S

Steve Hickey

Design Manager

Framingham, Massachusetts, United States19 yrs 3 mos experience
Most Likely To SwitchHighly Stable

Key Highlights

  • Expert in driving human-AI interaction.
  • Nearly 20 years in design and UX leadership.
  • Proven track record in scaling design teams.
Stackforce AI infers this person is a Product Design Leader in the SaaS industry, specializing in AI-assisted enterprise solutions.

Contact

Skills

Core Skills

Product DesignTeam LeadershipDesign ManagementProduct StrategyUser Experience DesignIntegration DesignUx StrategyCollaborationUx ManagementTeam Building

Other Skills

AI-assisted experiencessystem designdesign alignmentAI featuresroadmap planningdesign strategyintegrated user flowsresearchdesign deliverythird-party collaborationend-to-end product outcomesdesign systemsdesign component librarydesigner-developer collaborationUX design team scaling

About

I’m a product design leader focused on how humans and intelligent systems work together, designing enterprise products that feel intuitive, trustworthy, and aligned with the way people actually think. As Head of Product Design at Robin, I lead the team shaping how organizations interact with workplace technology through AI-assisted experiences that simplify coordination, planning, and space management. My work blends product strategy, system design, and team leadership, ensuring that as AI grows more capable, the products we build remain deeply human. My background spans nearly 20 years across design, UX, and product strategy, from hands-on design systems work to managing multidisciplinary teams. I’ve led initiatives for complex enterprise tools, run product lines from strategy to delivery, and built design orgs that scale quality and impact through shared principles rather than rigid processes. I’m particularly interested in how design leadership can guide companies through the Human–AI transition: balancing automation and augmentation, data and judgment, consistency and creativity. Outside of work, I’m a typography nerd, a musician, and a dad teaching my son the joys of LEGO, Star Wars, and how to fix (or overcomplicate) things around the house.

Experience

19 yrs 3 mos
Total Experience
2 yrs 4 mos
Average Tenure
3 yrs 3 mos
Current Experience

Robin

3 roles

Director of Product Design

Promoted

Jan 2024Present · 2 yrs 4 mos · Boston, Massachusetts, United States · Hybrid

  • Lead Robin’s product design organization and guide experience strategy across our suite of AI-assisted workplace coordination tools.
  • Partner with the Heads of Product & Engineering to define roadmap priorities, product principles, and measurable outcomes.
  • Mentor and scale a team of designers, fostering a culture of quality, curiosity, and cross-functional ownership.
  • Champion design systems and frameworks that support human-centered interaction, intelligent automation, and accessibility.
AI-assisted experiencesproduct strategysystem designteam leadershipProduct DesignTeam Leadership

Senior Design Manager

Promoted

Sep 2023Jan 2024 · 4 mos · Boston, Massachusetts, United States · Hybrid

  • Managed and mentored a team of designers while leading design efforts for the company’s foundational experience strategic pillars.
  • Oversaw cross-team design alignment for enterprise scheduling and hybrid work experiences.
  • Collaborated with Product and Engineering on roadmap planning and design strategy.
  • Advocated for thoughtful application of AI features that enhance (rather than replace) human agency and clarity in the product experience.
design alignmentAI featuresroadmap planningdesign strategyDesign ManagementProduct Strategy

Lead Product Designer

Feb 2023Sep 2023 · 7 mos · Boston, Massachusetts, United States · Hybrid

  • Led design for Slack and Microsoft Teams strategic integrations, expanding Robin’s workplace platform into enterprise communication ecosystems.
  • Led research, design, and delivery of integrated user flows connecting Robin’s core functionality with third-party collaboration tools.
  • Partnered with PMs and engineers to translate complex technical constraints into elegant, usable interfaces.
  • Mentored designers across teams and contributed to design system improvements that increased consistency and velocity.
integrated user flowsresearchdesign deliverythird-party collaborationUser Experience DesignIntegration Design

Dept®

2 roles

Principal Product Designer

Promoted

Feb 2021Feb 2023 · 2 yrs

  • Led multi-squad design for complex enterprise platforms in global finance and commercial real estate platforms.
  • Drove end-to-end product outcomes across distributed design & product teams, aligning user experience with business goals.
  • Advised senior stakeholders on scaling design systems and establishing long-term UX strategy.
  • Mentored senior and mid-level designers, fostering both craft excellence and product thinking.
end-to-end product outcomesdesign systemsUX strategyProduct DesignUX Strategy

Senior Product Designer

Jan 2020Feb 2021 · 1 yr 1 mo

  • Led the redesign of a major wealth management platform for one of the top brokerage firms globally.
  • Created and maintained a robust design component library used across a 5+ squad client org.
  • Streamlined designer–developer collaboration and accelerated feature delivery.
  • Mentored junior designers in both process and product ownership skills.
design component librarydesigner-developer collaborationProduct DesignCollaboration

Virgin pulse

2 roles

UX Manager

Nov 2018Jan 2020 · 1 yr 2 mos · Framingham, MA

  • Scaled and matured the UX design team during a period of rapid product growth.
  • Built hiring processes, mentoring frameworks, and collaboration models that improved design velocity and cohesion across teams.
UX design team scalinghiring processesmentoring frameworksUX ManagementTeam Building

Senior UX Designer

Mar 2018Oct 2018 · 7 mos · Framingham, MA

  • Shored up quality and delivery speed by introducing Virgin Pulse’s first shared design system.
  • Frequently tapped to lead high-pressure efforts with complex stakeholders and overlapping priorities.

East coast product

Director of Product Design & Strategy

Jun 2016Mar 2018 · 1 yr 9 mos · Boston, MA

Fresh tilled soil

3 roles

Director of Apprenticeships (AUX)

Oct 2014Jun 2016 · 1 yr 8 mos · Greater Boston

User Experience Strategist

Promoted

Jan 2014Jun 2016 · 2 yrs 5 mos · Greater Boston

UX/UI Designer & Front-End Developer

Jan 2012Jan 2014 · 2 yrs · Greater Boston

Thoughtbot, inc.

Design Apprentice

Oct 2011Jan 2012 · 3 mos · Boston, MA

Vistaprint

4 roles

Graphic Designer, Web Creative

Promoted

Jan 2011Oct 2011 · 9 mos · Greater Boston

Junior Graphic Designer, Retention Marketing

Jul 2009Dec 2010 · 1 yr 5 mos · Greater Boston

Production Artist, Retention Marketing

Jun 2008Jun 2009 · 1 yr · Greater Boston

Retention Marketing Creative Intern

Jun 2007Aug 2007 · 2 mos · Greater Boston

Campus design, umass dartmouth

2 roles

Lead Designer

May 2007May 2008 · 1 yr · Dartmouth, MA

Designer

Sep 2006Apr 2007 · 7 mos · Dartmouth, MA

Education

University of Massachusetts Dartmouth

Bachelor of Fine Arts — Graphic Design & Letterform

Jan 2004Jan 2008

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