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Salary: USD 140,000 - 160,000 / annual
Lively is a remote-first benefits technology company headquartered in San Francisco. They provide modern HSA, FSA, HRA, and other benefits solutions designed with user-centric design and innovative technology. The company serves employers, consumers, and financial institutions.
You will lead enterprise sales efforts across the West region (PST and MST time zones), targeting employer prospects with 3,000+ benefits-eligible lives. This is a full-cycle sales role combining transactional and consultative selling motions. You will identify and close prospects through benefits brokers, consultants, and direct-to-employer named account strategies.
Key responsibilities include:
- Drive new business sales and manage all sales activity within your assigned territory
- Conduct discovery calls, demos, and handle objections with employer prospects and benefits consultants
- Develop and expand relationships with employee benefits brokers and consultants
- Map decision-makers and influencers to close complex deals
- Execute outbound activities (phone, email, campaigns) for named accounts
- Meet or exceed personal sales quotas and activity metrics
- Provide market feedback to refine ideal customer profiles
- Partner with marketing and product teams on sales strategy and product launches
- Educate prospects on how Lively drives healthcare cost reduction and employee engagement
You must be located in PST or MST time zone.
Requirements:
- 5+ years as an account executive in SaaS, HR-tech, or benefits industries, with prior experience selling through employee benefits brokers
- Full-cycle selling experience from opportunity generation through close
- Proven track record of meeting or exceeding quota and activity metrics
- Relentless hunter with significant outbound activity experience (calls, emails, in-person meetings, events)
- Ability to map influencers and decision-makers and handle complex sales processes
- Proficiency in Salesforce CRM and sales automation tools (Gong, BenefitsFlow)
- Working knowledge of health insurance (Consumer Driven Health) or employee benefits; brokerage/consultant experience is a plus
- Strong presentation and communication skills
- Territory building and new business development experience
- Solutions-oriented, analytical, interpersonal approach
- Ability to thrive in fast-paced, rapidly changing environments
- Positive outlook and accountability for results
