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<div style="display: none; max-height: 0px; overflow: hidden;">An AWS outage in its northern Virginia data center, US-EAST-1, disrupted major sites like Snapchat and Reddit globally. </div>
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<h1><strong> TLDR Founders <span id="date">2025-10-27</span></strong></h1>
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<strong>A handful of TLDR founders will get $1,000 off a Wing Assistant (Sponsor)</strong>
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<p>A select number of TLDR founders can unlock $1,000 off their first Wing Executive Assistant plan. Wing only hires the <a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwingassistant.com%2Ftldr%2F/4/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/cyOB8f9PgkO84sKryXBJNCfC4NaY44TKLtMhZiIuT_E=428" rel="noopener noreferrer nofollow" target="_blank"><span>top 0.1% of half a million annual applicants</span></a>, allowing founders to reclaim 30–80h/week for higher-value work.</p>
<p>👉 Marketing, sales, admin, software- Wing has assistants for 22+ service lines, currently serving 10K+ clients with highest average client tenure in the industry.</p>
<p>Whether you're pitching your first investors, scaling through Series A, or leading a global enterprise, Wing has an assistant for you. </p>
<p><a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwingassistant.com%2Ftldr%2F/5/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/c_XHxUIG4EfkrKzfHs6zX-FzoVj_97bmSgcsRWWAE38=428" rel="noopener noreferrer nofollow" target="_blank"><span>Claim your credit before it's gone</span></a>
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<strong>Amazon's AWS nears recovery after major outage disrupts apps, services worldwide (7 minute read)</strong>
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An AWS outage in its northern Virginia data center, US-EAST-1, disrupted major sites like Snapchat and Reddit globally. The issue, rooted in DNS problems with the DynamoDB API, impacted platforms in gaming, finance, and more. AWS is addressing the problem, but lingering issues persist.
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<strong>Snap eyes $1 billion fundraise for AR glasses (1 minute read)</strong>
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Snap aims to raise $1 billion for its AR glasses division. CEO Evan Spiegel is negotiating with potential investors, including Saudi Arabia's Public Investment Fund. This fundraising effort highlights Snap's commitment to advancing its AR technology.
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<strong>AI data center startup Crusoe raising $1.38 billion in latest funding round (1 minute read)</strong>
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Crusoe is raising $1.38 billion in a Series E round led by Valor Equity Partners and Mubadala Capital, valuing the company at $10 billion. Key investors include Nvidia, Fidelity Management, and Founders Fund. Crusoe recently launched the first phase of its 1.2 gigawatt data center in Abilene, Texas.
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<h1><strong>Strategies & Tactics</strong></h1>
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<strong>Turning First Meetings Into Real Pipeline (4 minute read)</strong>
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If first calls aren't turning into deals, don't just push for more meetings – figure out why. Start by collecting data: run call transcripts through an LLM or have reps record structured feedback. Are you talking to the right companies, the right buyers, and saying the right things? Then tighten stage definitions so “qualified” means the same thing to everyone. Use a scorecard to rate each call on discovery, pain, and next steps to see where reps fall short. From there, build training around the patterns, role-play for storytelling, ICP refinement for targeting, and coach on urgency when deals stall. Fix the system before you add volume. Clear criteria and consistent coaching turns activity into actual pipeline.
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<strong>How This Startup Found Product-Market Fit in Fintech (5 minute read)</strong>
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Casca shows how product-market fit happens when startups move from guessing to learning directly from customers. The team embedded inside banks, observing how lenders worked and solving problems as they appeared, instead of relying on assumptions or slide decks. That focus turned slow, manual loan approvals into an automated process that banks now depend on. The lesson is clear: PMF is rarely a perfect product or vision. It comes from sitting close enough to customers to feel their pain, building something that fixes it, and repeating the cycle until demand pulls you forward.
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<strong>Why Pitches Fail (4 minute read)</strong>
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Most startup pitches miss because founders try to explain too much. They know every corner of the business and assume investors need to, too. In ten minutes, that turns into a firehose of slides, acronyms, and backstory. However, a pitch is less about teaching and more about sparking interest. Investors don't need to understand everything, they just need to care enough to ask for another meeting. The best decks keep it simple: one clear problem, one sharp solution, a few proof points, and a story that makes sense.
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<h1><strong>Tools & Resources</strong></h1>
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<strong>a16z on who's winning in the AI monetization race (Sponsor)</strong>
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AI is transforming products and redefining how software companies make money. Hear from Martin Casado, General Partner at Andreessen Horowitz, in <a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fmetronome.com%2Fwebinars%2Fmonetization-operating-model-webinar-series%3Futm_campaign=monetization-wp%26utm_medium=newsletter%26utm_source=tldr-founder%26utm_content=secondary/2/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/2SayAlD0oUYCqfjq_q1P1S7L21XuSILztvGDDyopKnc=428" rel="noopener noreferrer nofollow" target="_blank"><span>this live webinar</span></a> on how leading startups and public companies are building new monetization models for the AI era. <a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fmetronome.com%2Fwebinars%2Fmonetization-operating-model-webinar-series%3Futm_campaign=monetization-wp%26utm_medium=newsletter%26utm_source=tldr-founder%26utm_content=secondary/3/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/lbKDeqxfX2PHKTq9ZiHvr9RUiV_9XluQNlrrYZ1TRlk=428" rel="noopener noreferrer nofollow" target="_blank"><span>Register for the webinar</span></a>.
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwww.fabi.ai%2F%3Futm_source=tldrfounders/1/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/piQ6-jDLE2Zo_7jDgQ2v3bPJvXNDNwahmHtt5zjluls=428">
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<strong>Fabi.ai (Tool)</strong>
</span>
</a>
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<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
Fabi.ai lets you build, deploy, and share AI-powered data analyst agents that combine SQL, Python, and AI automation for fast, collaborative analysis.
</span>
</span>
</div>
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<span>
<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fdynamicmockups.com%2F%3Futm_source=tldrfounders/1/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/UwIGLcaJQ2nI3tjQGyc_fyqxhGrGpJIr6e5UJuuGWMc=428">
<span>
<strong>Dynamic Mockups (Tool)</strong>
</span>
</a>
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<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
Dynamic Mockups auto-generates bulk, studio-quality product mockups for e-commerce using your own Photoshop templates via API and integrations.
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</span>
</div>
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<div style="text-align: center;"><span style="font-size: 36px;">🎁</span></div></div>
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<div style="text-align: center;"><strong><h1>Miscellaneous</h1></strong></div>
</div>
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<span>
<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fbenn.substack.com%2Fp%2Fan-very-obvious-deal%3Futm_source=tldrfounders/1/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/7giFRWyLGVQhoXj49ZcHXoyO_U0D9K5uqy-cEWYv_r0=428">
<span>
<strong>A Very Obvious Deal (6 minute read)</strong>
</span>
</a>
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<br>
<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
Software pricing runs on psychology as much as math. Slack's promise to charge only for active users made people expect fairness tied to usage, and that mindset spread across SaaS. Once buyers learned to ask what something costs to run instead of what it's worth to them, value became harder to defend. That's dbt's problem: it powers data teams but doesn't handle the “expensive” part like storage or compute, so it looks easy to underprice. Fivetran brings scale and alignment, but not a fix to that perception. The merger matters less as a product move and more as a lesson in how pricing shapes who captures value in the modern data stack.
</span>
</span>
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<span>
<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fhowtogrow.substack.com%2Fp%2Fthe-divine-lever%3Futm_source=tldrfounders/1/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/n0Dy18nVpN1cN5cbV3zd56NHY-nDUeYDL82b62PG2hs=428">
<span>
<strong>The Divine Lever (4 minute read)</strong>
</span>
</a>
<br>
<br>
<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
Why do well-meaning founders struggle to focus on customers? Perhaps it's philosophical. Most founders operate from self: our goals, our vision, our version of progress. This author's answer is the divine lever: a pursuit that is purely good, rooted entirely in serving demand. When you find that lever, effort feels effortless because it pulls you instead of draining you.
</span>
</span>
</div>
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<span>
<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwww.proofofconcept.pub%2Fp%2Fusing-power-tools%3Futm_source=tldrfounders/1/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/Iv4pTsb_3L6JumeBbQU76z5dpy--zqdKKgsS2porzVE=428">
<span>
<strong>Power Tools (3 minute read)</strong>
</span>
</a>
<br>
<br>
<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
Every craft has a tool powerful enough to both create and destroy. In woodworking, it's the table saw. In software, it's the IDE. Mastering them takes patience, planning, and respect. The same rule applies to design and AI tools today: no-code and generators let anyone build fast, but speed without understanding leads to fragile results. They're great for sketches, not for structures meant to last. Knowing when to reach for power and when to work by hand is what separates craft from chaos.
</span>
</span>
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<div style="text-align: center;"><span style="font-size: 36px;">⚡</span></div></div>
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<h1><strong>Quick Links</strong></h1>
</div>
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fblog.excel.holdings%2Fp%2Falter-egos%3Futm_source=tldrfounders/1/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/Sk4mrIpR5SUpd4j5G2FumH-rIoVu3qvUJyRBIcERN5g=428">
<span>
<strong>Alter Egos and Getting Off Social Media (1 minute read)</strong>
</span>
</a>
<br>
<br>
<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
This founder writes about realizing how much of his drive came from ego disguised as purpose.
</span>
</span>
</div>
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<div class="text-block">
<span>
<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Ftomtunguz.com%2Fhypergrowth-vs-steady-compounding%2F%3Futm_source=tldrfounders/1/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/ayMWpYxYK7GeAnDYlTAbyHTXZYA28v2Dnadtr9T94FM=428">
<span>
<strong>The Math of Hypergrowth: Two Paths to the Same Goal (2 minute read)</strong>
</span>
</a>
<br>
<br>
<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
Slack and Atlassian both reached significant market caps with differing timelines to $1 billion revenue—Slack in 7 years, Atlassian in 17.
</span>
</span>
</div>
</td></tr></tbody></table>
<table align="center" border="0" cellpadding="0" cellspacing="0" width="100%"><tbody><tr><td class="container" style="padding: 15px 15px;">
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<span>
<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fgeorgian.io%2Fverticalized-voice-ai%2F%3Futm_source=tldrfounders/1/0100019a25a1e762-9b05d0ec-0e65-4b04-8d9a-f7acf4c12d0e-000000/qlUGo-uiD6go-LBtqpExA3lJGA_XSBOTYJjZqqtOnaI=428">
<span>
<strong>Verticalized Voice AI – The Next Application Layer Shift (3 minute read)</strong>
</span>
</a>
<br>
<br>
<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
Voice AI is poised to revolutionize software interfaces by integrating voice as the primary interaction layer, transforming workflows in regulated industries like healthcare, finance, and logistics.
</span>
</span>
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