Assertion certainty 4/5 debate potential 2/5

Wilson: Rising corporate healthcare costs lengthen care benefit sales to 24 months

Brad Wilson · Slow down in order to scale (with Care.com CEO Brad Wilson) | Masters of Scale · Jun 25, 2026 · at 16:55

Care.com CEO Brad Wilson describes unexpected sales challenges when selling employer caregiving benefits to enterprise customers facing rising healthcare expenditures.

0:00 / 0:34exact quote · 34.8s
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“The sales cycle is a bit longer than I anticipated, and, you know, I knew it was long, but I figured it'd be, ah, it's six to 12 months, but what ends up happening is 12 sometimes becomes 18, becomes 24, particularly now because One of the challenges we're seeing in our country and many companies is rising healthcare and dental costs, and so when that happens, care benefits become, you know, we're kind of a one B benefit today, and because they have to meet, meet the needs of those rising costs in companies, sometimes we get just pushed maybe another half year to a year”

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