Financial Planning Onboarding

Creating a flow that lead to 87% onboarding rate and 2X upgrades.

Financial Planning Onboarding

Creating a flow that lead to 87% onboarding rate and 2X upgrades.

Financial Planning Onboarding

Creating a flow that lead to 87% onboarding rate and 2X upgrades.

Background

When I started at NewRetirement, one of the first things we wanted to adjust was onboarding. The existing flow was dated, didn’t work on mobile, was overwhelming, and didn’t give users the best introduction to the product. I saw this as an area of high impact, and advocated to prioritize it on our roadmap. The team agreed.

Original onboarding flow

Original onboarding flow

Original onboarding flow

Proposed Direction

I proposed a flow that had more steps but less data density on each screen, inspired by TurboTax. This would keep users focused on the task at hand without overwhelming them, and also enabled us to optimize for mobile.

Proposed Flow

Proposed Flow

Proposed Flow

Features

Initially stakeholders were hesitant to “add more clicks” to onboarding, concerned it would reduce the onboarding rate. We were balancing the the benefits of having a flow that would yield an accurate plan against onboarding speed. I created an alternate “Quick” flow based on the original “Comprehensive” flow which would leverage smart assumptions and capture less information resulting in a flow that was easier for people to complete.

Initially stakeholders were hesitant to “add more clicks” to onboarding, concerned it would reduce the onboarding rate. We were balancing the the benefits of having a flow that would yield an accurate plan against onboarding speed. I created an alternate “Quick” flow based on the original “Comprehensive” flow that used smart assumptions and captured less information — resulting in a flow that was easier for people to complete even though it was slightly less accurate in the end.

User Testing

I used unmoderated user testing to iteratively refine the flow. Both flows tested well and helped identify areas of confusion. The biggest question users had while going through these flows was about capturing edge cases that factored into their financial plans. For example, a couple of users wanted to know where to input passive income streams.

Rather than add more steps to the flow, we added tips and clarifying copy throughout the experience to help anticipate these questions and let users know they could enter additional information once their initial financial plan was created.

Tips

Tips

Tips

Clarifying copy

Clarifying copy

Clarifying copy

Over 5 days of testing with 60 participants, 95% of participants found the flow to use easy to use. This testing helped the stakeholder team gain the confidence needed to move forward with A/B testing the new flow.

A/B Testing

We tested both the quick and comprehensive paths against each other, measuring onboarding rate, and the plus upgrade rate to determine success.

Round 1

Quick vs. Comprehensive

The upgrade rate for the original onboarding was around 80%. With our A/B test we compared the comprehensive path to the quick path.

Comprehensive path

87%

Onboarding rate

Comprehensive path

87%

Onboarding rate

Comprehensive path

87%

Onboarding rate

Quick path

85%

Onboarding rate

Quick path

85%

Onboarding rate

Quick path

85%

Onboarding rate

Despite the comprehensive path winning out, the stakeholder team was hesitant to to commit to using only that. They wanted to find a way to merge the two paths.

Round 2

Path Picker

To solve this, I proposed a path picker solution. Users could select which path they wanted to take (quick or comprehensive). Once chosen, the user would proceed through their selected flow.

Path Picker Step

Path Picker Step

Path Picker Step

We started a new A/B test comparing the path picker to the comprehensive path only. That test revealed the following:

3%

Upgrade rate

Comprehensive path only

89%

Onboarding rate

3%

Upgrade rate

Comprehensive path only

89%

Onboarding rate

3%

Upgrade rate

Comprehensive path only

89%

Onboarding rate

2.6%

Upgrade rate

Path Picker

87%

Onboarding rate

2.6%

Upgrade rate

Path Picker

87%

Onboarding rate

2.6%

Upgrade rate

Path Picker

87%

Onboarding rate

When we dug deeper and looked at the 60% of users who selected comprehensive in the path picker their upgrade rate was 3.7% (higher than comprehensive only).

Round 3

Recommended Badge

With the knowledge that the comprehensive path of path picker was yielding a much higher upgrade rate we wanted to optimize for this. I added a simple “Recommended” badge to the comprehensive path option in the path picker, then we tested again.

Path Picker with Recommended Badge

Path Picker with Recommended Badge

Path Picker with Recommended Badge

The results were positive:

3.9%

Upgrade rate

Comprehensive path

86.2%

Onboarding rate

3.9%

Upgrade rate

Comprehensive path

86.2%

Onboarding rate

3.9%

Upgrade rate

Comprehensive path

86.2%

Onboarding rate

4.2%

Upgrade rate

Path Picker

86.7%

Onboarding rate

4.2%

Upgrade rate

Path Picker

86.7%

Onboarding rate

4.2%

Upgrade rate

Path Picker

86.7%

Onboarding rate

The team fully switched over to the Path picker flow.

Our onboarding flow has largely stayed the same, we’ve updated it aesthetically when we went through both phases of our rebranding and the success metrics have held firm.

© 2026 Rachel Diesel

© 2026 Rachel Diesel

© 2026 Rachel Diesel