Rob Grennan

Rob Grennan

Consultant in Glen Ellyn, IL, he/him

Work Experience

2023 — Now
Senior UX Consultant at Bosch
2022 — Now
Remote

Working with founders to establish strong product foundations through design and research. Current efforts include: design of identity system and product discovery for early startup focused on family communication and organization; longitudinal usability research investigating product opportunities for waitlisting software.

2020 — 2022
Senior Product Manager at Squarespace
Remote

Product planning, development and implementation of the appointment scheduling surfaces including a redesign of the core scheduling page platform booking over 5 million appointments per week. Annual conversions grew from 190 million to over 250 million.

2020 — 2021
Interim Director of Product at Squarespace
Remote

Led the product, design and engineering teams through new pandemic-related use cases including high-demand DMV, mass vaccination sites, and novel virtual class models. Developed long-term vision and growth strategy including integration into the larger Squarespace product suite. Total annual conversions grew from 62 to over 190 million appointments.

2019 — 2020
Product Manager at Squarespace
Remote

Managed fully-remote product team to find product market fit within key market segments; successfully launched principal client mobile app presence to facilitate on-the-go scheduling. Contributed to scheduled appointments growth of 41 to 62 million annually.

Helped usher 100% of Acuity Scheduling employees through acquisition to Squarespace.

2015 — 2019
UX Design & Research Lead at Acuity Scheduling (Acquired)
Remote

Management and mentorship of remote-first UX design and research team. Led discovery and design of core feature improvements including business availability, time zones, resource management, appointment and class merchandising, flagship admin mobile app, and HIPAA compliance contributing to appointment volume growth from 4 to to 41 million annually.

2008 — 2015
Co-Founder at Goodbyn
Chicago

Developed and launched the Goodbyn brand of sustainable lunchbox products focused on eliminating single-use waste. Led design implementation of the Goodbyn brand. Oversaw product development of over 50 products. Managed the supply chain from production to delivery in over 300 retail stores globally, including Whole Foods Market and Amazon.

2002 — 2008
Design Director at Smith Design
Chicago

Fostered a team of designers, writers and project managers implementing large-scale branding initiatives across web, print and environmental disciplines. Designed solutions for Illinois Tool Works, University of Chicago GSB, National Opinion Research Council, Lake Forest Hospital, and Jones Lang LaSalle.

1999 — 2002
Senior Designer at IA Collaborative
Chicago, IL

Design planning and delivery of print, web and branding initiatives grounded in user research and human factors. Designed solutions for Nike, Western Union, the Chicago Symphony Orchestra, Kent College of Law, and Chicago’s Museum Campus.

Education

Northern Illinois University

Visual Communication, School of Fine Arts

Volunteering

2020 — Now
Volunteer at Glen Ellyn Food Pantry

Certifications

2022
Product Leadership from Reforge
2021
Empowered: Product Leadership from SVPG
2021
Mastering Product Management from Reforge
2020
Experimentation + Testing from Reforge
2019
Interaction Design from Nielsen Norman Group
2018
Product Management from General Assembly
2018
UX Management from Nielsen Norman Group

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