Product strategy

Shaping product strategy and roadmap for a Series A fintech

Keebo was a fintech credit card with an ambitious mission - to make credit fairer and more accessible for people overlooked by traditional lenders. The company was at seed stage, preparing to raise a Series A, and needed to move fast: improve funnel metrics, align the team around a clear product direction, and build a story investors could believe in.

I came in at Chief of Staff level, working directly with the founder and across product, design, engineering, data, and compliance. Over the course of a year I helped shape the strategy, fix the biggest leaks in the conversion funnel, and build the product foundations that made the Series A conversation possible.

Overview

Keebo was a high-potential fintech product with an ambitious mission and a huge amount of energy behind it. The team was moving fast, building features quickly, testing ideas, and reacting to user behaviour in real time. But the funnel was leaking.

People were dropping off at every stage of onboarding: identity checks, eligibility questions, credit data collection, and even the point where they waited for a manual review. The team were working incredibly hard, but not always in the same direction. Priorities shifted quickly, ownership wasn’t always clear, and everything felt urgent.

The business needed a tighter strategy, clearer priorities, and a roadmap that balanced the founder’s vision with what was actually achievable given our tight runway, compliance constraints and team capacity.

The problem

Three major issues became clear as I started analysing the business and reviewing how the team worked:

  • The onboarding funnel was leaking heavily
    High drop-offs at critical stages meant we weren’t converting enough users into activated cardholders. Without improvement, raising a Series A simply wouldn’t be possible.
  • Everything was a priority
    With a fast-paced founder, a small team and ambitious goals, priorities shifted constantly. Teams were doing their best but often tackling work that didn’t move the metrics the business needed most.
  • Compliance slowed experimentation
    Every word of copy, every screen change, every update to data capture had to be reviewed. This added friction and pressure to make the right choices, because we couldn’t iterate as freely as a typical consumer app.

Together, these problems were creating noise, slowing momentum, and making it harder to hit the MAU (monthly active user) numbers required for a Series A.

The goals

I defined three goals to guide our work:

  • Create a product strategy that balanced the founder’s vision with the realities of a small team
  • Identify and fix the biggest leaks in the conversion funnel
  • Help shape the roadmap into something that engineering could deliver and marketing could support

These were the foundations for achieving the ultimate business goal: increasing MAU to unlock investor conversations.

Approach

I worked across strategy, product and design to bring structure and focus to the business. My approach centred on four key areas.

Diagnosing the funnel

I mapped every step from ad click to card activation and identified where users hesitated or dropped out completely. Partnering with the data team, we sized each leak and reframed our roadmap around the areas with the highest potential impact.

Keebo Conversion Funnel diagram illustrating onboarding steps with annotations for high drop-off, key friction point, and manual review delay.

Aligning the vision with constraints

I worked closely with the founder to separate the north-star vision from what we could realistically ship in the next 30, 60 and 90 days. This helped turn a huge mission into actionable, investor-relevant progress.

Partnering with design and engineering

We translated funnel insights into specific product improvements. I worked with design, product and engineering to shape flows that were clearer, more reassuring, and more aligned with user needs, without creating unnecessary compliance risk.

Running iterative experiments

We defined hypotheses, sized ideas by expected impact, and introduced a weekly review cadence. This created a much faster loop between user behaviour and product decisions.

Strategy in action

Making onboarding clearer and more reassuring

Many users didn’t understand why they needed to share certain data points or what was happening behind the scenes. We introduced clearer messaging, better expectation-setting, and transparent explanations around credit and ID checks. This reduced anxiety and improved completion rates.

Improving manual review outcomes

If a user didn’t pass checks automatically, their application went into a manual review queue. Previously, users didn’t know how long they’d wait or whether anything was happening. We introduced clearer status communication and more predictable timeframes to reduce drop-offs.

Introducing cascading OKRs

We created business-level OKRs and then defined product, design and engineering OKRs that directly supported them. This removed ambiguity, gave the team focus, and created a shared language for progress.

Diagram of cascading OKR framework showing company goals linked to team objectives and key results for Product, Design, and Engineering teams.

Team collaboration

I worked closely with the founder to help shape the narrative for investors, clarify what success looked like, and identify the metrics that would matter most in a Series A conversation.

Day-to-day, I partnered with product, design, engineering, data and marketing to synthesise insights, facilitate alignment, unblock teams, define trade-offs, shape hypotheses and experiments and ensure priorities were realistic given compliance and engineering capacity

This cross-functional partnership was essential for creating a product direction the whole company could commit to.

The outcome

Keebo was subsequently acquired by Wagestream, an outcome that reflected the strategic progress the team had made. The work created a more confident, more focused product organisation in the lead-up to that acquisition.

Key outcomes included:

  • Improved funnel performance
    Drop-offs reduced and more users completed onboarding with confidence.
  • A clearer Series A story
    The strategy and roadmap made it easier to demonstrate traction and articulate growth levers.
  • Aligned and motivated teams
    Cascading OKRs gave everyone clear direction. Priorities stopped shifting daily and teams felt more in control.
  • A roadmap that delivered impact
    Engineering had fewer surprises, product could make faster decisions, and marketing had a clearer direction.

Measurement and impact

We monitored onboarding drop-offs, activation rates, first-transaction behaviour, and user hesitation patterns.

Over time:

  • Funnel performance improved
  • Onboarding completion rates increased
  • User uncertainty and drop-off reduced across key onboarding steps
  • Time spent on manual reviews of credit applications reduced
  • The team focused on higher-impact work

Even without specific numbers (not available post-acquisition), the trends were consistent and meaningful.

Reflection

This project highlighted how powerful a clear product strategy can be in a fast-moving startup. By understanding where the funnel leaked, setting strong priorities, and aligning everyone behind a shared vision, we created a more focused and resilient team.

Keebo reinforced how important it is to balance ambition with reality, especially in fintech, where compliance adds complexity and the runway is tight.

By shaping the roadmap, strengthening decision-making, and improving key parts of the experience, I helped the team move with more confidence, deliver with more intention, and build a foundation that made investor conversations possible.

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