← Back to the LeaderboardThe Design Leadership Index

Andy Montgomery

VP of Design at Coinbase; formerly VP of Design, Creative & Research at Robinhood and Head of Design at Square.

ExecutiveLeads from the backOld schoolBrandProductEnterprise
A consumer-fintech design executive who makes design matter to revenue and is steering large design orgs through the AI transition as a multiplier for people, not a replacement for them.

Signature win. Led Robinhood's brand and design overhaul that helped drive its comeback — surging active users and a roughly 5x valuation jump.

The case

editorial · CCBEI · with sources
CraftLed Robinhood's brand identity overhaul and Gold Card launch, and headed design at Square (Capital); 20+ yrs holding a high consumer-fintech bar.8
CommunicationKnown for making design legible to execs via Jared Spool's Persuasive Metrics, tying UX decisions to revenue; active public voice on design's evolving role.8
BusinessFramed a 2% onboarding-friction cut as six figures in retained revenue; Robinhood rebrand cited as a key driver of its comeback (active users + ~5x valuation).9
EducationReputation for building trust/connection to attract and grow top talent; leads design/creative/research orgs at scale, but reskilling specifics are lightly documented.7
InnovationFrames AI as a 'multiplier, not a bottleneck' and pushes new design archetypes; elevate-not-hollow stance (lift execution), though hands-on AI build evidence is directional.7

Endorsed by peers

illustrative · opens with verified accounts
OverallI'd work for them66
CraftRaised my craft bar66
CommunicationMade the case for design66
BusinessMade design matter to the business75
EducationTaught me something I still use58
InnovationShowed me a new way to work58

Verified peers only — one tap with LinkedIn. Names stay private; we show role and industry. Bars are illustrative until the participation backend is live.

Stories

first-hand · reviewed before publishing
No stories yet.