Chief of Staff Director, Product

At the company, we exist for the moments that matter—giving people a clear, predictable way to pay over time, with no hidden fees, no surprises, and no tradeoffs on what matters most.

About the Product team

The Product team listens to our customers’ needs and translates those insights into a clear product vision. The team works closely with design, engineering, and analytics to build scalable financial products that empower people to manage their money with confidence. We rely on empathy, curiosity, and business sense to prioritize features and improve experiences. Our role is to lead with clarity, support cross-functional execution, and champion the user in every decision.

About the role

The Chief of Staff to the SVP of Product is the strategic thought partner and proxy to the leader. The role exists to scale the product leadership function: by anchoring on the leveraged people problems most central to the org, by owning the external product narrative end-to-end, and by being on point for strategic bets that need a single accountable owner (ex: AI enablement, special projects).

The end goal is a healthy Product org with pillar leads running independently at high quality, decisions made with less latency, and a clearer story about where Product is going, and why.

What you’ll do

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Design and run the product leadership team’s rhythms (staff meetings, product reviews, all-teams, offsites): agenda architecture, pre-reads, decision capture, follow-through

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Co-own the people rhythms with the HRBP across hiring, calibrations, performance, and talent reviews. Surface emergent structural risks (broken hiring funnels, attrition signals, single points of failure) with proactive solutions

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Partners with Technology Operations function to define and improve processes for roadmap planning, driving prioritization decisions, setting annual OKRs and tracking progress to goals throughout the year

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Own headcount planning and budget management alongside the Finance and HR Business Partners: annual planning, quarterly reforecasts, hire-prioritization tradeoffs

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Drive AI retooling and enablement, including running internal AI masterclasses for leadership and natively embedding AI-enabled processes across the function

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Curate the external product narrative (all-hands, written updates, major external talks): operate as a speechwriter, partnering with PR, comms, and brand

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Prepare executive briefings and leadership communications, and reduce decision latency across the Product leadership team

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Run a recurring org health pulse (engagement scores, regrettable attrition, leveling drift, manager effectiveness), escalating early signals before they become structural problems

What you’ll bring

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10+ years in roles that built product credibility and strategic-narrative chops: strategy with deep product partnership, or a prior CoS role to a senior product or engineering executive at a high-growth tech company

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A track record of running people processes at scale (hiring, calibrations, leveling, talent reviews) in a fast-growing organization

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Exceptional written communication: you can ghostwrite, synthesize narrative from raw inputs, and draft a board page that holds up under scrutiny

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Pattern-matching for organizational dysfunction: the muscle to spot a broken hiring funnel, a single point of failure, or a leadership gap before anyone names it

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Comfort operating with influence and without authority across senior leaders in Product, Engineering, Design, Revenue, Finance, and HR

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Strong analytical foundation and business acumen: fluent enough in product metrics, financials, and growth analytics to reason about tradeoffs without delegating every quantitative question

Why this role matters

The company’s next phase of growth depends on Product moving from a function powered by heroics to a function powered by a world-class operating system. The Chief of Staff is the linchpin of the strategic side of that change: the partner who helps make the strategy clear, the org stronger, and the leader’s leverage real.

Base Pay Grade - S

Equity Grade - USA11

Employees new to the company typically come in at the start of the pay range. The company focuses on providing a simple and transparent pay structure which is based on a variety of factors, including location, experience and job-related skills.

Base pay is part of a total compensation package that may include equity rewards, monthly stipends for health, wellness and tech spending, and benefits (including 100% subsidized medical coverage, dental and vision for you and your dependents.)

USA base pay range (CA, WA, NY, NJ, CT) per year: $255,000 - $335,000

USA base pay range (all other U.S. states) per year: $226,000 - $306,000

Please note that visa sponsorship is not available for this position.

#LI-Remote

Remote-first with flexibility built in

The company is proud to be a remote-first company. Most roles can be done from almost anywhere within the country of employment. Some positions may occasionally require in-person work at the company office, and a few are office-based due to the nature of the work. All new hires will be invited to attend an in-person onboarding experience.

Benefits designed for you

Our benefits reflect our commitment to care, transparency, and flexibility. Here are a few highlights:

• Health coverage at no cost: We cover 100% of premiums for employees and their dependents.

• Spending stipends: Monthly stipends support your tech setup, and the ability to choose health and wellness options that are right for you.

• Time off to recharge: Flexible time off and generous holiday calendars help you rest when you need to.

• Own a piece of what you build: Our employee stock purchase plan (ESPP) lets you buy the company stock at a discount.

We’re committed to providing an inclusive interview process, including accommodations for candidates with disabilities. If you need support, we’re happy to help.

For positions based in San Francisco or Los Angeles: the company considers qualified applicants with arrest and conviction records, as required by law.

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