Internal Sales Director

Posted 10 Days Ago
Be an Early Applicant
2 Locations
In-Office
70K-80K Annually
Mid level
Cloud • Fintech • HR Tech • Mobile • Social Impact • Software • Financial Services
Powering the modern savings economy for financial advisors, businesses, government agencies, and savers.
The Role
Own the full sales cycle for Vestwell’s financial advisor marketplace within an assigned region. Responsibilities include prospecting, needs assessment, consultative guidance, pipeline management, forecasting, plan design discussions, opportunity prioritization, and closing sales. The role partners with regional leadership and cross-functional teams, manages advisor relationships, applies MEDDPICC methodology, and achieves quotas and conversion KPIs.
Summary Generated by Built In

Vestwell is the financial technology company powering the new savings economy. Our platform redefines how people save for the critical aspects of life across retirement, education, and healthcare savings needs.
Today, Vestwell enables over 350,000 businesses and over 2M active savers, with over $50B in assets saved across all 50 states. 
Vestwell's platform serves a diverse clientele, including financial advisers, employers, third-party administrators, financial institutions, payroll providers, government agencies, and individual savers. To learn more, visit vestwell.com

Who Are We Looking For?

We are seeking a Internal Sales Director who will serve as a strategic consultant and trusted advisor to financial advisors and internal stakeholders. In this role, your primary responsibility is to analyze advisor needs, provide tailored guidance, and influence outcomes through consultative engagement. As a result, you will own and manage a full sales cycle within a defined territory in order to promote Vestwell’s growth in the financial advisor marketplace.

You will partner closely with Regional Vice Presidents, Marketing, Product, Operations, and Partner Success teams to support advisor relationships, optimize processes, and ensure that Vestwell’s offerings align with client objectives. This position requires independent judgment, strategic thinking, and the ability to translate insights into actionable recommendations that strengthen advisor partnerships and drive long-term growth.

What Will You Be Doing?

You will be the primary driver for converting both organic and sourced leads into plan sales within your assigned region. Beyond this baseline, you will be expected to:

  • Serve as a trusted advisor to financial advisors, providing guidance on plan design, fiduciary considerations, and platform capabilities.
  • Conduct needs assessments and strategic discussions to align Vestwell’s solutions with client and advisor objectives.
  • Consulting with prospects about possible plan features or plan types that may align with their workforce and assessing whether a standalone plan or aggregated plan would work best for the prospect's demographics and business goals.
  • Develop and maintain repeatable regional relationships, supporting long-term engagement and partnership success.
  • Initiate and own a consistent lead prospecting practice, managing lead-to-contact conversion and strategically prioritizing opportunities to maximize pipeline growth.
    Develop and maintain strong relationships with financial advisor prospects to create repeatable regional partnerships and long-term engagement.
  • Manage a robust pipeline of advisor opportunities, ensuring accurate tracking and reporting while applying discretion and judgment to guide prioritization.
  • Convert plan opportunities into closed-won sales through a repeatable, scalable process, applying the MEDDPICC sales methodology with discretion and judgment.
  • Own accountability for achieving KPIs month-over-month, including meeting quota, conversion targets, and other performance metrics.
    Collaborate strategically with Regional Vice Presidents to support repeat advisors, small market solutions, and other territory-specific initiatives.
  • Provide proactive support to the regional RVP on prospecting, opportunity prioritization, and strategic sales initiatives.

Requirements

The Necessities

  • 3+ years of experience in a client-facing, consultative role within Financial Services, FinTech, payroll, or a similar industry.
  • Proven ability to manage complex relationships and provide strategic guidance throughout multi-step business processes.
  • Ability to carry a plan sale over the entire sales cycle from prospecting to conversion
  • Demonstrated success in achieving sales goals (Rep of the year, Quota club, etc.)
  • Strong attention to detail and a passion for creating a top-notch selling environment and process.
  • A hunter with a proven track record of forecasting, and executing new sales through a repeatable and scalable sales process and pipeline.
  • Self-starter who can operate well in a collaborative team environment. 
  • Good knowledge of Salesforce, comfort level with other Sales technology
  • Excellent written and verbal communication skills are a must.
  • Proven ability to prioritize multiple projects and tasks, adapt to changing needs, and tackle new challenges daily!

The Extras:

  • Experience in a startup or high-growth company. 
  • Understanding of the defined contribution or workplace retirement plan ecosystem.

This role will be based in either the New York City or Austin office, and will be part of Vestwell's hybrid in-office operation.

The expected base salary range for this position is $70K - $80K base. This position is eligible to participate in the Company Bonus Pool and is eligible to receive new hire equity in the Company. Please note that salary bands are based on NY and other similar metro areas and may differ based on where the role is ultimately hired.

Employee Benefits
We’re an innovative, high-growth company with an exciting future ahead. At Vestwell, we prioritize employee wellbeing through comprehensive health benefits, generous time off, and a dedicated Employee Wellbeing Committee. Our hybrid work model offers flexibility while providing access to our collaborative offices in Midtown Manhattan, Austin, King of Prussia, and Scottsdale. And, of course, as a company focused on helping people save for the future, we offer a competitive 401(k) plan.

Interview Process
Our interview process starts the same for every candidate with 1-2 introductory conversations to learn more about your background, interests, and what you're looking for, while also giving you the opportunity to learn more about Vestwell and the team. From there, the process varies by role but typically includes a skills or experience-based assessment, such as a coding interview, portfolio review, or deeper discussion of your relevant experience. Successful candidates then move on to a virtual or in-person interview panel. Before extending an offer, we complete a reference check with a current or former manager and a peer. Throughout the process, we prioritize transparency, clear communication, and minimizing surprises.

For your awareness you will only receive correspondence from [email protected] any other domain not ending in vestwell.com is not our Recruitment team.

Vestwell’s Privacy Policy. Attention California residents: In the course of conducting our business and complying with federal, state, and local government regulations governing such matters as employment, tax, insurance, etc., we must collect Personal Information from you. Should you accept employment with Vestwell you may view our California Privacy Rights Act here: Vestwell’s California Privacy Rights Policy.

Skills Required

  • 3+ years of experience in a client-facing, consultative role within financial services, FinTech, payroll, or a similar industry
  • Experience managing complex relationships and providing strategic guidance throughout multi-step business processes
  • Ability to manage a plan sale through the full sales cycle, from prospecting to conversion
  • Demonstrated success achieving sales goals or quotas
  • Strong attention to detail and commitment to creating an effective selling environment and process
  • Proven track record of new-sales prospecting, forecasting, and executing a repeatable, scalable sales process
  • Ability to work independently and collaboratively as a self-starter
  • Good knowledge of Salesforce and comfort with other sales technology
  • Excellent written and verbal communication skills
  • Ability to prioritize multiple projects and tasks, adapt to changing needs, and handle new challenges
  • Experience in a startup or high-growth company
  • Understanding of the defined contribution or workplace retirement plan ecosystem

Vestwell Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Vestwell and has not been reviewed or approved by Vestwell.

  • Retirement Support — Company materials highlight a 'great 401(k)' with employer contributions. Feedback suggests a 3% non‑elective contribution with immediate vesting and broad eligibility, including part‑time staff and interns.
  • Healthcare Strength — Company sources cite competitive health coverage and a company‑sponsored HSA funded by monthly employer contributions. Older posts referenced covering 100% of benefits, though current specifics should be confirmed during an offer process.
  • Parental & Family Support — Employer communications describe 16 weeks of paid parental leave with a reduced‑schedule ramp‑back on return. Feedback suggests parental leave is viewed positively relative to other benefit categories.

Vestwell Insights

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The Company
HQ: Red Cliffs
500 Employees
Year Founded: 2016

What We Do

Vestwell is a financial technology company that makes it easier for more individuals to save for life’s most important moments—from retirement to education and healthcare. Founded in 2016, Vestwell’s platform removes traditional barriers to saving, making it accessible, efficient, and approachable for everyone. Vestwell provides a comprehensive suite of workplace savings solutions, including retirement plans, student loan repayment benefits, and specialized accounts for education, emergencies, and disability savings. Trusted by financial advisors, employers, payroll providers, financial institutions, and government agencies, Vestwell empowers nearly 1.5 million savers across over 350,000 businesses nationwide, with over $35 billion in assets saved across all 50 states. With a commitment to closing the savings gap and fostering a secure financial future for all, Vestwell provides an elevated and accessible savings technology everyone deserves. Recognized among CNBC’s World’s Top Fintech Companies, the Inc. 5000 list of fastest-growing companies, Forbes America’s Best Startup Employers, WealthManagement.com’s Retirement Plan Advisor Support Award, Built In’s Best Places to Work, and PLANSPONSOR’s Top 10 Recordkeepers, Vestwell continues to set the standard for innovation and impact in the savings industry.

Why Work With Us

Vestwell is powered by a team of passionate problem-solvers building the future of accessible savings. Supported by top fintech investors, we’re tackling a complex challenge with collaboration, innovation, and purpose at every step.

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