Kyle Cheung

857 posts

Kyle Cheung

Kyle Cheung

@kylezgq

street photographer, poker buff, prose composer. opinions, analysis, and banter on technology and business. all tweets/ideas are mine. dm open.

on ⛓️ Katılım Nisan 2022
954 Takip Edilen537 Takipçiler
Kyle Cheung retweetledi
Shaun Maguire
Shaun Maguire@shaunmmaguire·
One of the biggest acquisitions of all time...! We @sequoia are incredibly proud of the @wiz_io team The Israeli tech ecosystem will never be the same -- Wiz raised the bar for everyone Huge congrats to the Wizards! 🪄
doug leone@dougleone

Everyone knows @wiz_io broke a record reaching $100M ARR in 18 months. What everyone doesn’t know is that the team was using a clever hack - leveraging their Israeli time zone. They’d code all day, and then the engineers would get on the phone to make sales calls all night. Everything about Wiz changed fast in the early days - the idea, the product, the market. What never changed was the teamwork of @assaf_rappaport, Yinon Costica, Roy Reznik & @amiluttwak - their clarity of vision, their ability to listen to customers and iterate, and the commitment to moving faster than anyone else could match. Founders: remember that in any technology cycle, in any market, a willingness to outwork everyone else is a superpower. Congrats to @wiz_io. Excited for your next chapter with @Google

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sourcery
sourcery@sourceryy·
.@ThriveCapital’s Philip Clark and @JoshuaKushner flew into an active war zone in Israel to invest in Wiz: “The philosophy at Thrive that Josh taught me is: the people that win deals are the people that want to win deals most.” “We have a ‘leave it all on the field’ mentality.”
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Kyle Cheung retweetledi
Molly O’Shea
Molly O’Shea@MollySOShea·
At a $32 Billion Exit.. Wiz "probably sold low" "Wiz just finished its biggest ever quarter in terms of revenues. So you look at how amazing the business is & suddenly $32B does not look like an irrational number. … we probably sold low." In 2018, Gili Raanan (Cyberstarts), Doug Leone (Sequoia), & Shardul Shah (Index) backed Wiz with a $20M seed at a ~$66M post-money valuation. That’s ~485× from seed to exit in ~6 years. @giliraanan @dougleone @sequoia @shardul_shah @IndexVentures "But whenever I get into a journey with brilliant entrepreneurs you never know where the journey will take you because there are so many elements that dictate how big it becomes. A lot of that is execution internally, but also market timing, luck, competition, and the global economy that may or may not limit the availability of capital to your venture. There are so many things beyond your control when you start the journey. @wiz_io is definitely an example of a company that almost had perfect execution from day one. I was the seed investor together with Doug Leone from Sequoia & Shardul Shah from Index Ventures, and together we created a syndicate of $20 million that valued the company at around $66 million post. That's how we got into the journey sometime in 2018. I knew the Wiz team from their previous ventures so it was very organic for me to back them. Although many people say today, “Of course it was obvious they would be super successful.” It wasn't obvious at all. Beforehand they were founders of a company called Adallom which was sold for about $300 million, which is nice but definitely not spectacular. So they were similar to many other founders. We made a deal and then I asked them, “Okay so what do you do?” And they had a very different direction than what Wiz does today. The company wasn't even named Wiz. It was called Beyond Security and it was dealing with securing satellite offices. Then we started the sunrise process & figured out that the original idea was an okay idea but it would not get them to real greatness. They shifted to cloud security, a market they knew very well from Microsoft, and I believe that was one of the major advantages they had back in 2019. Back then they were one of the very few teams worldwide that actually knew how to do cloud security right. And then they really perfected product market fit. In the Wiz case all those personas mapped into a single person in real life — the CISO, the Chief Information Security Officer. He had the pain, he had the authority, he could use the product, and he had the budget. And that created the perfect storm for Wiz because it made their sales cycle super fast."
Molly O’Shea@MollySOShea

BREAKING: Google Completes $32B Acquisition of Wiz $6M Seed → $32 Billion Exit First seed investor Gili Raanan (@giliraanan) of Cyberstarts explains how a $6M seed check became the largest cybersecurity exit ever — & what it’s like working with CEO Assaf Rappaport. Cyberstarts stats: - $1.5B+ AUM across 7 funds - Backed 30 companies - Portfolio represents over $61B in combined value (50% of the worldwide private cybersecurity companies market) - Backed at Seed: Wiz, Island, Fireblocks, Cyera, Transmit Security - 9 exits including Noname, Axis, Bionic, Dazz, Avalor This conversation took place in London February 12th, 2026. We cover: • Early days of @wiz_io & how the company evolved from seed to a $32B outcome • Why Wiz achieved such strong product market fit • What made Assaf (@assaf_rappaport) and the founding team special • How Cyberstarts picks founders before there is product or code • Why Gili believes AI could create the darkest decade in cybersecurity • What the next generation of $50B–$100B cyber companies could look like 𝐓𝐈𝐌𝐄𝐒𝐓𝐀𝐌𝐏𝐒 (00:00) Gili Raanan, Founder Cyberstarts (01:05) From Sequoia to building a Cyber only venture fund (04:39) Building CAPTCHA and the first web application firewall at 27 (05:35) Growing up in a small Israeli town and discovering computers (09:15) Why he decided to focus only on cybersecurity (11:05) Investing in people, not ideas (12:45) The kind of founders he looks for (14:05) Why adversity creates better entrepreneurs (16:11) When a small fund delivers outsized returns (19:00) A portfolio with 50% of private cyber market value (20:12) Growing up introverted & learning to observe people (26:30) What makes a company truly important (30:48) Why do Israeli founders dominate cybersecurity? (31:05) Helping founders become the best version of themselves (37:06) Israeli culture, pressure, and resilience (41:25) Breaking the ceiling with companies like Wiz (43:24) Why limits exist mostly in our minds (46:15) Facing fears, Yoga and overcoming internal limits (47:32) The “Sunrise” method for finding PMF (51:55) Why building startups is an emotional journey (56:25) How cybersecurity ideas actually emerge (58:15) The dark decade of cybersecurity (01:06:45) Asimov’s laws of robotics and AI guardrails (01:09:55) The three biggest cybersecurity risks in 2026 (01:12:25) Inside the $32B Wiz deal (01:22:23) What makes Wiz co-founder Assaf exceptional (01:24:33) Surrounding yourself with great people (01:28:48) The biggest takeaways from his time at Sequoia: Doug Leone, Mike Moritz (01:32:05) What’s next for Cyberstarts?

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Kyle Cheung retweetledi
Shaun Maguire
Shaun Maguire@shaunmmaguire·
When I was in the DoD, one of the things I worked on was understanding global terrorist financing Every scheme somehow involved Iran and drugs in America Delete the Islamic Regime and so many problems will simmer down: - drug supply in America - disinfo bots - terror proxies
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Kyle Cheung retweetledi
Kyle Cheung retweetledi
Sahil
Sahil@sahilypatel·
my top 4 tech twitter tweets of all time
Sahil tweet mediaSahil tweet mediaSahil tweet mediaSahil tweet media
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Kyle Cheung retweetledi
Dan Liu
Dan Liu@danliu·
i think about this chart a lot. it's a great reminder of what product design is about.
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Kyle Cheung
Kyle Cheung@kylezgq·
if you want to know whether someone truly believes their own thesis, put them at the table and make them bet.
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Kyle Cheung
Kyle Cheung@kylezgq·
yrs ago, i learned a principle from @benchmark they call intellectual honesty - truth above ego. i once saw @peterfenton describe @bgurley with a line i never forgot: "the degree to which truth comes ahead of ego or self for him."
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Kyle Cheung
Kyle Cheung@kylezgq·
hype blinds folks to both valuation and fundamentals, well said. reminds me: five others - abnb, dash, ai, afrm, and snow - also went public during that time. of that bunch, only dash has made it back to surpass its initially valuation. the rest now are below the day-one price.
Jared Sleeper@JaredSleeper

Amazing how investors can forget the implications of investing at peak hype. Consider SaaS in 2020-2022. I took the @Wing_VC enterprise tech 30 from 2020, filtered down to the 23 companies that achieved unicorn valuations, tracked their peak valuation and compared to their most recently announced valuation. As far as I can tell (please correct if you see a mistake) only three have raised at up rounds from that peak: @figma, @VerkadaHQ and @databricks. The Nasdaq is up 42% from its 2021 peak. Many (most!) are still great companies- but human behaviors rhyme with history and hype blinds folks to both valuation and fundamentals. If you were fortunate enough to have your pick of the "hot" deals in 2021 (few were and they were grinding for it!), you're almost certainly still underwater today.

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Kyle Cheung retweetledi
Garry Tan
Garry Tan@garrytan·
Beware of TAM when picking ideas! Figma founder Dylan Field (@zoink) looked at US labor stats and it suggested there were only 100K designers. This number turned out to be wrong. Dylan also noticed the top startups always had great design, so they picked the right growing market.
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Kyle Cheung retweetledi
Buck
Buck@BucknSF·
Growth/crossover stage shut because you can either own Ramp at $100M ARR and $8B or BILL at $600M and $16B. FRSH at $450M and $3.5B or rippling at <$100M and $6B. CFLT at $500M and $8B or CockroachDB at $80M and $5B. Notion at $150M and $10B vs Monday at $400M and $5B.
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Trace Cohen
Trace Cohen@Trace_Cohen·
@kylezgq @ZacharyDeWitt Yep not perfect, rough fast numbers. Still amazing either way so a few x multiples they’ll be fine 🫡
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Zach DeWitt
Zach DeWitt@ZacharyDeWitt·
Power law in venture is immense. At $100 per share, Figma's VC returns: Index: $7B Greylock: $6.5B KP: $5.7B Sequoia: $3.5B 10x+ funds from one investment.
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Kyle Cheung
Kyle Cheung@kylezgq·
@Trace_Cohen @ZacharyDeWitt just a quick note. there are some typos. i cross checked the fund sizes at that time using figma's s-1/a filling and crunchbase data :) Index Ventures Fund VI: ~$400M, Greylock Fund XIV, L.P.: ~$1B, KPCB XVII: ~$400M, Sequoia Capital U.S. Growth Fund VIII: ~$1B
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