Portfolio Jobs
Want to work with a fintech focused on creating a fair finance system? Check out these job openings across the globe.
Director, Government Strategic Engagement (NYC)
Summer
United States
USD 150k-180k / year + Equity
Posted on Feb 26, 2026
Who We Are
Summer is a Certified B Corp® on a mission to restore financial freedom for the 46 million Americans burdened by student debt. We combine deep policy expertise with powerful technology to simplify every step of college cost planning and loan repayment. We have helped people save an average of $278 per month and more than $1.8 billion in total savings to date.
By partnering with leading employers, cities, and financial institutions, including ADP, the City of New York, Banc of California, Norton Healthcare, and the American Federation of Teachers, Summer helps millions of Americans move closer to a debt-free future.
Backed by $30 million in funding from top investors including Rebalance Capital, SemperVirens, QED Investors, General Catalyst, and Flourish Ventures, we're building the infrastructure that powers student loan relief and education affordability in America.
Your Role
As Director, Government Strategic Engagement, you will own the strategy and execution for our largest and most complex municipal client, impacting hundreds of thousands of public servants and millions of residents. You'll be the person who turns a complex public program into a clear plan that busy city agencies can execute, so constituents actually sign up, take action, and realize savings.
You'll build key relationships across the city, coordinate teams, keep integrations and reporting on track, manage risks, and lead clear, outcome-focused updates with senior leaders. You'll work closely with Product, Marketing, Member Success, and Data teams to ensure government employees and city residents get real results. Your work will directly support public servants and residents navigating student debt while proving Summer's value to cities and states nationwide. This role reports to the Chief Customer Officer.
What You'll Do
Compensation: $150-180k + equity + bonus + comprehensive benefits (for FTE roles only)
Work Setup: Remote (U.S.)
Status: Full-time
Work Environment
Summer is a remote-first company with team members across the U.S. We collaborate asynchronously and meet virtually each week, with in-person gatherings for key moments during the year.
Why Join Summer
Summer is on a mission to help borrowers navigate and eliminate student debt. We partner with financial institutions, employers, and government agencies to provide digital tools that simplify the loan experience for millions of borrowers.
We're a mission-driven team that believes in solving real problems with real empathy. We care deeply about our users and each other. If you're excited about building technology that changes lives, we'd love to meet you.
How We Support You
Summer provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination or harassment of any kind. This policy applies to all employment terms and conditions, including recruiting, hiring, promotion, termination, compensation, and training.
Summer is a Certified B Corp® on a mission to restore financial freedom for the 46 million Americans burdened by student debt. We combine deep policy expertise with powerful technology to simplify every step of college cost planning and loan repayment. We have helped people save an average of $278 per month and more than $1.8 billion in total savings to date.
By partnering with leading employers, cities, and financial institutions, including ADP, the City of New York, Banc of California, Norton Healthcare, and the American Federation of Teachers, Summer helps millions of Americans move closer to a debt-free future.
Backed by $30 million in funding from top investors including Rebalance Capital, SemperVirens, QED Investors, General Catalyst, and Flourish Ventures, we're building the infrastructure that powers student loan relief and education affordability in America.
Your Role
As Director, Government Strategic Engagement, you will own the strategy and execution for our largest and most complex municipal client, impacting hundreds of thousands of public servants and millions of residents. You'll be the person who turns a complex public program into a clear plan that busy city agencies can execute, so constituents actually sign up, take action, and realize savings.
You'll build key relationships across the city, coordinate teams, keep integrations and reporting on track, manage risks, and lead clear, outcome-focused updates with senior leaders. You'll work closely with Product, Marketing, Member Success, and Data teams to ensure government employees and city residents get real results. Your work will directly support public servants and residents navigating student debt while proving Summer's value to cities and states nationwide. This role reports to the Chief Customer Officer.
What You'll Do
- Own the Outcome: Act as the central architect and project lead for our largest and most complex government contract. You will serve as the primary strategic point of contact for all stakeholders, ensuring that our internal teams and city agencies stay aligned on the roadmap. You will be the primary driver of the project's success by identifying risks, unblocking cross-functional teams, and orchestrating the multi-channel efforts required to hit our user engagement, acquisition, and benefit usage targets—ultimately ensuring a seamless renewal.
- Drive Strategy: Connect day-to-day execution to the bigger picture. Use data and on-the-ground insights to inform senior stakeholder conversations and keep acquisition and engagement priorities sharp.
- Drive New User Acquisition: Lead a multi-channel adoption strategy spanning executive stakeholder activation, complex agency integrations, and grassroots community marketing with support from Executive, Client Success, Community Engagement, and Marketing teams.
- Be the Internal Advocate: Partner fiercely with Product and Marketing to optimize the user journey, translate complex government requirements into product roadmap priorities, and accelerate user adoption.
- Improve the Playbook: Document the best practices for government success and improve our playbook for other cities.
- Run a Steady Rhythm: Weekly working sessions with key stakeholders, clear action notes, and weekly updates and monthly reviews that show what's working, what's off track, and what comes next.
- Travel: Occasional travel (up to 10%) for client visits, conferences, and team gatherings.
- Excited to Lead Through Influence: This is a senior individual contributor role where success comes from owning the plan, running the room, and driving follow‑through. You have a track record of personally driving massive, multi-stakeholder initiatives across the finish line from strategy to execution. You're experienced in working cross-functionally to align company resources for success.
- Government-Fluent: You've worked in or deeply with the public sector. You understand the pace, the political nuances, and the unique hurdles of government bureaucracies.
- Deeply Credible in a Room: You can command a room of skeptics, build instant credibility with city leadership, and motivate large teams across multiple agencies and departments to take action.
- Data-Fluent: You don't need to be an analyst, but you must be comfortable diving into the details to find opportunities to increase acquisition and uptake across marketing and product.
- NYC-Based: We have a strong preference for local boots on the ground who can bring in-person energy to our local NYC client.
- Financial wellness, benefits or student loan experience.
- B2B2C Fintech experience.
- An understanding of HR benefits buyers and decision making.
- Government / Public sector experience. While this is not required, the segment you will be working on is specific to the public sector and government.
- Familiarity with security / privacy requirements.
Compensation: $150-180k + equity + bonus + comprehensive benefits (for FTE roles only)
Work Setup: Remote (U.S.)
Status: Full-time
Work Environment
Summer is a remote-first company with team members across the U.S. We collaborate asynchronously and meet virtually each week, with in-person gatherings for key moments during the year.
Why Join Summer
Summer is on a mission to help borrowers navigate and eliminate student debt. We partner with financial institutions, employers, and government agencies to provide digital tools that simplify the loan experience for millions of borrowers.
We're a mission-driven team that believes in solving real problems with real empathy. We care deeply about our users and each other. If you're excited about building technology that changes lives, we'd love to meet you.
How We Support You
- Equity grant to share in Summer's success
- 100% employee-covered medical, dental, and vision insurance
- 401(k) plan with 3% match, fully vested day one
- Home office setup reimbursement
- Monthly lunch credits
- Direct contributions toward your student loans
- Up to 11 paid holidays + flexible PTO
- Paid leave for family, health, or personal needs
- Annual in-person events including Summer Camp and Summer Wonderland
- And more!
Summer provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination or harassment of any kind. This policy applies to all employment terms and conditions, including recruiting, hiring, promotion, termination, compensation, and training.