Brian Fritton (@bfritton) header
Brian Fritton (@bfritton) profile picture

Engineering and security fiend, CEO @havocshield. @Techstars Chicago 2020. Please send coffee. Tweets are sometimes @frank and always my @own.

Joined December 2008
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Brian Fritton retweeted
Replying to @DeptofWar
Imagine the last thing you hear before sacrificing yourself for the IDF is a speech by Jake Paul 💀
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Brian Fritton retweeted
this is the kind of design costume designers make to tell you who are the bad guys in a space movie
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This is one of the clearest explanations of how tech companies can set themselves up for failure right now. “The Senior Engineers Are Quiet Right Now. That Is Not a Good Sign.“ by Noah Byteforge on Medium: medium.com/@noahblogwriter20…
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Brian Fritton retweeted
This is what entrepreneurialism feels like. xitter.gq/tannokasa9/status/2079…
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This looks phenomenal!
Introducing OpenShip. An open-source application platform for building, deploying, operating, and scaling applications on infrastructure you own. Replace deployment tools, managed services, and infrastructure workflows with one open-source platform. Available today: - Mail Server (Built in. One click). • Runs on your own VPS • Unlimited domains • Unlimited mailboxes • Modern webmail included • Connect with Gmail, Outlook, Apple Mail, Thunderbird, or any IMAP/SMTP client • Send email directly from your applications using SMTP • No mailbox subscriptions or API fees • High email deliverability - Deployment: • Deploy any stack • Git-based deployments • Zero-downtime deployments • One-click rollbacks • Development, Staging, and Production environments • Multi-branch deployments with isolated environments • Deploy to VPSs, dedicated servers, cloud VMs, or your homelab - Services: Provision the services your applications need in one click. Replace multiple managed providers with services running on your own infrastructure. • Supabase • PostgreSQL • MySQL • MariaDB • MongoDB • Redis • MinIO • Meilisearch • Qdrant • RabbitMQ • Kafka • ClickHouse • Elasticsearch ...and deploy any other service alongside your applications. - Operate: • Live deployment logs • Live request logs • Real-time traffic analytics • Automated backups • Monitoring • Secrets management • Domains • Automatic SSL • Environment variables • Scheduled jobs • Health checks -Multi Environments: • Separate Development, Staging, and Production environments • Deploy every branch independently • Test changes before production • Isolated services, secrets, and configuration per environment - Security & Teams: • Team management • Role-based access control • IP allow/block rules • Rate limiting • Security rules - Developer Experience: • Web dashboard • Native desktop application • CLI • REST API • MCP support for AI agents, just add the mcp and your agent can do the work for you • Manage your infrastructure without living in SSH - Coming Soon: • Multi-server clustering for applications and databases • One-click load balancing • Horizontal scaling across multiple servers • Built-in high availability and failover • Scale from a single VPS to a cluster with the same workflow • Just add servers. OpenShip handles the rest. Open source.
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Brian Fritton retweeted
I thought this was just a joke. Then I tried hiring an FDE. The overlap between “great engineer” and “someone you’d confidently put in front of a customer” is extremely small.
forward deployed engineer just means the guy is not fucking autistic
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Brian Fritton retweeted
To everyone celebrating the first flight on Qatar Force One today, understand what you are actually applauding. A foreign government handed the sitting President of the United States a $400 million plane. American taxpayers then paid to retrofit it, with an estimated cost of at least another $400 million (some estimates far higher), for security and communications work in a Texas hangar since last September. When Trump leaves office, the plane does not stay with the government. Ownership transfers to his presidential library foundation. In other words, he keeps it. You are being asked to treat pure corruption as normal, to shrug at a President personally profiting from a foreign gift the taxpayers paid to upgrade. In any other administration this would be the scandal that ends a presidency. With Trump, it’s Wednesday. abcnews.com/Politics/trump-t…
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Brian Fritton retweeted
Then Jesus said unto the sick, “you better have insurance.” Then Jesus said unto the stranger, “are you here legally?” Then Jesus said unto the hungry, “my taxes better not be paying for these loaves and fishes.” Then Jesus said unto the poor, “this is your own fault.”
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Brian Fritton retweeted
The reflecting pool is now green, the color of all the money wasted on it. Painting the bottom has apparently heated the water and accelerated algae growth. Pure Genius. people.com/reflecting-pool-g…
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Can't wait to see the very predictable news of this place getting absolutely stomped by vandalism and closing.
Trump Tower has landed its 1st riverfront retail tenant after 17 years of vacancy. blockclubchi.co/49xlNc7
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Brian Fritton retweeted
The fallacy of this is that more creates more. More hours, more hiring, more something. And it is true in a sense. If you put in more work, more work will happen. But I think for most startups, the leverage is really in how differently you approach the problem, how well you cultivate your team, and the strategy. Any large company can outspend you on hours. They have thousands or tens of thousands more people, spending more hours. If hours worked were the metric, every large company and government organization would always win and do the best work. More hours, better output. This thinking is often representative of younger founders, where the startup becomes their identity and life. They have a hard time doing anything else, and cannot understand that your work is not the person that is you. But activities outside of work can grow you as a person too and make you do better work. I’ve never worked this way. As a designer, I always saw the need to take a step back, to take a break. At times, I might work 12 hours or 16 hours, or whatever amount was needed, but it wasn’t the norm. You just can't grind design, you need inspiration. But taking that step away from the work, would give me more perspective, inspiration and I could approach the problem differently or I could just see the solution. Grinding is never good for any creative problem, and startups or creating new products are often mostly about creative problem solving. Grinding works ok for email jobs, or where you just executing on very clear playbook. With Linear, we’ve never worked this way. We work reasonable hours, 5 days a week. All of us founders have families. Many of our employees have families. I personally stop every evening, spend time with the family, cook dinner for the family, eat dinner together, and focus on things outside of work. Sometimes I work in the late evenings or weekends, but to me the pride is that I don’t need to. Company should be succesful without it. My goal is to build a company that is sustainable in the long term, and doesn’t require heroics or personal sacrifices every single day. There are times when our team is heroic. Launches, incidents, some other work that just needs to be done. They will work late into the night because they know it is the right thing. But we don’t require that every day or every week, and the more this happens, the more I think it is a failure of our company and leadership. The team and the leaders should always keep a reserve to use when something is needed. Our thinking was also that quality, which we value, doesn’t emerge from working more or stressing people more. It emerges when you create the conditions for it to emerge. Often it is the appreciation, space, time, and how the person feels. A person who is rested will do better work. I wouldn’t attribute much of our success to working a lot. The success came from having clear thinking, ideas, and focus to do the right things. I sometimes wish we could move the culture more toward a Zen master. Real mastery is not exerting the most effort. It is achieving the outcome with the least necessary effort.
"If you are not working 7 days per week, you are going to lose". Corgi Insurance is the most intense workplace culture in startups. - The company works 7 days per week. - Founder (@nico_laqua) lives and sleeps in the office. - He built a cafe in the office because there was no local cafe that was open 24/7. - 2/3 of the first 30 team members have the Corgi logo as a tattoo. Today I went behind the scenes with Nico, who has used this culture to scale the company to a $2.6BN valuation in just two years. My condensed notes below: 1. If You Are Not Working 7 Days Per Week, You Are Going to Lose: Whatever you can get done in 5 days, you'll get more done in 6 and 7. If you are trying to solve the world’s hardest problems, a standard 5-day workweek will not cut it. 2. Work Trials Repel the Mediocre: Corgi forces candidates into mock work trials over the weekend. If seeing a full office on a Saturday scares them, they don't belong. True intensity acts as a natural filter to attract killers and repel clock-watchers. 3. Lead from the Front Lines You can’t demand 7-day weeks while sitting on a yacht. Nico sleeps 3–4 hours a night on a mattress inside the office. If you want your troops to bleed, you have to be in the trenches with them. 4. Culture Only Means One Thing: Winning Forget superficial jargon like "hackers" or "ex-founders." Strip away the corporate fluff. A great startup culture is aggressively optimized around one single word: Winning. 5. Lifespan vs. Victories Building something world-historic requires radical sacrifice. When asked if he'd rather build a trillion-dollar company and die at 50, or fail and live to 80, the answer was easy. "I would rather measure my lifespan in victories." 6. Reject the Comfort of "Quiet Quitting." If you are operating in a hyper-growth environment and your days off happen to be Saturday and Sunday every single week, you are quiet quitting. To win, you must deliberately bypass the off-ramps of personal comfort and low volatility. Corgi isn't for everyone—and that’s exactly the point.
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Brian Fritton retweeted
software engineering in 2026: - your package manager is compromised - your cloud provider blocks your account - github itself is hacked software is solved
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Brian Fritton retweeted
President Obama on Iran: “We pulled it off without firing a missile. We got 97% of their enriched uranium out. There’s no dispute that it worked and we didn’t have to kill a whole bunch of people or shut down the Strait of Hormuz”
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Brian Fritton retweeted
I think @stripe just mass produced a business model for every AI startup on earth and increased their TAM exponentially. Customer buys a shirt for $40, Stripe takes 2.9% + 30 cents. It's a simple formula, but token billing is completely different. AI costs are variable. They shift by model, by provider, by week. A startup using Claude for 40% of inference and GPT-4o for 60% has a blended cost structure that changes every time Anthropic or OpenAI adjusts pricing... which is constantly. Stripe is now ingesting those real-time model prices, applying the startup's target markup, metering per-customer usage, and generating the invoice automatically. That's constructing unit economics at a scale and complexity far beyond anything in traditional payments. And the data asset being created by them is a massive moat. OpenAI knows what OpenAI charges, and Anthropic knows what Anthropic charges. But Stripe will know what every model charges, what every startup pays, what every startup marks up, and what every end customer actually consumes. But the gateway is where this gets really interesting. Stripe's AI gateway routes inference, returns the response, and attributes tokens to the customer in one API call. Today it's "pick the best model." Tomorrow it's "Stripe recommends the model that optimizes your target margin across 12 providers in real time." The moment that recommendation engine turns on, model providers start competing on Stripe's terms. Pricing power inverts from provider to platform. This is AWS turned sideways (or i guess diagonally). Amazon didn't build apps... they built the infrastructure every app depended on, then used the data to optimize the infrastructure itself. Stripe is running the same playbook on AI economics instead of AI compute. I truly believe that token billing will make Stripe the most strategically important company in tech that doesn't train a model.
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Brian Fritton retweeted
As someone who usually disagrees with @DarioAmodei, I gotta give him *major* props for this one. “If you believe you have the right to force me—use your guns openly. I will not help you to disguise the nature of your action." This is what Hank Rearden, the steel magnate from Ayn Rand’s Atlas Shrugged, tells the government after disobeying its command to run his business in a manner contrary to his conscience. Amodei channeled Rearden’s spirit in a letter refusing to remove safeguards from Claude, as requested by the War Department.
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Brian Fritton retweeted
Outside Anthropic's office in SF... intense moment!
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Brian Fritton retweeted
Zoning has been a scam. @JBPritzker just came out swinging. The suburbs have weaponized single-family zoning, parking minimums and permit BS to keep density out The BUILD plan JB just introduced is the first real answer: - Multi-unit housing on most residential lots, by right ≤2,500 sq ft: 1 unit 2,500–5,000 sq ft: up to 4 units 5,000–7,500 sq ft: up to 6 units 7,500+ sq ft: up to 8 units - ADUs legal everywhere statewide, no more local bans - Towns that take their sweet time with permits can lose control of the process - Parking minimums killed for middle housing - Impact fees standardized so towns can't price-out what they don't want built The next step is the General Assembly. Specific thresholds are still being negotiated, which means this is where it gets gutted if we're not paying attention. The NIMBY's are going to come out strong, we need to fight back.
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Brian Fritton retweeted
A very insightful interview with an $MSFT employee who works on Copilot on the SaaS disruption debate: 1. According to him, AI doesn't eliminate software value; it redistributes it. He thinks the recent declines in software share prices due to AI risk are partially justified, as it can compress margins, lower switching costs, and shift value from the application layer to the platform or maybe even the model layer. He thinks companies with strong proprietary data, deep workflow integration, and AI execution capability are more likely to expand value rather than lose it. 2. He gives a good example of value for a SaaS provider. The advantage isn't that we host your data, it's that we see patterns like no single customer can see, explaining the value of pattern intelligence across millions of records. He also thinks that in an AI world, owning where revenue decisions happen may be more valuable than owning where attention happens. 3. If SaaS gross margins move from 85% down to 50-60%, the math forces a redesign of the SaaS model. He thinks that if 20-30% of gross margin disappears, the most logical offset is sales and marketing efficiency. The industry will no longer look like the classic SaaS industry, but will more closely resemble an infrastructure economy. Not all players can sustain that 30% operating margin. 4. According to him, $MSFT's Satya always says we're going to have 1.3 billion agents by 2028. He thinks we are rapidly moving from AI that answers to a more agentic mode where AI does. The next 6-12 months are all about orchestration and enterprise control. He thinks the year won't be about AI getting smarter, but more about AI becoming more reliable and integrated into real business processes. 5. He thinks OpenAI and Anthropic realized they can't win enterprise adoption with a raw model alone. They're building distribution, partnerships, and verticalization layers to solve real workflows, not just offer a smart chatbot. The battle is shifting from model intelligence to deployment simplicity and ROI clarity. The winning formula is reducing friction between capabilities and a business outcome. Enterprise adoption accelerates when AI feels like a feature of the existing system and not a science experiment that's just bolted on the side. found on @AlphaSenseInc
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