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Leena K. Rao
@LeenaRao
Technology reporter, foodie, fashion-obsessed, wife, mom, married to .
Birmingham, MIJoined January 2009

Leena K. Rao’s Tweets

Love the politics/VC scoop from
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Scoop: Drive Capital's Mark Kvamme is raising $500 million for something akin to a sovereign wealth fund for Ohio. The rumor going around, multiple sources said, is that the "Ohio Fund" lays the groundwork for Mark to run for Senate in 2024. businessinsider.com/ohio-vc-mark-k
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Generative AI tools like ChatGPT have already been used to create malware, deepfake celebrity nudes, and racist images. Here's why AI founders and VCs aren't waiting for regulation and are taking their own measures to police this new tech:
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Some employees found out they were part of the layoffs when they were locked out of their computers this morning,
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Hot AI startup Scale AI, valued at $7 billion, has laid off 20% of its employees. Its young CEO was once called the next Zuckerberg. businessinsider.com/layoffs-tiger-
"Zero-budget parties"
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New: @dariusrafieyan @stokessamanthaj and I dug into how startup and VC cost cutting has affected office holiday parties, and how some founders are getting creative to find ways to still celebrate in @BusinessInsider: businessinsider.com/vc-startups-cu
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Friday afternoon scoop: Autograph, the buzzy NFT platform cofounded by Tom Brady, has laid off dozens of staffers after severing ties with former board member Sam Bankman-Fried. a16z and Kleiner Perkins led the $170m series b earlier this year.
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Turns out "going direct" is hard.
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SCOOP: Last summer, the debut of a16z's own content site sent shockwaves through the tech media. A year and a half later, it's stopped publishing and most of its editorial staffers have left. w/ @robaeprice businessinsider.com/a16z-future-cl
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I spoke with about the broader consequences of the FTX meltdown. A big one: FTX US was supposed to buy the assets of the bankrupt crypto lender Voyager. But now that deal could be at risk, putting $1.3 billion of customer claims at stake.
Super proud of this incredibly important story from and .
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With more women entering the male-dominated venture industry, firms are crafting maternity leave policies on the fly to accommodate new mothers. @thisisinsider spoke to mothers in venture capital who stay plugged in during maternity leave and why. ⬇️ businessinsider.com/women-venture-
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A digital illustration of several venture capitalists engaged in handshakes with a mother's hand between them passing a pacifier to her child. The headline text on the graphic reads: "Women in venture capital are rewriting the rules of maternity leave."
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I'm so grateful to be working with you!!!
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To my managers @vishalpersaud @LeenaRao: Thank you for lifting me up when I felt low over the past year, giving me the freedom to chase what interests me, and making me sound smart with their thoughtful edits. You are the antidote to Sunday scaries. 🙏
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Scoop from me + : Vista Equity Partners is exploring a deal to take Compass private after the residential real estate brokerage's stock price has plunged more than 85% since it went public last year, multiple sources told us.
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A late afternoon scoop from !
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Not many IPO scoops these days, but here's one! TripActions has filed confidential paperwork to go public next year, targeting a $12 billion valuation. With business travel rebounding, the company is on pace to more than triple last year's revenue. businessinsider.com/andreessen-hor
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A post dot.com clause is returning to term sheets and this could be terrible for some startups.
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They're baaack: At #SBW2022, a startup lawyer says he's seeing one provision creep into term sheets that preys on cash-strapped startups: the dreaded "redemption rights." businessinsider.com/how-to-deal-wi
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News you can use: I talked to to learn what founders should do and not do when applying to Arc. "Two areas that people don't always highlight enough is their personal story and why they had that compelling founding insight."
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Another great scoop on Popshop’s struggles from
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New from me: Popshop did a 2nd round of layoffs in as many months as it struggles to attract new funding. Last year it went on a major hiring spree and spent big on promotions. "We were burning through money like no one's business," said one employee. businessinsider.com/popshop-live-l
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"It's like don't ask, don't tell." Fantastic reporting from on the impact of the downturn on founder mental health.
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The startup founders are not all right — I spoke to 16 founders and investors about the weight of building a company in an economic downturn, and how they're coping. businessinsider.com/startup-founde via @BITech
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Sometimes I write something that makes me lol "When Marc Andreessen said it's time to build, he probably didn't mean new offices." Here's my analysis of what the firm's expansion into three new locales means for the future of investing.
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New from me: Popshop Live, a livestreaming marketplace backed by Benchmark, laid off 18% of staff and parted ways with 2 key execs as growth stalled. "We were very aware that where we were supposed to be is not where we were," said a former staffer.
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This profile of by has so much fascinating color on Rose's Web 2.0 past and his future in NFTs. Kevin 2.0 to kevin3
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Exclusive: Digg made Kevin Rose a Web 2.0 poster boy, but it fell short of becoming the next big social network. Now, Rose is staking his comeback on Proof, a new kind of media company. My first big profile goes inside the journey of Kevin 2.0 to kevin3. businessinsider.com/kevin-rose-dig
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This is fantastic story on Tiger Global, Bain and the fund's current challenges in startup land by (and was a fun one to edit with ).
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How Tiger Global outsourced its venture-capital strategy to consulting firm Bain — and left investors and startups holding the bag businessinsider.com/tiger-global-v
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Worlds colliding editing 's zombie VC funds story citing former Fortune colleague 's VC list from back in the day.
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During the Great Recession, @danprimack maintained a list called "The VC Walking Dead" that no one wanted to be on. Now the carnage could be much worse, considering the number of new funds started in the past few years: 221 a year from '17 to '21, versus 53 a year from '05-'07.
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As the market falls, startups have also taken a hit. So here's the playbook to succeed during lean times. ~2% of VC funding goes to women/poc founders so + I chatted with underrepresented founders/funders on how they've long succeeded with less:
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In the past week, 2 M&A bankers representing large public tech companies contacted a Silicon Valley VC asking for possible startups to acquire.
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New from me + @LeenaRao @stokessamanthaj "There's blood in the water." Dealmakers are scouting in overdrive. In the past week, 2 M&A bankers representing large public tech companies contacted a Silicon Valley VC asking for possible startups to acquire. businessinsider.com/tech-acquisiti
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New from me: -Insider spoke with 5 investors who trade secondary shares and viewed confidential market data. -Many startups are seeing their valuations chopped in half. -Buyers are happy to snap up bargains but fear prices may go much lower.
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