Summary

STACK's pricing work spans my tenure and peaked in 2026 with a move to self-serve e-commerce. As creative director, I helped guide product, engineering and design partners. The Q2 goal was to grow new ARR and let buyers purchase without a salesperson. I partnered with the CFO to align pricing and packaging options. With product owners, engineers and product ops, I diagnosed a disjointed checkout path: Buy Now buttons only worked for logged-in buyers. I helped define moving checkout out of the app.

Next, I built staging pages for leadership review and helped design a monthly pricing test. The monthly option showed a 16.9% higher conversion rate, which I used to align leadership on launch. I worked with product owners and engineers to rebuild in-app purchase, retiring old subscription pages. I helped shape a Subscriptions page that shows plan limits and prompts upgrades after trials or when adding users. When the license modal mockup fell short, I built an AI prototype instead of writing feedback. I also used AI to help design and build a Build Your Own Subscription flow that quotes a custom price and links to checkout. I held the marketing site as pricing's source of truth.

In rollout, I timed go-lives to product releases and confirmed links. In April 2026, purchases began routing straight to checkout, and marketing took ownership of pricing without engineering. I extended the system to partner, sales rep and legacy-account pages, plus in-app popups. I delegated e-comm page builds to a junior designer and coached them on the new functionality. By August, leadership cited monthly billing as working, and this work contributed to 35% new-logo growth. Most recently, I helped guide a project-based, pay-as-you-go plan test for habitual free users and proposed skipping its landing page for direct checkout.