Regional Sales Director (Mid-Market) - East (NYC Metro)

Posted 5 Days Ago
Be an Early Applicant
Hiring Remotely in United States
Remote
110K-130K Annually
Mid level
Healthtech • Financial Services
The Role
Drive new business sales for Lively’s employee benefits solutions across a regional mid-market territory. Responsibilities include prospecting employers and benefits brokers, managing pipelines, conducting discovery and demos, negotiating contracts, closing deals, meeting quotas, expanding broker relationships, and partnering with marketing and product teams. The role requires full-cycle SaaS, HR-tech, or benefits sales experience, Salesforce proficiency, employee benefits knowledge, and strong consultative selling and presentation skills.
Summary Generated by Built In

About Lively

Lively set out to raise the bar on benefit solutions, because we believe no one should have to sacrifice personal wellness for financial wellness. While traditional benefits focus more on transactions and less on the humans using them, Lively harnesses user-centric design and innovative technology to deliver an effortless experience for employers and account holders alike. Our modern HSA is consistently top-rated, and we have since expanded our offerings to provide a full suite of other benefits and services for companies, consumers, and financial institutions.

Lively is a remote-first company, headquartered in San Francisco with employees across the US. Come join us and help make getting the value out of your benefits as simple as it should be.

Job Description

We are seeking a driven, ambitious, and intellectually curious Mid-Market Regional Sales Director to sell Lively’s benefits solutions (HSA, FSA, HRA, Lifestyle Spending Accounts, Commuter, COBRA and more)! This role is focused on winning employer clients between 250-3,000 benefits eligible lives and driven through benefits brokers and consultants. You will identify, source, and close good-fit employer prospects using strong consultative selling skills, and contacting warm inbound leads. You will conduct discovery, online and mobile demos, handle objections, negotiate contracts, and close-win business. You’ll drive self-sourced leads for your pipeline, while also partnering closely with internal stakeholders to achieve team goals. This is a location specific role. Candidate MUST be part of NYC metro ecosystem for consideration. 

You will execute on a territory plan to deliver maximum revenue potential. This role is a mix of transactional and solutions-oriented sales motions, so the ideal candidate must be able to adapt based on the prospect.

Responsibilities:

  • Drive new business sales within your territory
  • Day-to-day management of all sales activity in your assigned territory
  • Meet or exceed personal sales quotas and activity metrics
  • Conduct outbound phone and email sales discussions with prospective employee benefits brokers and employers
  • Drive sales strategies by developing and expanding employee benefits broker channel relationships
  • Map out various decision-makers and influencers needed to close deals, effectively engaging all to win new business for Lively
  • Manage a pipeline of leads and opportunities to identify, engage, and develop relationships with brokers
  • Partner with marketing and product departments to execute sales strategy as the company introduces enhancements to existing solutions and/or releases new products
  • Provide market feedback to help further refine our ideal customer profile across industries within the employee benefits broker channel

Skills & Experience

  • 3+ years of experience as an account executive in SaaS, HR-tech, or benefits industries; having previously sold through employee benefits brokers
  • Full-cycle selling from generating opportunities through close-winning business
  • Proven track record of meeting or exceeding quota and outperforming activity metrics
  • You are a relentless hunter conducting significant outbound activities including calls, emails, in-person meetings, events, etc. 
  • Must be proficient in Salesforce CRM, as well as other sales automation softwares to support a modern sales approach (Gong, Linkedin Sales Navigator)
  • Working knowledge of health insurance (Consumer Driven Health) or employee benefits is required; previous brokerage and/or consultant experience is a plus
  • Desire and commitment to do what it takes to be successful in sales
  • Impeccable presentation skills with the ability to influence and engage various audiences
  • Experience building out a territory and creating new business opportunities
  • Highly interpersonal, solutions-oriented, and analytical in nature
  • Positive outlook and a strong ability to take responsibility for their successes and failures
  • Ability to communicate with customers in a clear, memorable, and inspirational way
  • Demonstrated ability to work effectively in a fast-paced, rapidly changing environment
  • A good sense of humor and a down-to-earth personality. We work hard, have fun, and treat people with respect.
  •  

The base salary range listed below for this position is inclusive of all U.S. States and Washington D.C. Actual pay will depend on the candidate’s location and experience.

We encourage you to apply if you do not meet all of the qualifications but feel you would be a good fit for the position.

Applicants must be currently authorized to work in the United States on a full-time basis.

The base salary listed is a range for this position. Actual pay will depend on the candidate’s location and experience.
$110,000—$130,000 USD

We encourage you to apply even if you do not meet all of the qualifications, but feel you would be a good fit for the position.

Benefits & Perks

We offer competitive salaries, stock options, medical, dental, vision, life and disability coverage. An HSA with employer contribution, FSA, paid parental leave, medical travel benefits, a 401k plan, flexible vacation policy, lifestyle spending accounts, and more!

At Lively, we believe having diverse teams in which everyone can be their authentic self is key to our success. We encourage people from underrepresented backgrounds to apply.  Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.  Come join us in our mission to help people optimize their healthcare spending, maximize their savings, and better their livelihood!

Lively Inc. participates in the E-Verify program. Learn more about E-Verify here:

https://e-verify.uscis.gov/web/media/resourcesContents/E-Verify_Participation_Poster_ES.pdf

#LI-Remote

Skills Required

  • 3+ years of experience as an account executive in SaaS, HR-tech, or benefits industries
  • Previous experience selling through employee benefits brokers
  • Full-cycle selling experience from opportunity generation through closing
  • Proven track record of meeting or exceeding sales quotas and activity metrics
  • Experience conducting significant outbound sales activities, including calls, emails, meetings, and events
  • Proficiency with Salesforce CRM and sales automation software
  • Working knowledge of health insurance, consumer-driven health, or employee benefits
  • Impeccable presentation skills and ability to influence multiple audiences
  • Experience building a territory and creating new business opportunities
  • Ability to work effectively in a fast-paced, rapidly changing environment
  • Previous brokerage or consultant experience
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The Company
HQ: San Francisco, California
184 Employees
Year Founded: 2016

What We Do

Out-of-pocket healthcare costs are skyrocketing and every day, people all across America are forced to make difficult decisions about their health. Lively was created because we saw through firsthand experience what it means to sacrifice your personal health due to your financial health. We knew there had to be a better way to afford these rising costs and discovered how powerful the Health Savings Account (HSA) is to not only save on the costs of healthcare today, but plan for the costs of tomorrow. Healthcare is complicated, your HSA doesn’t have to be. We create beautifully designed software with a simple and intuitive user experience to help you get the most out of your HSA. Go to www.livelyme.com to learn about how HSAs can help you and your team

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