How to balance a two-sided marketplace, with Care.com CEO Brad Wilson artwork

How to balance a two-sided marketplace, with Care.com CEO Brad Wilson

Masters of Scale

June 25, 2026

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.
Speakers: Jeff Berman, Brad Wilson, Bob, Rana Elkayoubi
**Jeff Berman** (0:01)
The very best founders I know are brilliant at building systems. They connect teams, they remove bottlenecks, and they eliminate single points of failure. And yet, when it comes to their own wealth, most are running a disconnected stack. A tax accountant here and a state attorney there, a wealth manager who doesn't talk to either one of them.
Creative Planning was built to fix exactly that.
One integrated team of tax professionals, estate planners, investment specialists, all coordinated by a dedicated wealth manager who sees your full financial picture and keeps every piece working together. Proactive tax efficiency, state strategy, investments all under one roof. Creative Planning, where wealth works together. Learn more at creativeplanning.com/masters of scale.

**SPEAKER_2** (0:53)
Here's something all founders know. Every dollar should be working for you. So why is your biggest monthly expense, your housing payment, just sitting there?
Built is the membership for where you live. Whether you're renting or paying a mortgage, every payment earns you points you can redeem toward flights with United, Lyft rides, amazon.com purchases, or even a down payment on a home. Built members also get access to a neighborhood concierge. It can book restaurants, fitness classes, and find new local hangouts, all while being rewarded at more than 45,000 merchant partners. It's like a personal assistant built into where you live. Join the membership for where you live at joinbuilt.com/scale.
That's joinbilt.com/scale.
Founders ship faster on Deal. Set up payroll for any country and minutes, hire anyone, anywhere, and get visas handled fast. So you stay focused on scaling. Deal takes care of onboarding, HR, IT, EOR, benefits, and compliance, so your team can grow without borders. It's why more than 40,000 fast growing companies trust Deal to move fast. Visit deal.com/mos. That's deel.com/mos.

**Brad Wilson** (2:11)
At the end of the day, these people are here to serve and help your family and other families, and we want to make sure that they get the best and most fair pay. It may not be obvious, even for the people who are hiring the caregiver, you do have other care things in the home that you're likely paying money for. Home care and housekeeping is one. Many people have pets. Seventy million people have pets in this country, and so I can assure you, most of those caregivers would love to take some of those duties on, because again, it prevents them from having to figure out the scheduling and the calendar Tetris of going to other locations, and they can actually earn those wages in the home. So it's actually a way for families in most instances to keep the cost down.

**Jeff Berman** (2:50)
This is Masters of Scale. I'm Jeff Berman, your host. This week on the show, Brad Wilson. Brad is the CEO of care.com. That's the digital marketplace that connects caregiving professionals with people who need help with kids, seniors, pets and more. With more than 45 million people on the platform, it is the market leader in an area where the need is constantly growing. We talk with Brad 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 of the company, and how some very difficult circumstances in his personal life have informed and inspired his commitment to care's profound mission.
Brad, welcome to Masters of Scale.

**Brad Wilson** (3:42)
Thank you for having me, Jeff.

**Jeff Berman** (3:43)
I'm thrilled to have you.
I just want to start by acknowledging, on a personal note, I'm so sorry to learn that you lost your wife. Oh, thank you. And I know that you stepped in to lead care when your wife was sick. And I'm just curious how that came to pass and how your personal and professional lives came together in that moment.

**Brad Wilson** (4:06)
Yeah, well, I appreciate that. Thank you, thank you. And yeah, it was an interesting time. You know, we, this was back in 23, in January when I first started talking about the role with IAC and Barry and Joey and company. And, you know, I'd followed care.com for years. Marketplaces are only so many at scale. And, you know, for me, I've done 25 years in consumer brands. And so I got a little bit of pattern recognition on what I think ticks. And it's a brand I always loved. And, you know, when I looked at it just professionally, I saw a great brand. I saw a clear market leader with the largest caregiver pool and supply, which is extremely important when you run these companies.
And, you know, and we're still on this journey today, if we're being honest, it wasn't a great experience. And so when I took a look at things that I thought I could be good at and influence and help improve, this was a great fit.

30 more minutes of transcript below

Feed this to your agent

Try it now — copy, paste, done:

curl -H "x-api-key: pt_demo" \
  https://spoken.md/transcripts/1000651996090

Works with Claude, ChatGPT, Cursor, and any agent that makes HTTP calls.

From $0.10 per transcript. No subscription. Credits never expire.

Using your own key:

curl -H "x-api-key: YOUR_KEY" \
  https://spoken.md/transcripts/1000774163066