Software Engineering Leader · Chicago, IL

Michael Grosser

I’m a principal software engineer who enjoys turning complicated systems into something simpler, faster, and easier to build on. I’ve spent 20+ years working across hands-on engineering, architecture, and technical leadership.

Portrait of Michael Grosser

01 / Experience

2010 — Present

  1. 2024

    Principal Software Engineer, Toast Tables

    Toast · Present

    Principal Software Engineer for the Toast Tables Reservations & Waitlist platform, working across backend, frontend, and infrastructure.

  2. 2022

    Principal Engineer / Sr. Engineering Manager, Guest Platform

    Toast · 2022 — 2024

    Tech lead manager for the Digital Ordering Platform, specializing in designing re-usable systems for Online Ordering and other guest-facing services.

  3. 2021

    Consultant, Enterprise Architecture

    Inspire11 · 2021 — 2022

    Consulted with Enterprise clients to design their migrations from on prem to the cloud.

  4. 2015

    Vice President of Engineering

    Neighborhoods.com · 2015 — 2021

    Built the internal engineering organization to 30+ people across backend, frontend, DevOps, data science and QA, and designed the cloud-native platform behind ~10M listings and ~100M parcel records.

  5. 2010

    Practice Director, eCommerce · Sr. Technical Architect

    Gorilla Group · 2010 — 2015

    Architectural lead for high-volume B2B and B2C commerce platforms, and for the practice’s move to cloud-based hosting and reproducible developer environments.

02 / Expertise

03 / Education & Certification

  • 2004 — 2009

    Florida Gulf Coast University

    Bachelors of Science

  • 2021 — 2024

    AWS Certified Solutions Architect Professional

04 / Contact

Happy to talk systems, teams, or AI-assisted delivery.

The form reaches me directly. I’m also easy to find in the usual places.