The caregiving crisis is hidden in plain sight. 53 million Americans are unpaid caregivers, 60% are burnt out, and women spend an average of $24,000 over two years caring for loved ones. But what if technology could actually help?

Guest: Wynter Johnson, President & Co-Founder at Caily

Wynter brings a unique perspective to healthcare technology—she's building solutions not just for patients, but for the millions of family caregivers who coordinate care, manage medications, and provide daily support while juggling their own careers and families.

Key insights from our conversation:

👉🏻 The Hidden Caregiver Crisis

Wynter reveals the staggering scope of family caregiving in America and why traditional healthcare tech ignores this massive population. Many caregivers don't even realize they're caregivers until they're deep in crisis mode.

👉🏻 From Spreadsheets to Streamlined Care

Instead of asking families to juggle multiple apps for medication, scheduling, and communication, Caily provides one central hub where care circles can coordinate everything from daily check-ins to emergency situations.

👉🏻 Building WITH Seniors, Not Just FOR Them

Wynter shares fascinating insights from testing with older adults—including the breakthrough moment when they realized the app needed two different interfaces based on tech comfort levels.

👉🏻 The Development Partner Decision

After evaluating 60+ potential partners and meeting with 14 teams globally, Wynter explains why specialized healthcare expertise made all the difference in building a platform that's both user-friendly and HIPAA-compliant.

00:00 Introduction to Wynter Johnson and Caily

01:00 The "Aha!" Moment: From Personal Caregiving to a Business Idea

02:18 Caily: An All-in-One Caregiving Solution

03:14 Understanding the Scope of the Caregiving Problem

04:59 Streamlining Care and Alleviating Burdens

06:56 The Evolution of Caily's Features

11:40 A Look Inside the App

13:29 User Testing with Senior Users

15:01 Transitioning from EdTech to HealthTech

18:06 Navigating HealthTech Complexities19:16 How User Feedback Shaped the Platform

21:06 The Most Important Lesson Learned

22:59 Attracting Mission-Driven Talent

24:24 How to Learn More About Caily

Connect with Wynter Johnson:

👉 LinkedIn: https://www.linkedin.com/in/wynter-johnson/

👉 Company: https://caily.com

📊 Free HealthTech Resources:

AI Implementation in Healthcare Masterclass

HealthTech MVP Validation Playbook

Healthcare AI Adoption Checklist

Momentum is a healthcare AI development company trusted by over 100 healthcare organizations worldwide. We turn complicated clinical workflows into AI-powered tools that doctors actually want to use—and patients can follow without a second thought. From clinical decision support to automated medical documentation, our HIPAA-compliant systems work from day one.

Our work spans product development, AI implementation, and secure infrastructure. Through open-source projects like Healthstack and FHIR-MCP, we're creating building blocks for faster, simpler, more accessible healthcare software—engineered from the ground up with clinical workflows at the heart of every decision.

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