The redesign was a measured, structured process. For the bulk of the early work I was onsite two days a week, working directly with the Rentals team and an overseas development team. That level of investment from everyone involved set the tone for how seriously the rebuild was taken. User testing was conducted onsite with a testing agency, watching sessions live rather than reviewing recordings after the fact. The findings shaped specific decisions around filtering and sorting, how amenities were displayed, the ability to save and share listings, and how prominently to surface school rankings and crime statistics in search results. We integrated with Rent Spree, which required two full days onsite with their team to map out where their backend needed inputs within our onboarding flow and what could be adjusted to fit the design. Details were finalized over web meetings and Slack after that. The rent estimation tool drew on years of existing listing data, with the main design and product question being how frequently to refresh the comparable pricing data to keep the ranges accurate. Managing a five year engagement alongside other client work required setting clear expectations from the start. Rentals.com had designated days and hours and always got first billing. New engagements were taken on with that constraint made explicit upfront. The work on ApartmentGuide and Rent.com came later, smaller in scope but a reflection of the trust built across multiple teams within the organization over time.