Rebecca Reeve Henderson (@Rsquared) profile picture

Founder/CEO of Rsquared Communication, scaling industry-leading B2B SaaS companies. Advisor and investor.

San Francisco, CA
Joined March 2008
Photo by Rebecca Reeve Henderson (@Rsquared)Photo by Rebecca Reeve Henderson (@Rsquared)Photo by Rebecca Reeve Henderson (@Rsquared)Photo by Rebecca Reeve Henderson (@Rsquared)Photo by Rebecca Reeve Henderson (@Rsquared)Photo by Rebecca Reeve Henderson (@Rsquared)Photo by Rebecca Reeve Henderson (@Rsquared)Photo by Rebecca Reeve Henderson (@Rsquared)Photo by Rebecca Reeve Henderson (@Rsquared)Photo by Rebecca Reeve Henderson (@Rsquared)
Rebecca Reeve Henderson retweeted
Warren Buffett, in his first sit-down since stepping down as Berkshire CEO, gave the cleanest indictment of legalized gambling in a decade. He called it a tax cut for the wealthy. The math proves him exactly right. Americans wagered $165 billion at legal sportsbooks in 2025. They lost $16 billion of that. FanDuel pulled $6 billion of the losses. DraftKings pulled $5.3 billion. Every state with legal mobile sports betting collected a tax on the bettor side. New York alone took in over $1.2 billion in 2025 sports betting tax revenue. Layer the lottery on top. State lotteries generate over $90 billion a year. The bottom half of income earners account for roughly 70% of total spend. The average lottery player makes $38,000. A household earning $20,000 spends three times more on tickets than one earning $30,000. The implicit tax rate, meaning whatever the state keeps after prizes, runs 30 to 50% depending on the game. No other revenue source in America has that base and that rate. The structural design is the engine. A single straight sports bet carries a hold of 4 to 5%. A four-leg parlay carries a hold above 30%. FanDuel and DraftKings spent five years rebuilding their apps to make parlays the default product. FanDuel's blended hold rate hit 11.4% in 2025, up from roughly 7% in 2022. The product got worse for the customer and the customer wagered more anyway. Now look at the substitution. Nine US states have no state income tax. Seven of those nine run state lotteries. Seven of those nine have legalized sports betting. The states most committed to never taxing wealth are the same states running the largest extraction machines on people who cannot afford to lose. Read it as policy. Here is what Buffett is actually pointing at. The state needs revenue. It can raise income tax on the top decile, or it can run a lottery plus a sports betting tax. The second option raises the money from the people who can least afford it. The first option becomes politically optional. New York's $1.2 billion in 2025 sports betting tax is $1.2 billion the state did not have to ask of someone earning $5 million. DraftKings and FanDuel sell a privatized collection mechanism for a regressive tax that the state never has to defend at the ballot box again. Voters approve legalization once. Collection runs forever. The state takes a cut. The wealthy get a quieter top bracket. The bettor's cut shrinks every quarter as the parlay menu gets pushed harder. The function of a government, Buffett said, is not to play its people for suckers. Thirty-nine state governments now do.
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Rebecca Reeve Henderson retweeted
4yo at 2am: I'm scared, can I sleep in your bed? Me: Sure. 4yo for the rest of the night:
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Rebecca Reeve Henderson retweeted
ProPublica reports that Harlan Crow was paying boarding school tuition for a relative of Clarence Thomas that he was raising as a son. propublica.org/article/clare…
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Rebecca Reeve Henderson retweeted
obsessed with le creuset’s dramatic new color reveal
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Rebecca Reeve Henderson retweeted
I'm writing about the plight of laid-off H1B visa holders for @sfchronicle. If you need to find a job within 60 days to stay in the US, I'd like to interview you to shine a light on this issue. (It could also give visibility to your job hunt!) Please DM or csaid@sfchronicle.com
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Rebecca Reeve Henderson retweeted
Market St in San Francisco was a rainbow road for #pride tonight #welcomeSF
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Rebecca Reeve Henderson retweeted
If this was about babies, there would be universal healthcare. Free education. Free daycare. Southern states would be doing all they can to drop the Black maternal mortality rate. This is about power and control
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Rebecca Reeve Henderson retweeted
Vote for candidates that vocally support expanding the court & ending the filibuster. Write a memo to yourself. Put reminders in your calendar now. Call ur reps anytime you can. So much more needs to be done by so many in power but any politician doing less than this needs to go.
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Rebecca Reeve Henderson retweeted
what kind of shithole country gives more rights to a gun than to a woman
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Rebecca Reeve Henderson retweeted
What the numbers show on Americans' opinions of gun control measures: abcn.ws/38QYXQs
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Rebecca Reeve Henderson retweeted
When President Clinton banned assault rifles in 1994, mass shootings dropped by 43%. After Republicans let the ban expire in 2004, they increased by 243% — please don’t tell me bans don’t work, because I don’t want to hear it. – at Los Angeles, CA
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Rebecca Reeve Henderson retweeted
Sign of the times: Double decker sightseeing bus is now a Covid rapid testing center
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Rebecca Reeve Henderson retweeted
This is why we should have free tests mailed to people’s homes along with KN95 masks. For free. Yes, for free. For public health.
Covid at-home test: $25 Minimum wage: $7.25/hr So, 3 1/2 hours of work at minimum wage to afford an at home test. That’s half a day’s earnings. Free public testing: 2 1/2 hr wait in line That’s $18 lost wages assuming someone can take off work to stand in line.
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Rebecca Reeve Henderson retweeted
Off record, background briefing, spokesperson quote. – at London, England
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Rebecca Reeve Henderson retweeted
Paid leave is a priority for moderates, conservatives, progressives, it is supported by labor and business. It will unite our country and help every working family in America. You cannot cut paid leave in a pandemic—you make a legacy of it. #PaidLeaveCantWait #FamilyCareCantWait
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Rebecca Reeve Henderson retweeted
95% of young people 12-17 years old in San Francisco have been vaccinated. Of the estimated 33,938 12-17 year olds in San Francisco, 32,315 have been vaccinated, according to DPH. That's among the highest rate of any age group. This despite being eligible for less time.
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Rebecca Reeve Henderson retweeted
[bursts through the door, panting] the jumbo jet the canadian olympic equestrian team uses to transport their horses is called AIR HORSE ONE
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Rebecca Reeve Henderson retweeted
BREAKING: @LondonBreed said Friday that 80% of people eligible for a vaccine dose have received at least one. According to the mayor, that makes San Francisco the first major American city to reach that threshold. trib.al/bBxRS4l
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Rebecca Reeve Henderson retweeted
San Francisco @ 12 new cases/day, in city of ~900K. 79% of folks > age 12 have received at least one shot, 68% fully vaxxed. Upshot: we may well be the first US city to reach herd immunity, as described @guardian. @PCH_SF & George Rutherford @UCSF quoted. theguardian.com/us-news/2021…
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Rebecca Reeve Henderson retweeted
Aurora: AR-15 Boulder: AR-15 Midland: AR-15 Parkland: AR-15 Las Vegas: AR-15 Sandy Hook: AR-15 San Bernardino: AR-15 Poway Synagogue: AR-15 Sutherland Springs: AR-15 Tree of Life Synagogue: AR-15 An AR-15 is not a Swiss Army knife. washingtonpost.com/nation/20…
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