Director of Revenue Operations, Summer
$170-190k
+ Equity
Student loan management & repayment platform
Be an early applicant
Student loan management & repayment platform
101-200 employees
Be an early applicant
$170-190k
+ Equity
101-200 employees
Company mission
To act as a “trusted advisor” to student loan borrowers.
Role
Who you are
- 7-10 years in Revenue Operations, Sales Operations, or a related role within B2B SaaS or technology-driven companies
- Proven experience operating in a scaling startup environment (Series B or similar growth stage)
- Deep hands-on expertise with Hubspot CRM, including reporting, automation, and system integrations
- Strong analytical skill set with the ability to turn data into clear insights and actionable recommendations
- Demonstrated success partnering with senior leaders and supporting executive- and board-level reporting
- Track record of designing and implementing scalable revenue processes across sales, marketing, and customer success
- Exceptional cross-functional communication, stakeholder management, and change leadership skills
- Comfort operating with ambiguity, working autonomously from strategic goals, and driving continuous improvement
What the job involves
- The Director of Revenue Operations will serve as the operational backbone of Summer’s go-to-market team, responsible for building the systems, processes, and data infrastructure that support scalable, predictable revenue growth
- This role owns how revenue works at Summer, across marketing, sales, and client success, by translating company goals into clear operating models, rigorous forecasting, and actionable insights. You will partner closely with executive leadership and GTM leaders to ensure alignment, accountability, and visibility from first touch through renewal and expansion
- This is a hands-on role for a strategic operator who thrives in ambiguity, brings structure to complex environments, and uses data to drive clarity and decision-making
- Develop and own a unified revenue operations strategy aligned with company goals, in partnership with executive leadership and GTM leaders
- Design, implement, and continuously improve end-to-end revenue processes, including lead management, funnel stages, handoffs, renewals, and expansion across marketing, sales, and client success
- Build and manage a rigorous forecasting, pipeline management, and performance reporting framework to support executive and board-level decision-making
- Define, track, and operationalize key revenue KPIs across the funnel (e.g., conversion rates, velocity, CAC, LTV, retention, expansion), translating insights into clear recommendations and action plans
- Own GTM systems and data strategy (including HubSpot CRM and related tools), ensuring data integrity, seamless integrations, and effective usage across teams from prospect through launch
- Partner with GTM leaders on territory design, quota setting, routing rules, and coverage models to support scalable and efficient growth
- Serve as a cross-functional partner to Sales, Marketing, Client Success, Product, Finance, and People to ensure alignment on revenue processes, metrics, and incentives
- Build and maintain scalable enablement processes and documentation (playbooks, SOPs, training materials) that equip sales, marketing, and client success teams with the knowledge, tools, and best practices needed to execute consistently and effectively
- Support executive and board reporting with clear, accurate, and timely revenue insights that highlight risks, opportunities, and progress against goals
- Identify bottlenecks and friction in the revenue funnel and drive cross‑functional initiatives to improve efficiency, productivity, and customer experience
Our take
Nearly two trillion dollars in outstanding student loans has pulled more than 45 million US students, and the country at large, into a student debt crisis. The company has attracted the attention of a slew of fintech startups and investors looking to build solutions - some are available for companies to offer their staff as employee benefits. Summer is one of them, but doing something unique.
Summer scans multiple sources to compile a directory of student loan forgiveness and repayment opportunities, and utilises these options to develop a personalised debt management program for eligible employees - all managed digitally. Not only is this a savvy way for employers to enhance benefits packages for top-tier graduates in a competitive labour market, but it’s also something for which they've recently begun to receive tax incentives.
Summer has seen good sign-ups, and it's helped tens of thousands of borrowers save millions of dollars. Through a partnership with Credit Karma, the company has also been broadening its service beyond being a simple employment benefit. It has also raised significant funds that will expand the platform's reach.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
39% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
Apr 2024
$9m
EARLY VC
Apr 2023
$6m
SERIES A
Total funding: $32.8m
Company benefits
- Significant equity allocations
- Healthcare coverage
- 401(k) plans with an employer match
- Contribution toward student loan repayment
- Flexible vacation/PTO
Company HQ
Union Square, New York, NY
Leadership
Will Sealy
(Co-Founder & CEO)Has held various Washington positions, including White House business council, policy analyst and special assistant to Elizabeth Warren at the US Department of the Treasury. Was also an advisor and student loan policy expert at the Consumer Financial Protection Bureau.
Vincent Tran
(Co-Founder & Advisor)Previously an investment analyst at Loews Corporation, before moving into senior product roles at Orchard Platform and then Pave. Subsequently returned to investment with the Partnership Fund for New York City.
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