Gusto
Gusto simplifies HR, payroll & benefits for modern businesses.
Hybrid

Sales Leadership, Health Insurance

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About Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 100,000 businesses nationwide.

Gusto is on a mission to provide delightful, modern payroll to businesses everywhere. We’re proud to have built a product that our customers love. One of our best strategies for charging toward this mission is to bring on more customers so that we can aid them in expanding their impact. We are looking for people who are inspired by this mission and would be excited to tell this story to prospective customers. 

Gusto is actively searching for a dynamic and inspiring sales leader to further accelerate Gusto's growth in the SMB space. You will be responsible for driving new revenue by cross selling Gusto’s benefits solution to our existing client base. The pace in Gusto sales is fast and the landscape we’re playing in ever-changing. We’re looking for someone who is motivated by that and who will bring their experience, creativity and passion for empowering sales professionals to the table every single day.

Here’s what you’ll do day-to-day:

  • Lead a sales team of 8-10 benefit advisors with a focus on development and professional growth
  • Coach, motivate and empower the sales team to meet and exceed monthly, quarterly, and annual quotas
  • Cultivate strong sales fundamentals with the benefit advisors, including but not limited to: pipeline management, follow-up and forecasting
  • Help refine and further develop our strategy: scale revenue from both our direct and indirect sales channels in a cost-effective way
  • Measure and report on sales effectiveness against targets and adjust motions and strategies as necessary
  • Partner with our Sales Insights and Operations team to continuously improve team performance through increased effectiveness and efficiency
  • Collaborate with Sales, Marketing, and Product leadership to identify market opportunities, drive leads and pipeline progression, and help shape the product vision and strategy

Here’s what we’re looking for:

  • 4+ years of sales management experience at a high-growth technology company, ideally in health benefits space
  • A leader that inspires their team: Proven ability to build a performance and trust based culture; attract, coach, and retain top talent
  • A competitive spirit who likes to win: Track record of consistently exceeding monthly, quarterly, and annual sales targets
  • A lover of change: Experience managing change and ambiguity, taking ownership and creating structure
  • A fan of speed: Ability to successfully operate in a fast-paced, dynamic environment experiencing rapid growth
  • Experience selling employer sponsored health plans preferred
  • Active Health and Life Insurance license, or the ability to get licensed upon hire
  • Bachelor’s degree preferred
  • This role is based in Denver

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

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What are Gusto Perks + Benefits

Gusto Benefits Overview

Taking care of our people is just as important as taking care of our customers. We offer competitive total compensation packages with an emphasis on equity, along with many other great benefits, some of which are included below!

Medical, dental, and vision:
Comprehensive medical, dental, and vision benefits, plus a variety of mental health resources.

Time off:
Gusties are encouraged to take the time off they need to continue doing great work.

Inclusive healthcare:
Fertility benefits, parental leave, pregnancy termination, caregiving, gender-affirming surgery, hormone treatments, transgender-inclusive services, and more.

Free meals and refreshments:
If you work at one of our offices, enjoy food, drinks, and snacks— on us. Conversation and community is an added bonus!

Sabbaticals:
Celebrate 5 or 10 years at Gusto and take a month off to recharge.

Stipends:
Take advantage of monthly internet, phone, and wellness stipends. Enjoy commuter or remote work stipends, along with and cash for your Gusto anniversaries!

Culture
Open office floor plan
Employee resource groups
Quarterly engagement surveys
Hybrid work model
Remote work program
Gusto hires in various locations across the United States, including some specific remote locations. Gusto offices operate on a hybrid model, including some work from home days each week.
Diversity
Dedicated diversity and inclusion staff
Diversity employee resource groups
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Wellness programs
Mental health benefits
Transgender health care benefits
Abortion travel benefits
Financial & Retirement
401(K)
Company equity
Child Care & Parental Leave Benefits
Generous parental leave
Family medical leave
Adoption Assistance
Fertility benefits
Gusto provides a benefit designed to support your unique parenthood journey. The benefit is not health insurance, but rather provides resources to make family forming more accessible to everyone.
Vacation & Time Off Benefits
Generous PTO
Paid volunteer time
Sabbatical
Paid holidays
Paid sick days
Bereavement leave benefits
Office Perks
Commuter benefits
Free daily meals
If you work at one of our offices, enjoy food, drinks, and snacks— on us.
Free snacks and drinks
Fitness stipend
Home-office stipend for remote employees
Mother's room
Professional Development Benefits
Lunch and learns
Promote from within

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