Nio Tenenini

1-Click Upgrade

TL;DR

Problem: Users weren’t upgrading due to friction, unclear pricing, and decision complexity

Solution: Redesigned the upgrade flow to simplify pricing and enable faster, lower-friction upgrades

Impact: Increased upgrade conversion by 27% and raised ARPU from $67 → $83

Role: Led design for a high-impact growth experiment, from problem definition through iteration

Three iterations of the 1-click upgrade modal version 1, 2 and 3 from left to right.

Context

While Teachable had strong product capabilities, upgrading plans was not a seamless experience.

Users faced friction from unclear pricing, too many choices, and a multi-step flow that slowed decision-making.

Because upgrades were directly tied to revenue, improving this flow became a high-priority growth opportunity.

Previous flow from paywall to plans page.

Constraint

The team needed to improve conversion without a full redesign of the billing system, which meant working within existing constraints and shipping incremental improvements quickly.


Role

I led design for the upgrade experience, partnering with product and engineering to identify friction and ship improvements quickly.

  • Identified key friction points in the upgrade flow
  • Simplified pricing presentation and plan comparison
  • Designed a more direct, lower-friction upgrade path
  • Iterated based on experiment results and team feedback


Decisions

1. Reduce decision friction in pricing

Simplified plan comparison and removed unnecessary complexity to make upgrading feel easier and more obvious.

2. Move toward a faster upgrade path

Reduced steps in the flow and made it possible for users to upgrade with fewer actions.

3. Prioritize clarity over flexibility

Focused on making pricing and value clear rather than offering too many options, which previously slowed decision-making.

4. Iterate toward confidence, not just speed

Early versions reduced friction but lacked context. Later iterations introduced clearer value communication, helping users feel confident in their upgrade decision.



IMPACT

Increased conversion and revenue through a lower-friction upgrade experience

  • Increased upgrade conversion by 27% vs. control
  • Increased ARPU from $67 → $83
  • Reduced friction in the upgrade flow, enabling faster decisions
  • Established a foundation for future monetization experiments across the platform
Version 2 of 1-click modal in laptop mockup replacing the old paywall
Insight

Reducing friction alone wasn’t enough—users needed clear value communication to feel confident upgrading. The most effective solution balanced speed with clarity.