Enterprise Regional Sales Director — Remote Benefits

Lively; United States; Remote; USD 140,000 - 160,000; Full time

Benefits offered by this job

Stock options

Medical coverage

Dental coverage

Vision coverage

401k plan

Flexible vacation

Parental leave

Lifestyle spending accounts

Job summary

Lively is a remote-first company offering a full suite of benefits solutions, including HSA, FSA, HRA, and more. The Enterprise Regional Sales Director will win employer clients in the US through brokers and direct accounts, leveraging consultative selling and a strong outbound approach.

You will build a territory plan, map decision-makers, and collaborate with marketing and product to drive revenue and customer value. The role demands a hunter mindset and strong presentation skills.

Qualifications

• 5+ years of experience in SaaS, HR-tech, or benefits industries.
• Full-cycle selling from opportunities to close.
• Proven track record of meeting or exceeding quota.

Responsibilities

• Coordinate with brokers to craft win-win solutions.
• Drive new business sales within the territory.
• Manage day-to-day sales activity and exceed quotas.
• Conduct outbound calls and emails to brokers and employers.
• Educate prospects on healthcare cost reduction and engagement.

Skills

SaaS sales

HR-tech experience

Benefits industry

Account executive

Consultative selling

Quota attainment

Tools

Salesforce

Gong

BenefitsFlow

Job description

Lively is a remote-first company offering a full suite of benefits solutions, including HSA, FSA, HRA, and more. The Enterprise Regional Sales Director will win employer clients in the US through brokers and direct accounts, leveraging consultative selling and a strong outbound approach.

You will build a territory plan, map decision-makers, and collaborate with marketing and product to drive revenue and customer value. The role demands a hunter mindset and strong presentation skills.