EPISODE · Feb 18, 2026 · 51 MIN
Building Culture while Scaling Startups with Josh Domingues, Founder of MedWallet & FlashFood
from From A People Perspective · host The People People Group
In this episode, Josh Domingues shares the journey from hockey and finance to building Flashfood and launching MedWallet, offering an honest look at startup leadership, hiring, and building culture while scaling fast. The conversation explores how intuition, transparency, and human connection shape both product decisions and team dynamics, especially during moments of crisis and rapid growth. Josh also challenges traditional workplace practices like job descriptions and performance reviews while sharing his vision for the future of healthcare powered by AI.00:00 - Introduction04:22 - From Hockey Player to Finance to Consulting to Startups09:50 - First Startup Failure10:43 - Flashfood Idea: Solving Food Waste11:45 - Scaling Flashfood & Raising $25M 17:23 - Founder Intuition & Being Early to Big Trends20:23 - Building Culture & Motivating Frontline Workers21:45 - COVID Crisis24:05 - Leadership Lessons From Supporting Employees28:00 - Why Companies Are Teams, Not Families30:54 - Flashfood Culture, Systems & Rituals32:55 - Why Performance Reviews Don’t Work35:16 - How to Grow Fast in a Startup (Ignore Job Descriptions)38:10 - Leadership Style: Strong Opinions Loosely Held40:10 - Psychological Safety & Firing a Toxic Manager43:52 - Spotting Bad Teammates (Sports → Business)46:51 - MedWallet Origin Story49:19 - Healthcare System Problems & Personal Experiences49:50 - MedWallet Product Explained52:20 - AI + Healthcare Future53:30 - Final Advice: Authenticity in the AI Era
What this episode covers
In this episode, Josh Domingues shares the journey from hockey and finance to building Flashfood and launching MedWallet, offering an honest look at startup leadership, hiring, and building culture while scaling fast. The conversation explores how intuition, transparency, and human connection shape both product decisions and team dynamics, especially during moments of crisis and rapid growth. Josh also challenges traditional workplace practices like job descriptions and performance reviews while sharing his vision for the future of healthcare powered by AI.00:00 - Introduction04:22 - From Hockey Player to Finance to Consulting to Startups09:50 - First Startup Failure10:43 - Flashfood Idea: Solving Food Waste11:45 - Scaling Flashfood & Raising $25M 17:23 - Founder Intuition & Being Early to Big Trends20:23 - Building Culture & Motivating Frontline Workers21:45 - COVID Crisis24:05 - Leadership Lessons From Supporting Employees28:00 - Why Companies Are Teams, Not Families30:54 - Flashfood Culture, Systems & Rituals32:55 - Why Performance Reviews Don’t Work35:16 - How to Grow Fast in a Startup (Ignore Job Descriptions)38:10 - Leadership Style: Strong Opinions Loosely Held40:10 - Psychological Safety & Firing a Toxic Manager43:52 - Spotting Bad Teammates (Sports → Business)46:51 - MedWallet Origin Story49:19 - Healthcare System Problems & Personal Experiences49:50 - MedWallet Product Explained52:20 - AI + Healthcare Future53:30 - Final Advice: Authenticity in the AI Era
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Building Culture while Scaling Startups with Josh Domingues, Founder of MedWallet & FlashFood
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