People, every show

Henry Shapiro

Co-founder & COO, Reclaim.ai. On 1 show, 1 appearance. The Shows tab opens the full record on each.

founderexecutiveoperator@nah_serious ↗LinkedIn ↗reclaim.ai ↗

Henry Shapiro co-founded Reclaim.ai alongside Patrick Lightbody in 2019, building an AI-driven scheduling assistant that was acquired by Dropbox in August 2024. Prior to founding Reclaim, he held senior product leadership roles, notably serving as Vice President of Product Management at New Relic.

1shows
1appearances
9statements
1resolved
1supported
0contradicted
100%fully supported

Everything Henry Shapiro said on any show that made the record, most notable first. Each card names its show and opens the statement there.

Blocking out entire calendars creates extra Slack communication overhead
“If you block out your whole calendar, You're probably creating even more work for yourself because now you've got like people pinging you on Slack and saying, Hey, there's no time on your calendar. Can I get a few minutes? You know, can you move this thing?”
Henry Shapiro Dec 16, 2021 ▶ 3:49 Is Reclaim the Next Calendly? 16,000 Users Keep Using Every Month, up 400% YoY
Freemium SaaS must display future pricing so organizations can comfortably standardize
“We put pricing out there because we know that it's really hard for people to standardize on anything if they don't really know what to expect once the thing becomes, you know a paid product.”
Henry Shapiro Dec 16, 2021 ▶ 5:43 Is Reclaim the Next Calendly? 16,000 Users Keep Using Every Month, up 400% YoY
TOP FOUNDERS Disclosure
Calendly founder Tope Awotona invested in scheduling competitor Reclaim
“We brought 40 or 50 other strategic angels, including Tope from Calendly into the cap table.”
Henry Shapiro Dec 16, 2021 ▶ 12:42 Is Reclaim the Next Calendly? 16,000 Users Keep Using Every Month, up 400% YoY
TOP FOUNDERS Assertion Not checkable as stated
Reclaim runs millions of daily simulations against user calendars
“We run millions of simulations daily against calendars.”
Henry Shapiro Dec 16, 2021 ▶ 4:13 Is Reclaim the Next Calendly? 16,000 Users Keep Using Every Month, up 400% YoY
TOP FOUNDERS Assertion Not checkable as stated
Reclaim is used across more than 6,000 companies
“We're being used, as I mentioned, across a little over 6000 companies today, meaning we have, you know, anywhere from, you know, several to dozens to hundreds of users inside of these companies and we're spreading pretty quickly.”
Henry Shapiro Dec 16, 2021 ▶ 5:05 Is Reclaim the Next Calendly? 16,000 Users Keep Using Every Month, up 400% YoY
TOP FOUNDERS Assertion Not checkable as stated
Reclaim has approximately two years of financial runway before monetization
“In terms of monetization, you know, we're basically, I'd say a couple of years away from the sort of the edge of the cliff.”
Henry Shapiro Dec 16, 2021 ▶ 5:29 Is Reclaim the Next Calendly? 16,000 Users Keep Using Every Month, up 400% YoY
TOP FOUNDERS Assertion Supported
Reclaim has raised $6.3 million in total funding
“We've raised 6.3 million in total.”
Henry Shapiro Dec 16, 2021 ▶ 6:21 Is Reclaim the Next Calendly? 16,000 Users Keep Using Every Month, up 400% YoY
TOP FOUNDERS Disclosure
Reclaim raised its initial $1.5M round on a $10M capped note
“I believe it was a capped note and I think the cap was 10. And I think we added a discount as well.”
Henry Shapiro Dec 16, 2021 ▶ 11:53 Is Reclaim the Next Calendly? 16,000 Users Keep Using Every Month, up 400% YoY
TOP FOUNDERS Assertion Not checkable as stated
Reclaim has approximately 16,000 monthly active users
“Our, we measure them in monthly active users. I could grab the weekly numbers for you, but our monthly active users today are about 16,000.”
Henry Shapiro Dec 16, 2021 ▶ 15:37 Is Reclaim the Next Calendly? 16,000 Users Keep Using Every Month, up 400% YoY

One line per show, most statements first. The link opens Henry's full record on that show: the calibration, argument clarity, speaking style and every statement made there.

ShowRole thereEpsStatementsRecord
TOP FOUNDERSLEDGER Co-founder & COO, Reclaim.ai 1 9 100% 1/1 full record on Top Founders →
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