and pharmacy claims using AI to identify overpayments, policy violations and billing errors. The platform supports both prepayment review and post-payment recovery, validating claims against employers' specific plan documents, coverage exclusions and negotiated rates. Every identified issue is documented with clear evidence tied to plan language or billing guidelines, enabling streamlined recovery without disrupting member experience.

Business Wire
Jan 9th, 2025
Transcarent To Acquire Accolade

Transcarent, the One Place for Health and Care, and Accolade (NASDAQ:ACCD), a leader in health advocacy, expert medical opinions, and primary care, an

FinSMEs
May 2nd, 2024
Transcarent Raises $126M in Series D Funding

Transcarent, a San Francisco, CA-based healthcare platform provider, raised $126m in Series D funding

Business Wire
Mar 8th, 2023
Transcarent to Acquire 98point6 AI-Powered Virtual Care Platform and Care Business

Transcarent, a health and care experience company that makes it easy for people to access high-quality, affordable care announced plans to acquire the

FinSMEs
Jan 11th, 2022
Transcarent Raises $200M in Series C Funding

Transcarent, a Palo Alto, Calif.-based health and care experience company, raised $200m in Series C funding

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