Regional Sales Director

| Greater NYC Area
Apply now
By clicking continue you agree to Built In’s Privacy Policy and Terms of Use.


Vestwell believes that all Americans should have easy access to a retirement account which is why we’ve created a digital platform that makes it simpler to offer and administer 401(k) plans. By combining the expertise of an advisor with the sophistication of a technology provider, we’ve modernized the retirement offering while removing traditional friction points. As a result, advisors get an easy button for expanding their business, employers get a cost-effective solution without the administrative burden, and employees get a user-friendly portal that helps them achieve their long-term saving goals.


With backing from leading Fintech and Finserv investors, as well as a growing team of dedicated professionals of strong industry pedigree, Vestwell is at the forefront of change in the $7 trillion 401(k) market. Our team believes in the mission we’ve set out to achieve and we’re working hard to get there. We’re ambitious, honest, thoughtful, and fun. Oh, and we’re really good at ping pong.


Our team is growing rapidly and we are looking for a Regional Sales Director who has successfully sold retirement plan administration and recordkeeping services in the small and emerging corporate retirement plan market. You should be able to work closely with financial advisors and strategic partners to build a sales pipeline, win retirement plans, and develop strategic relationships. You should feel as comfortable on the phone cold calling prospects as you do developing deep, meaningful relationships with financial advisors. 

As a FinTech firm, we take a different approach to sales than traditional incumbents. We believe that through strategic partnerships, a virtual sales approach, and teamwork, salespeople can command impressive plan sales volumes and become true partners to the advisors they work with. Expect to become an expert at demoing software, outlining our administrative capabilities, and how Vestwell’s technology works. The right hire is highly relationship oriented and transactional, with a passion to learn and grow.

If you have prior experience selling in the Midwest, Southeast, Mid-Atlantic, or Southwest, that’s a plus but not required. We are also open to less traditional hires who can learn quickly and grow into a top performing salesperson. 


You will be the main driver for gaining distribution and converting retirement plans in your sales region. That’s the base-line. Your job also includes consistently providing leadership, deep expertise, and support to the rest of the team.

Day-to-day you will also be expected to:

  • Identify and successfully convert strategic partnerships with RIA Aggregators, Broker/Dealers, TPAs, Payroll Providers, Banks, and other partners in your sales region
  • Develop a retirement plan sales pipeline in your region through your key relationships and work with your internal to prospect for new clients - cold calling is a must
  • Convert retirement plan opportunities into sales through a repeatable, scalable process in partnership with your internal sales
  • Provide product demos and understand the retirement plan recordkeeping, administration, and technology inside & out 
  • Build a robust process to hand-off sales to Vestwell’s implementation and client success teams to create a great client experience and generate repeat business
  • Manage & deliver on your plan sales and revenue targets
  • Be accountable for plan sponsor revenue generation in your region


The Necessities

  • 3-5+ years in a B2B sales, preferably in retirement, FinTech, wealth, or a similar industry
  • Intimate knowledge of how retirement plan advisors build, manage, and grow their practice
  • Clear understanding and ability to articulate partnerships across multiple channels
  • Consistent track record managing and leading sales regions and exceeding sales targets
  • Ability to carry a plan sale over the entire sales cycle from prospecting to conversion 
  • Strong attention to detail and a passion for creating a top-notch selling environment and processes
  • Excellent written & verbal communication skills are a must
  • Experience developing and cold calling prospect lists  

The Extras

  • Experience selling retirement plan recordkeeping and administration is a very, very strong plus
  • Previous coverage of the small and emerging corporate retirement plan market
  • Previously covered Midwest, Southwest, Southeast, or Mid-Atlantic sales region(s)
  • Strong understanding of what a recordkeeper, TPA, and 3(16) administrator does 
  • Any FS certifications are a plus, eg: Series 65, Series 7, CFA, etc.

We’re an early stage startup with lots of exciting milestones ahead. We value health and wellness at Vestwell and, as such, offer competitive health coverage, an open vacation policy, cappuccino & healthy snacks, and a bright, comfortable office with lots of workspace options so you can be comfortable and as productive as possible. And naturally we have a great 401(k) plan!

Read Full Job Description
Apply now
By clicking continue you agree to Built In’s Privacy Policy and Terms of Use.

Technology we use

  • Engineering
  • Sales & Marketing
    • PythonLanguages
    • ScalaLanguages
    • SqlLanguages
    • SalesforceCRM


Vestwell is located in the heart of NYC, adjacent to Times Square. We are easy to get to with various train and bus stops close by.

An Insider's view of Vestwell

What are some social events your company does?

Vestwell does a wide array of social events. Before COVID, some of my favorites included a day trip to a vineyard in upstate NY, the Engineering team outing to Barcade, and the company holiday party. Since we went remote, some of our virtual events have included trivia, a tour of the Musee d’Orsay, and a pasta-making tutorial.


Jr. Software Engineer

How do you collaborate with other teams in the company?

I'm most impressed with the successful, enthusiastic collaboration that happens every day. In my role in Relationship Mgmt., I'm working with teams across Vestwell. I often bring unusual, time-sensitive, and high priority requests to my colleagues. I always hear "YES". "Yes, I can help.", "Yes, we can do this.", " Yes, we can figure this out".


Strategic Relationship Manager

How do your team's ideas influence the company's direction?

Vestwell is an amazing place to work. There is a clear vision and everyone works hard to achieve it without sacrificing culture. We are building something that is truly going to help people by making it easier to save for retirement. It's a pleasure to work with such a talented, driven, fun team every day. The snacks and ping-pong are a nice touch!


Product Manager

What are Vestwell Perks + Benefits

Vestwell Benefits Overview

We value health and wellness at Vestwell and, as such, offer competitive health coverage, an open vacation policy, coffee, cappuccino & healthy snacks, and a bright, comfortable office with lots of workspace options so you can be comfortable and as productive as possible. And naturally we have a great 401(k) plan!

Volunteer in local community
Friends outside of work
Eat lunch together
Intracompany committees
Daily stand up
Open door policy
Team owned deliverables
Team based strategic planning
Open office floor plan
Documented equal pay policy
Dedicated Diversity/Inclusion Staff
Unconscious bias training
Mean gender pay gap below 10%
Hiring Practices that Promote Diversity
Health Insurance & Wellness Benefits
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Wellness Programs
Team workouts
Mental Health Benefits
Retirement & Stock Options Benefits
401(K) Matching
Company Equity
Performance Bonus
Match charitable contributions
Child Care & Parental Leave Benefits
Generous Parental Leave
Flexible Work Schedule
Remote Work Program
Our remote work program includes work from home on Fridays.
Family Medical Leave
Adoption Assistance
Return-to-work program post parental leave
Company sponsored family events
Vacation & Time Off Benefits
Unlimited Vacation Policy
Generous PTO
Paid Volunteer Time
Paid Holidays
Paid Sick Days
Perks & Discounts
Beer on Tap
Casual Dress
Commuter Benefits
Company Outings
Stocked Kitchen
Some Meals Provided
Happy Hours
Pet Friendly
Home Office Stipend for Remote Employees
Professional Development Benefits
Job Training & Conferences
Diversity Program
Lunch and learns
Vestwell hosts lunch and learn meetings once per month.
Cross functional training encouraged
Promote from within
Continuing Education stipend
Time allotted for learning
Online course subscriptions available
Customized development tracks
Paid industry certifications
More Jobs at Vestwell10 open jobs
All Jobs
Dev + Engineer
Project Mgmt
New York
New York
New York
New York
New York
New York
New York
New York
New York
Project Mgmt
New York
Apply now
By clicking continue you agree to Built In’s Privacy Policy and Terms of Use.
Save jobView Vestwell's full profileSee more Vestwell jobs