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Lively

Regional Enterprise Sales Director - West (PST + MST)

Lively is seeking a Regional Enterprise Sales Director - West to join its remote team, focusing on the PST or MST time zones. The company provides…

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Work arrangement
Remote
Where applicants may be
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Salary
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Employment type
Full-time
Experience
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Published2h ago
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Apply BeforeNo deadline

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About This Role

Lively is seeking a Regional Enterprise Sales Director - West to join its remote team, focusing on the PST or MST time zones. The company provides a modern benefit solutions platform featuring health savings accounts, flexible spending accounts, commuter benefits, and more, prioritizing user-centric design to improve healthcare spending and financial wellness. In this role, you will target employer clients with more than 3,000 benefits-eligible lives. You will engage prospects…

Job Description

Lively is seeking a Regional Enterprise Sales Director - West to join its remote team, focusing on the PST or MST time zones. The company provides a modern benefit solutions platform featuring health savings accounts, flexible spending accounts, commuter benefits, and more, prioritizing user-centric design to improve healthcare spending and financial wellness. In this role, you will target employer clients with more than 3,000 benefits-eligible lives. You will engage prospects directly through a named accounts strategy and work closely with employee benefits brokers and consultants. This position involves both transactional and solutions-oriented selling, requiring you to adapt your approach to each prospect while managing the entire sales cycle from discovery to close. The ideal candidate has a strong background in SaaS, HR-tech, or employee benefits, excels at outbound prospecting, and thrives in a fast-paced, dynamic environment.

Responsibilities

  • Manage daily sales activity within the assigned West territory to achieve personal sales quotas and performance metrics
  • Partner with employee benefits consultants and brokers to design winning solutions for prospective employer clients
  • Conduct outbound sales calls, email campaigns, and sequence follow-ups for targeted named accounts
  • Guide prospective clients through the buyer journey to demonstrate how Lively reduces healthcare costs and drives employee engagement
  • Identify and map out key decision-makers and influencers to close deals effectively
  • Collaborate with marketing and product teams to support new product rollouts and provide market feedback

Requirements

  • Located in the PST or MST time zone
  • Minimum of five years of experience as an account executive in SaaS, HR-tech, or the benefits industry
  • Previous experience selling through employee benefits brokers
  • Demonstrated history of managing the full sales cycle from lead generation to closing
  • Track record of meeting or exceeding sales quotas and activity metrics
  • Proficiency with Salesforce CRM and modern sales automation software such as Gong and BenefitsFlow
  • Working knowledge of health insurance or employee benefits

Qualifications

  • Previous experience working within a brokerage or consultant environment

Core Skills

Benefits

  • Competitive salary ranging from $140,000 to $160,000 USD
  • Stock options
  • Medical, dental, vision, life, and disability coverage
  • Health savings account with employer contribution
  • Flexible spending account
  • Paid parental leave
  • Medical travel benefits
  • 401k plan
  • Flexible vacation policy
  • Lifestyle spending accounts

Frequently Asked Questions

Answers are based only on the employer’s listing; where it doesn’t say, neither do we.

Is this position remote?

Yes, Lively is a remote-first company, though candidates for this specific role must be located in either the PST or MST time zone.

What is the salary range for this role?

The base salary ranges from $140,000 to $160,000 USD, with actual pay dependent on the candidate's location and experience.

What level of experience is required?

Applicants must have at least five years of experience as an account executive in SaaS, HR-tech, or the benefits industry, with previous experience selling through employee benefits brokers.

Sample Interview Questions

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Source: Remote First Jobs — Marketing

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Posted by employer: Oct 10, 2026

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The description was written by Jobsiz from the employer’s listing. Always check the original listing before applying.

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