Scheduling SaaS

MySchedule

AI-native scheduling for shift-based teams
MySchedule
Project type

Product Designer

Product DesignUX ResearchCompetitive ResearchUsability TestingDesign Systems
RoleProduct designer; marketing design as a secondary scope
TeamBootstrapped, five employees; worked alongside the founders
OutcomeThousands of paying users

Designing the experience for an AI-native employee-scheduling platform for restaurants — from competitive research through to a mobile-first schedule.

My Role

Product designer on a five-person, bootstrapped team, working alongside the founders. My responsibilities were the ones a UX designer typically carries: user and competitive research, defining the key flows, wireframes and prototypes, usability testing and iteration, visual and interaction design, and building out the design system. I also supported the marketing website and related marketing design as a secondary scope.

The Problem

Scheduling tools for restaurants and shift-based teams are clunky and overbuilt for the independent operators who actually use them. An owner running one location needs software that removes work from their day. Most of what is available adds to it.

Constraints

The only designer on the team. An AI-native product from the start, in a category dominated by established, well-funded competitors.

Process — finding the gap in a crowded category

The work began with research: customer understanding, then a structured look at Homebase, When I Work, Deputy, and Connecteam to find the UX gaps each of them left open. Those gaps shaped the key flows, which I took through low-fidelity prototypes and rounds of usability iteration, then refined into the interface and the coded design system, working with the founders and the rest of the small team to turn each design into shipped features.

The commercial context shaped the brief. The product was positioned at $1.99 per user per month for restaurants and healthcare, with ease of use as the differentiator rather than feature count — which put the weight on the interface to carry the pitch.

Key Decisions

Mobile-first schedule management. Research kept surfacing the same two needs: clocking in and out, and managing schedules from a phone. The nuance was that managers still prefer to build and edit a schedule on a computer — but they need to make changes on the go. Designing for that split, rather than picking one, became the central bet.

Outcome

A bootstrapped company of just five employees. We scaled it to thousands of paying users before I left.

Reflection

Another great startup experience, as the product designer on a small team of tremendously talented founders I learned a great deal from.

The Product

MySchedule product interface

Flows

MySchedule user flows

Marketing

MySchedule marketing design
MySchedule marketing design
MySchedule marketing design
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