Internal Sales Director

VestweII; New York (NY); Hybrid; USD 70,000 - 80,000; Full time

Benefits offered by this job

Health benefits

Generous time off

Employee Wellbeing Committee

Hybrid work model

401(k) plan

Job summary

Vestwell is seeking an Internal Sales Director to drive a full sales cycle within a defined territory, partnering with Regional VPs and cross-functional teams. You will analyze advisor needs, provide guidance on plan design, and convert opportunities into closed-won sales using MEDDPICC.

Based in NYC or Austin, this hybrid role offers base salary and eligibility for a company bonus pool plus new hire equity. Strong communication and Salesforce expertise are essential.

Qualifications

• 3+ years in client-facing, consultative role in Financial Services, FinTech, payroll, or similar.
• Proven ability to manage complex relationships and provide strategic guidance.
• Ability to carry a plan sale through 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 top-notch selling environment and process.
• Hunter with forecasting and executing new sales through a scalable process.
• Self-starter who collaborates well in a team.
• Good knowledge of Salesforce and comfort with other sales tech.
• Excellent written and verbal communication skills.
• Prioritization of multiple projects and adaptability to changing needs.

Responsibilities

• Drive conversion of leads into plan sales within assigned region.
• Serve as trusted advisor to financial advisors on plan design and platform capabilities.
• Conduct needs assessments and strategic discussions aligning Vestwell solution with objectives.
• Discuss plan features and determine standalone vs aggregated plans for prospects.
• Develop and maintain regional relationships for long-term engagement.
• Lead prospecting and manage lead-to-contact conversion to maximize pipeline growth.
• Manage a robust pipeline with accurate tracking and prioritization.
• Close opportunities using a repeatable, scalable MEDDPICC-driven process.
• Own KPIs and collaborate with Regional VPs on initiatives.
• Provide proactive support to regional RVP on prospecting and strategizing.

Skills

Consultative selling

Relationship management

Sales cycle management

MEDDPICC

Salesforce

Strong communication

Forecasting

Tools

Salesforce

Job description

Vestwell is the financial technology company powering the new savings economy. The New York City-based fintech platform redefines how people save for the critical aspects of life across retirement, education, and healthcare savings needs. Today, Vestwell enables over 790,000 businesses and more than 2.75 million active savers, with over $57 billion in assets saved across all 50 United States.

Vestwell offers a range of products, including workplace-delivered retirement plans, employer-offered student loan repayment benefits, and various savings accounts for education, emergencies, and individuals with disabilities.

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.

Full-Time 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 [e-mail] 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.