Head of Enterprise Sales

BetterHelp is on a mission to remove the traditional barriers to therapy and make mental health care more accessible to everyone. Founded in 2013, we are now the world’s largest online therapy service, providing affordable and convenient therapy across the globe. Our network of over 30,000 licensed therapists has helped millions of people take ownership of their mental health and change their lives forever. And we’re not stopping there – as the unmet need for mental health services continues to grow, BetterHelp is committed to being part of the solution.

As the Head of Enterprise Sales at BetterHelp, you’ll join a diverse team of licensed clinicians, engineers, product pros, creatives, marketers, and business leaders who share a passion for expanding access to therapy. And as a mental health company, we take employee mental health just as seriously as we do our mission. We deeply invest in our team’s well-being and professional development, because we know that business and individual growth go hand-in-hand. At BetterHelp, you’ll carve your own path, make an immediate impact, and be challenged every day – with a supportive community behind you the whole way.

BetterHelp is looking for a Head of Enterprise Sales - US with experience and passion for prospecting new clients and closing deals.

This individual will take ownership of the full sales cycle with potential new business clients (B2B). It is an exciting opportunity for someone who wants to execute fast and see quick results while making a real difference in the world. The ideal candidate has Direct to Employer (D2E) sales experience and is an expert at building deep relationships with various channel partners (e.g. Brokers/Consultants). The Head of Enterprise Sales, US will report directly to our VP of Strategic Initiatives.

• Field inbound leads from businesses and organizations that are looking to access BetterHelp’s services for their employees, students or members
• Partner with a variety of clients such as employers, non-profits, universities, government agencies, and both local and multinational organizations
• Lead sales initiatives by reaching out to prospective clients using a variety of outbound communication modalities
• Manage and maintain your sales funnel from start to finish, by utilizing the industry’s top sales enablement and CRM systems
• Gain deep and meaningful insight into client’s needs, and work cross-functionally with internal team members to provide the right solution for the client.
• Own your KPI’s, and periodically present your Sales Funnel and KPI’s internally and to senior leadership
• Have complete ownership of your accounts, provide great customer support, and display genuine care, compassion, and empathy for your clients and their needs

• You will NOT worry about "runway", "cash left", or "how much time we have until the next round". We have the startup DNA but we're fully backed and funded, all the way to success.
• You will NOT be confined to your "job". You will get involved in product, marketing, business strategy, and almost everything we do.
• You will NOT be bogged down by office politics, ego, or bad attitude. Only positive, pleasure-to-work-with people are allowed here!
• You will NOT get yourself burned out. We work hard but we believe in maintaining a sustainable work/life balance. Really.

Yes. We operate on PST and candidates in any time zone are welcome to apply. We ask employees to travel to our San Jose, CA office up to three times per year plus one company-wide offsite to collaborate in person and strengthen working relationships. Travel expenses are covered and reasonable accommodations are made for those under unique circumstances who cannot travel.

• Demonstrated experience in complex channel partnerships and/or B2B D2E and HR/Benefits market
• Established Consultant and/or D2E relationships
• Previous experience negotiating contracts
• Strong project management & organization skills: from your email inbox habits to your time management, to keeping your CRM up-to-date.
• Entrepreneurial with an ability to create and follow plans yet flexible enough to respond to change while balancing multiple projects and priorities.
• Strong and efficient communicator (both written and verbal)
• Desire to learn, grow and develop as a first-class startup executive, and mentor to future team members
• Passionate about the intersection of technology and healthcare

• Remote work with regular in-person bonding experiences sponsored by the company
• Competitive compensation 
• Holistic perks program (including free therapy, employee wellness, and more)
• Excellent health, dental, and vision coverage
• 401k benefits with employer matching contribution
• The chance to build something that changes lives – and that people love
• Any piece of hardware or software that will make you happy and productive
• An awesome community of co-workers

The base salary range for this position is $190,000 - $225,000. In addition to the base salary, this position is eligible for a performance bonus and the extensive benefits listed here (subject to eligibility requirements): Teladoc Health Benefits 2025. Total compensation is based on several factors – including, but not limited to, type of position, location, education level, work experience, and certifications. This information is applicable to all full-time positions.

At BetterHelp we thrive on difference and individuality, and as part of the Teladoc Health family, we are proud to be an Equal Opportunity Employer. We never have and never will discriminate against any job candidate or employee due to age, race, ethnicity, religion, sex, color, national origin, gender, gender identity, sexual orientation, medical condition, marital status, parental status, disability, or Veteran status.
Notice to Candidates:
BetterHelp has been made aware of fraudulent job postings and unaffiliated third parties posing as our recruiting team – please know that we have no affiliation or connection to these situations. We only post open roles on our career page (betterhelp.com/careers) or reputable job boards like our official LinkedIn or Indeed pages, and all official BetterHelp recruitment emails will come from the domain @betterhelp.com. Our commitment is to ensure a safe and transparent hiring experience for all candidates.  We will never ask you for money, gift cards, or any form of payment during our hiring process, and we will never send money or checks to candidates. If you experience this, it is a scam.