John Eng (Right Side Capital) (@johnengtwit) header
John Eng (Right Side Capital) (@johnengtwit) profile picture

1st money in. Investing 150+ early stage, capital efficient B2B startups per year. ex-Microsoft ex LinkedIn. 🇺🇸

Silicon Valley | Vancouver
Joined October 2009
Photo by John Eng (Right Side Capital) (@johnengtwit)Photo by John Eng (Right Side Capital) (@johnengtwit)Photo by John Eng (Right Side Capital) (@johnengtwit)Photo by John Eng (Right Side Capital) (@johnengtwit)Photo by John Eng (Right Side Capital) (@johnengtwit)Photo by John Eng (Right Side Capital) (@johnengtwit)Photo by John Eng (Right Side Capital) (@johnengtwit)Photo by John Eng (Right Side Capital) (@johnengtwit)Photo by John Eng (Right Side Capital) (@johnengtwit)
John Eng (Right Side Capital) retweeted
My key takeaways from the $GOOGL (Alphabet) Q3 2026 earnings call. 1. Search slowed while query growth hit a five-year high. Search and other ads grew 12% to $63.3B, down from Q2. The deceleration has four parts. FX was the biggest drag. The EU ended its de minimis exemption (duty-free treatment for cheap parcels), which hit APAC retail advertisers. World Cup media budgets landed in June instead of July. And AI Mode queries grew fast on a surface with "lower monetization" than classic Search. The first three wash out over time. The fourth is structural: more usage on a surface that earns less per query. 2. The EPS miss is mostly a SpaceX mark. Revenue grew 25% to $127.6B. Operating income grew 30% to $40.6B, a 31.8% margin. EPS came in at $2.12 against $3.02 expected because OI&E (other income and expense, the non-operating line where investment gains and losses land) swung to negative $8.2B. Most of that was an unrealized loss on the SpaceX stake after its share price fell. My rough math: after tax, that mark costs around $0.55 a share, so it explains more than half the $0.90 gap but not all of it. 3. Q4 Search is already guided softer. Lapping last year's Search acceleration cost about 3 points of growth in Q3 and will cost a couple more in Q4. FX gets slightly worse at current spot rates, mostly in Search and YouTube. The rest of Services won't make up the difference: YouTube ads grew only 9% to $11.2B, and Network grew 1% to $7.5B. 4. The AI Mode ad fix is rolling out but not proven. Ads in AI Mode go international for the first time, and multi-turn ads (ads that stay in a back-and-forth conversation) launch in the U.S. The evidence offered: inside AI Mode, sponsored and organic product listings get similar click-through rates. AI Mode queries run about 3x longer than classic searches, and most are incremental, meaning they would not have happened otherwise. What's missing is any number on how far AI Mode revenue per query trails classic Search. Agentic commerce (AI agents that shop and buy for users) is called additive, and consumer agents arrive in the Gemini app later this year. No revenue is attached to it yet. 5. Cloud doubled. Revenue grew 103% to $30.7B. Operating income was $11.1B, more than triple last year. Margin was 36.2% versus 23.7% a year ago. Backlog (signed contracts not yet booked as revenue) reached $561B, and just over 55% of it, about $310B, converts within 24 months. Two caveats. TPU system sales contributed to the growth but were not sized, and Cloud growth excluding TPUs was described as very strong with no number attached. Also, the rented third-party compute capacity came online only at the very end of Q3, so its margin drag lands in Q4. 6. TPU economics stay private. A TPU is Google's in-house AI chip, sold here as full racks with networking, storage and software. One analyst framed a TPU system at roughly $35B per gigawatt and asked how much of that becomes revenue and at what margin. Neither got an answer, because product-level financials are not disclosed. The cash cycle is clear. A signed contract shows up in backlog, Google builds inventory, and cash arrives on delivery. Inventory is only built against committed contracts. There are nearly 100 TPU customers, including Anthropic (directly and through Broadcom) and Apple, which is scaling pretraining on TPUs. New distribution comes through Oracle and Crux AI, a joint venture with Blackstone. The meaningful revenue ramp is 2027. 7. Free cash flow went negative. Q3 FCF was negative $9.1B on $51.4B of capex. Operating cash flow of $42.3B also absorbed the TPU inventory build and a $5.2B payment on a 2018 EC fine. Trailing twelve-month FCF is $19.7B. The 2026 capex guide is unchanged at $195B to $205B, and 2027 rises significantly, with numbers on the Q4 call. On top of that sit $924B in future purchase commitments and $152B in leases that haven't started and other obligations. Those are contractual maximums, and some have volume flexibility. 8. The return math is stated, not shown. Return on invested capital is said to stay meaningfully above the cost of capital, with no figure. Compute allocation is described as a long-range plan run on ROIC discipline, with no ranking of who gets capacity first. Cloud says it could serve a lot more demand with more capacity. About 65% of Q3 infrastructure spend went to servers and networking depreciated over six years, while TPU 8t claims up to 2.7x the training performance of the prior generation. My view: six years is a long life for hardware that loses that much ground each generation. Shorter lives would mean higher depreciation on top of the capex. 9. First-party model APIs process nearly 32B tokens (units of text an AI model reads or writes) per minute, up 40% QoQ and more than 4x YoY. In its first week on developer platforms, Gemini 4 Argon ramped 3.5x faster than Gemini 3, even with capacity limits. Customers who used Gemini Enterprise in Q3 2025 have more than quadrupled their spend. The Gemini app is at 1B users. This is the clearest evidence that the capex has real buyers. Bottom line: The operating business beat. Revenue grew 25%, operating income grew 30%, Cloud doubled at a 36% margin, and the headline EPS miss is mostly a paper loss on SpaceX. The stock still fell about 10% after hours, from $322.22 to $288.35, because the market is now pricing cash, not growth. Quarterly FCF is negative, capex runs near $200B and rises again in 2027, commitments total about $1T, and the biggest profit pool is slowing as usage shifts to a surface that earns less per query. Management described every link between the spend and the payoff and did not put any number on them.
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John Eng (Right Side Capital) retweeted
That Microsoft buyout post took off way more than I expected... and the part I keep coming back to is the 24-month journey, because most of those months have very little to do with the tech. AI adoption is a people problem. People don't like change, and honestly most orgs aren't where they need to be for this yet. I've been doing Microsoft and enterprise IT for 25+ years, and at @DigitalMeld we're in the middle of these rollouts right now on M365, Azure and Power Platform. What actually eats the time: • Figuring out who owns which process, because half the time nobody does, or three people think they do • Writing down how the work really gets done today... not the SOP from 2019 that nobody follows • Agreeing on the single source of truth, and where it should live and who owns it • Getting managers comfortable with their team working differently, and with what that means for their own role • Training that's more than one lunch-and-learn and a recording nobody watches • Lots and lots of conversations. With IT, legal, HR, operations, the people whose jobs are changing... and then the same conversations again a month later Even though you know what you're doing is right, and they're better off following your guidance, you still have to win people to the cause. You have to prove that you will be making people's lives easier. All of that takes planning, time, and leaders willing to sit in the room for those conversations. Cutting a bunch of the people who'd have to do the changing doesn't make it go faster. I'm pretty sure it does the opposite. AI doesn't make AI adoption easier, it just speeds up some of the process. But the process is the process, all the same.
This is the canary in the coal mine, y'all. The AI math doesn't math. Microsoft is offering buyouts for nearly a quarter of it's workforce. AI adoption for businesses is a 24-month journey in a perfect scenario. They aren't seeing adoption fast enough to offset their CapEx spending... and they aren't alone. Add Anthropic's measly revenue numbers (compared to their CapEx), and hopefully you get the point. These aren't buyouts because Microsoft found efficiencies with AI, they are buyouts because they (the AI industry) spend trillions (collectively) building the best tools the world has ever seen, and no one knows how to use them. digitalmeld.io/blog/who-is-p…
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John Eng (Right Side Capital) retweeted
🤗🤗Enjoy the Best Cooking Videos 🌴🥬
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John Eng (Right Side Capital) retweeted
Around half of Seattle businesses report that are considering moving or shrinking, blaming a business environment that they say is getting worse and don’t believe it looks like it will get better, according to a survey from the Downtown Seattle Association and Seattle Metropolitan Chamber of Commerce. kiro7.com/news/local/survey-…
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John Eng (Right Side Capital) retweeted
WARRIOR KID CHALLENGE IS LIVE TODAY. Let's raise kids that do hard things. 5 Habits everyday for 30 days to help you and your kids get stronger, faster, smarter and better. Together. Sign up FOR FREE and see what your kids can do. jockofuel.com/pages/warrior-…
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1) Startups fail - few make it to exit 2) Fundraising is hard, dilution, downrounds / flat rounds happen 3) later stage investors want protection (liq pref, etc..) and that limits what founders (and employees get) 4) what else?
88% of VC-backed founders who exited their companies got $0. Eduardo Azevedo and Kent Smetters analysed 157,669 startups and 248,454 founders from 1987 to 2025. Let that sink in...
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John Eng (Right Side Capital) retweeted
BofA Analyst Andrew Obin breaks down Data Center costs by line item for the next 4 years. 10.23.2026 From compute, to liquid cooling, backup power etc.
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John Eng (Right Side Capital) retweeted
We believe voice is the most natural way to interact with intelligence, so we created Dessa, the most authentic full-duplex speech model ever built. Talking with it feels like talking with a person…full of emotion, nuance, pauses, and a natural cadence. block.xyz/dessa
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Here’s my westie, Sophie - reporting to duty.
JUST IN: Palmer Luckey's genetically modified military dog startup, Warhound, comes out of stealth, aiming to create enhanced canines for the U.S. military.
Readers added context they thought people might want to know
This is NOT Palmer's company at all, his company Anduril is only supplying the tech for the dogs, and this is a wholly owed Collosal entiity x.com/palmerluckey/s…
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Put me on the waitlist. I need one to keep my westie company
SITUATION DETECTED: Warhound launched from stealth today with a $200M seed at a $1.2B valuation. Ben Lamm and Palmer Luckey are cloning gene-edited bio-enhanced dogs and equipping them with custom Anduril vests, goggles, and sensors for the military and law enforcement.
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John Eng (Right Side Capital) retweeted
BREAKING: @noxmetals, the YC-backed manufacturing startup, says it has reached a $25M annualized revenue run rate in less than a year. The Detroit-based startup is automating metal cutting and supply for the American industrial base.
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John Eng (Right Side Capital) retweeted
TLDR; we will probably never get another ARR number from Anthropic, which is healthy. Should force the market to move away from extreme focus on Anthropic/OpenAI ARR numbers to hyperscale growth rates, which are a much better metric for AI at this point given they capture Muse, Grok, Gemini and Open-Source. Anthropic FCF positive in Q3 and reaccelerating in October on Opus 5.5 per third party data. Roadshow in several weeks will happen after this has been widely confirmed. Unit economics much better than expected given positive FCF with 75% of their compute going to training. All per public reporting.   OpenAI continuing to grow at the same pace per Sarah Friar interview after they took share vs. Anthropic in Q3. Means the sum of Anthropic/OpenAI growth is accelerating from the Q3 pace. OpenAI probably hits FCF positive in the next few months.   Open-source growing much faster than either Anthropic or OpenAI. Modal tripled since May and is 15x YoY per yesterday’s announcement. Open-source tokens generate more revenue and profit for the hyperscalers/neoclouds than frontier tokens. *Every* open source inference cloud I am aware of is growing faster both sequentially and YoY than either Anthropic or OpenAI. And their combined compute spend is becoming material.   Third party data pointing to hyperscalers continuing to accelerate in Q3. All report in the next two weeks. Acceleration should continue in Q4 and Q1 as installed base of compute slowly reprices higher closer to spot and new capacity comes online at higher prices. Continued acceleration in hyperscalers should help address external funding concerns.   10 year yield down in a straight line over the last 24 hours.   Some risk of escalation in Iran next few days, but earnings and mid-terms probably outweigh taking an ultra long-term view and looking out 30 days.   Biggest risk imo remains cyber and OpenAI/Anthropic dominating the model layer. Fragmentation, competition and lower margins at the model layer are good for everyone else in the ecosystem and for America. Slower for longer is much better than an overbuild and an actual bubble.
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Great post. Scary. Exciting.
I spent 48 hours in SF hanging out with billionaires, data labs and AI founders and execs running $1B to $100B companies. My observations: 1. Sooo MANY stories of data brokers making like $2M a WEEK selling company data to labs. I can't tell if it's the beginning or a bubble, and I kept wondering which niches are left. Digging into it actively. 2. At dinner, someone asked the table, "If a new model drops next month, does your company get better or worse?" HALF the table went quiet! I think that's the best question to ask about any AI startup right now. 3. The bar people talk about now is hitting $1B in revenue in 12 months (I guess that's the new unicorn?). What I didn't hear much about is retention. AI revenue can come in fast and leave fast, and I think we're going to see a lot of stories of AI companies with huge revenue and terrible retention. 4. It's pretty clear we're living through the reinvention of the computer. The model is the CPU, the harness is the operating system, and skills and plugins are the apps. Thinking about it that way makes it easier to see where the whitespace is. 5. We're maybe 12 months from an agent that can watch you work for a week and then do your job without any instructions. The screen recording plus agent memory plus local model combination makes this possible right now. 6. Agent harnesses feel like the new GPT wrappers, in a good way, especially vertical ones. The best teams I talked to treat the model as swappable. One founder walked me through routing different models to different jobs: one for taste and visuals, a cheaper one for the everyday stuff, another for text. They use prompts they can move across models over fine-tuning, and A/B test the output on what users actually do with it: do they edit it, export it, share it? A vertical harness is basically four things: the connectors for that industry's data, evals written by people who know the work, rules for what the agent can and can't touch, and a clean screen for a human to review. The model is maybe 20% of it. 7. There's a lot of reverse engineering going on/cloning going on more than I've ever seen. People are decompiling software and rebuilding it with agents, and someone showed a suite of like 10 apps that are worth $5B+ each all that he cloned open source. Me and everyone are still thinking through what it means when software gets this easy to copy. 8. My guess is the value moves to data. If the software can be rebuilt quickly, what's worth paying for in a legacy SaaS company is the years of customer data and workflows inside it. Some SaaS companies are secretly data companies. Gets me thinking about how do you truly value data for this saas companies? Like if we were buying these dying saas companies at 2x ARR before (as example), maybe there is a better metric. Idk, just thinking out loud here. 9. It feels like a good chunk of legacy software won't make it to the agentic era, especially anything built around people clicking through a lot of screens. 10. Every company I talked to wants to pipe its internal data into one place and expose it to agents through MCP. Then they look at the data and realize it's a mess: five versions of the same customer, old Slack channels, PDFs nobody can search. Cleaning that up feels like a big consulting opportunity! 11. A lot of founders are building the basic building blocks for agents: APIs, data layers and tools. Some of the companies I saw barely have a UI because the main user is an agent. I really believe the startups that build primitives to this agentic era will do extremely well. Building blocks is the best way to think about it. 12. Labs can get plenty of training data, but it's harder to get real examples of agents failing inside companies. Whoever has those logs has something valuable. 13. Someone running a big consumer company told me the next fight is over memory. The model that remembers the most about you wins, and the smartest model matters less than people think. 14. Physical AI came up a lot. Astra I think was the first model that got people into AI can actually do CAD, and I think a lot of people are thinking what does vibe manufacturing really look like. The line I keep thinking about came from a robotics founder: the hardest problems in AI are deployment problems now, not research problems. Their robots work on their own, call a human when they get stuck, and every one of those calls becomes training data. 15. Cybersecurity companies are having a moment and are actually cool companies to build now, especially the ones that clean up after a breach. Every agent with access to your systems is a new door into your company, and a lot of those doors were left open. 16. Some startups are worth more dead than alive now. A shutdown company with 5 years of Slack, email and code can get paid for licensing all of it. I wouldn't be surprised if founders start factoring that into when they shut down. 17. People are starting to talk about monetizing the agent web. It feels really early, but when the most popular user of the internet is an agent, what startups should you be building? 18. I think agent insurance is coming. Once an agent makes an expensive mistake, insurers will want audits before they cover anyone. 19. Several people said the hire they want most is someone with taste who can write evals. The models are getting good at generating ideas, so the hard part is judging which ones are good. 20. New trend I observed: startup raises VC, uses venture dollars to become a creator, startup fails, founder falls back on being a full-time creator and incubates other products bootstrapped. 21. Getting SIGNIFICANT distribution is HARD right now. Founders are sponsoring buses, buying billboards like crazy and throwing parties with famous DJs to get noticed. Kinda feels dotcom era in that sense. Attention is what's scarce! The growth guy going viral sharing his UGC strategy from Wispr Flow is a good example. It's the sauce everyone wants, and I truly believe there are probably only 50 people on the planet who know how to scale these types of businesses efficiently in this era. Always good to get that dose of SF. I felt sooo lucky to have such an incredible trip during such an incredible time in building businesses. Surreal in so many ways. Happy to be home and locked in. Until next time!
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Martin is a great advocate for his portcos
If you would rather have investors who actually care if you succeed. HMU.
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John Eng (Right Side Capital) retweeted
Curious about the Forum Ventures accelerator program? Join us LIVE this Wednesday at 4pm ET / 1pm PT for an AMA with our Head of Platform Leandra Elberger. Register here -- luma.com/yih5qaen
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Sunday evening. My favorite time at the gym.
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How is San Jose on this list? And not Vancouver BC?
New York City was just ranked the best city in the world.
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John Eng (Right Side Capital) retweeted
New York City was just ranked the best city in the world.
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