
Hosted by Jeff Berman
Written by a model from the transcript; not yet reviewed.
This episode explores the operational and strategic challenges of running Care.com, a leading digital marketplace connecting families with caregivers. The host and Care.com CEO Brad Wilson discuss the intricate balance required in a two-sided marketplace where families need affordable care while caregivers demand fair wages. Wilson shares how his personal experience as a single parent facing family illness shaped his commitment to the mission, and how the company is addressing outdated technical debt, leveraging AI for research, and expanding enterprise partnerships to support the sandwich generation.
Hosts introduce the episode and play multiple sponsor ads before welcoming the guest.
The hosts discuss Care.com’s scale, its role as a two‑sided marketplace, and the company’s commitment to supporting families and caregivers.
Brad shares how his wife's illness led him to join Care.com and the personal motivations behind his leadership.
Brad explains the tension between keeping costs low for families while ensuring fair wages for caregivers, and the strategies to address it.
Brad outlines Care.com’s infrastructure overhaul, AI integration, and how technology is reshaping the caregiving experience.
The conversation turns to how Care.com partners with employers and engages with federal and state policy to expand access to care.
Brad offers practical advice for families on setting expectations, ensuring fair pay, and building healthy boundaries with caregivers.
Hosts wrap up the episode, thank Brad, and promote the upcoming Masters of Scale Summit and other resources.
Personal Mission Integrationstory
The guest discusses how taking on the leadership role at Care.com coincided with his wife's illness, turning the platform into a vital part of his own family's support system.
AI Research Accelerationstrategy
The guest explains how AI tools allow master's level social workers and researchers to reduce complex family care research from days into hours.
Marketplace Conversion Ratesdata
The guest reveals that when the new management team arrived, the platform's freemium conversion rate was sitting south of two percent, well below typical marketplace averages.
Pulling Down Technical Debtstrategy
The guest outlines the difficult decision to spend eighteen to twenty-four months completely replacing outdated backend infrastructure to enable future speed and testing.
Childcare Deserts Probleminsight
The guest notes that federal policy traditionally focuses on centers, even though over fifty percent of the country lives in childcare deserts requiring in-home care.
“We view our vision as number one, we want to help families find the care they need.”
“We have a lot of data, so we can support, especially when we're across 16 countries as well in Europe.”
“If you consider the aggregate of the other care services, while also making sure the caregiver is appropriately paid.”
Care.com is the digital marketplace that connects caregiving professionals with people who need help with kids, seniors, pets, and more. It’s the market leader in an area where the need is constantly growing. Host Jeff Berman talks with CEO Brad Wilson about how companies can create more loyal employees by supporting caregiving, why the future of work needs to be flexible, how he’s leading through transformational technology change at the company, and more. Subscribe to the Masters of Scale weekly newsletter: https://mastersofscale.com/subscribe See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
7,033 words · 8 speakers
Speaker names marked are inferred from speaking time and the show’s known hosts — they are not voice-verified.
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