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<div style="display: none; max-height: 0px; overflow: hidden;">Everyone keeps saying AI agents will kill systems of record. The opposite might be true. Ask sales what your ARR is, and you get one number </div>
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fcarta.com%2Fevents%2Fstartup-taxes-101-essentials%2F%3Futm_campaign=20251215-amer-corp-cap-startuptaxes101_founders%26utm_medium=newsletter%26utm_source=tldr/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/2P7pIFOseN6cJAswvRgTxqxp9LRTcPJ7TgQWOP4b5QI=435"><img src="https://images.tldr.tech/carta.png" valign="middle" style="vertical-align: middle !important; height: 100%;" alt="Carta"></a></td></tr></tbody></table>
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<h1><strong> TLDR Founders <span id="date">2025-12-15</span></strong></h1>
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fcarta.com%2Fevents%2Fstartup-taxes-101-essentials%2F%3Futm_campaign=20251215-amer-corp-cap-startuptaxes101_founders%26utm_medium=newsletter%26utm_source=tldr/2/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/sBuznRUvOxOUJbTfKI72y9koWdHjGTK5fCq6A2fGuBk=435">
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<strong>The tax mistakes first-time founders keep making (Sponsor)</strong>
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Most first-time founders don't <a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fcarta.com%2Fevents%2Fstartup-taxes-101-essentials%2F%3Futm_campaign=20251215-amer-corp-cap-startuptaxes101_founders%26utm_medium=newsletter%26utm_source=tldr/3/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/73L422SVbG9xalLqlwefJVBUCfdrRPt_UYnqWqQ22_Y=435" rel="noopener noreferrer nofollow" target="_blank"><span>think about taxes</span></a> until it's too late. By then, a wrong entity structure or a mishandled stock option grant can mean thousands in unnecessary tax liability.
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<p>Carta put together a <a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fcarta.com%2Fevents%2Fstartup-taxes-101-essentials%2F%3Futm_campaign=20251215-amer-corp-cap-startuptaxes101_founders%26utm_medium=newsletter%26utm_source=tldr/4/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/AcIXGuo-KMn5oFdVcPIEdHa3LDucIaBDuv_hC0BTFf0=435" rel="noopener noreferrer nofollow" target="_blank"><span>free webinar</span></a> with CPAs from Kruze Consulting to walk through the essentials. It's designed for founders who'd rather be building product than deciphering IRS forms.</p>
<p>The video covers:</p>
<ul>
<li>Staying compliant from day one (without a full-time accountant)</li>
<li>Setting up your entity for tax efficiency</li>
<li>How ISOs, NSOs, and RSAs actually work — and what that means for you and your team</li>
</ul>
<p><a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fcarta.com%2Fevents%2Fstartup-taxes-101-essentials%2F%3Futm_campaign=20251215-amer-corp-cap-startuptaxes101_founders%26utm_medium=newsletter%26utm_source=tldr/5/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/f0lAOOwEEc_2SgSidRXOkC9pB6GcSrJWdsbOStmCI0g=435" rel="noopener noreferrer nofollow" target="_blank"><span>Watch the recording</span></a>
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<h1><strong>Headlines & Trends</strong></h1>
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fcloudedjudgement.substack.com%2Fp%2Fclouded-judgement-121225-long-live%3Futm_source=tldrfounders/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/C9Odp9VGG_gFkkWYYdbuUGT_uftQoDLCxyL_SK6H7nY=435">
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<strong>Long Live Systems of Record (8 minute read)</strong>
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<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
Everyone keeps saying AI agents will kill systems of record. The opposite might be true. Ask sales what your ARR is, and you get one number. Ask finance, and you get another. Humans can talk it out - agents can't. The more we automate, the more someone needs to decide what the correct answer actually is.
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwww.saastr.com%2Fthe-state-of-seed-today-10-key-learnings-from-cartas-latest-data%2F%3Futm_source=tldrfounders/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/gbDZyHVnUIwUw_JiF7FpA1y2rMJL5leJd2dFKOVyM4Q=435">
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<strong>The Real State of Seed Today: The Top 10 Learnings from 50,000 Startups, Per Carta's Latest Data (7 minute read)</strong>
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The seed market is healthy but bifurcated. AI companies are operating in a different universe than everyone else, who is competing for a smaller share of attention with leaner teams and longer runways. SAFEs have become completely standardized, and solo founding is increasingly viable, but remains a handicap for fundraising. The fundamentals are still the same: build something people want, get to metrics that matter, and raise when you have the leverage.
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Ftomtunguz.com%2Fai-value-gap-bundling%2F%3Futm_source=tldrfounders/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/niJ6MkBWceLAt8z3vrhsfQV6ZpWxC2C27C3IZEAiKLs=435">
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<strong>The AI Value Gap: Where Does the $7,000 Per Seat Go? (2 minute read)</strong>
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<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
OpenAI claims that AI saves the average white-collar worker 54 minutes per day. Currently, vendors capture 10% to 15% of that value, leaving employers and employees with 85% to 90% value capture. This gap suggests that significant pricing power remains untapped. Bundling further complicates the picture - there appears to be a market for best-in-class vertical tools even when bundled alternatives exist.
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fcontraryresearch.substack.com%2Fp%2Fthe-age-of-composable-software%3Futm_source=tldrfounders/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/qF7480lLVwRNPcT031FFva3MBoPwNw-DNoEC54biG_0=435">
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<strong>The Age of Composable Software (6 minute read)</strong>
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<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
Software has always faced a brutal trade-off - you can have customization or affordability, never both. Affordability always won. That's why personal computers were never really personal, and most apps follow "one codebase to rule them all." AI changes this math so dramatically that the trade-off might finally break down. Instead of killing software, AI could make it infinitely personalized - built for an end-market of one.
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<div style="text-align: center;"><span style="font-size: 36px;">🧠</span></div>
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<h1><strong>Strategies & Tactics</strong></h1>
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwriting.nikunjk.com%2Fp%2Fplay-rigged-games%3Futm_source=tldrfounders/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/zSK1vHAroEf9Dhsvv13TgYnuGyWYZrOTmc-V8zTrp_k=435">
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<strong>Play Rigged Games (3 minute read)</strong>
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Unfair advantages come in three flavors: product insight, go-to-market edge, or technical moats. One common thread among successful founders is an obsession that rational people would walk away from. They solved problems they couldn't stop thinking about. Find your edge and stop fighting fair.
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwww.mostlymetrics.com%2Fp%2Fhow-much-equity-can-you-give-to-employees-before-it-s-a-problem%3Futm_source=tldrfounders/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/IzW7nqt3J56IOcDJBkI038VHczHJxRxb4G7Cw19MMaI=435">
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<strong>How Much Equity Can You Give to Employees Before It's a Problem? (6 minute read)</strong>
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The median public tech company spends 12% of revenue on stock-based compensation. Sounds outrageous until you see that actual shareholder dilution is under 2%. The math is simple - SBC is measured against revenue, dilution against market cap. A company trading at 4x revenue spending 12% on SBC only dilutes 3% of market cap. The companies getting killed aren't spending 20% on SBC. They're the ones growing 5% while pretending they're still a growth story.
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<h1><strong>Tools & Resources</strong></h1>
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwww.nmi.com%2Fwhite-label-payments-the-key-to-supercharging-your-brand%2F%3Futm_source=tldrfounders/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/0JuA0UaxdMxWIRVUuVEBZsKS7jlCoRSEj8jk1Xh1SXw=435">
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<strong>Stop renting payments from Stripe (Sponsor)</strong>
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Why promote someone else's brand? <a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwww.nmi.com%2Fwhite-label-payments-the-key-to-supercharging-your-brand%2F/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/wj4XiepUxa9FuhBNCBjU-CZAV2oRZKMHhA5ghgYt1fg=435" rel="noopener noreferrer nofollow" target="_blank"><span>White-label payments</span></a> let you build a revenue stream that you control, keeping your brand stays front and center - while taking the burden of compliance out of the equation. <a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwww.nmi.com%2Fwhite-label-payments-the-key-to-supercharging-your-brand%2F/2/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/cDzLJmLuTzTHcIccBw_yAFrEtrNEb0LnlVs8NyNrt5Y=435" rel="noopener noreferrer nofollow" target="_blank"><span>Learn more about white-label payments with NMI</span></a>
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<strong>Macaly (Tool)</strong>
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AI platform for creating and managing websites and apps with built-in editing, data tools, and publishing.
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<strong>commitify.me (Tool)</strong>
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<div style="text-align: center;"><strong><h1>Miscellaneous</h1></strong></div>
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<strong>AI Pulls VC and PE Into the Same Orbit (3 minute read)</strong>
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AI is transforming labor-heavy service sectors, putting SMB and mid-market businesses within reach for tech startups and collapsing the historical divide between venture capital and private equity. PE funds are becoming distribution channels for AI products, while founders use PE portfolio pages as idea maps as AI expands TAM for legacy software categories. AI native rollups accelerate the convergence as VC-backed platforms acquire traditional services firms and rebuild them around automated operations.
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<strong>The Map is Not the Territory (4 minute read)</strong>
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VCs treat the power law like a selection tool when it's actually just a description of what happens after the dust settles. They look at seed-stage startups and ask, "Is this a power law company?" - but that's a category error. Uber looked like a black car service for rich people. Airbnb was for travelers who couldn't afford hotels. Both got passed because investors couldn't model a $10B outcome. The irony is that power law returns almost always come from market creation, not capturing predictable share of existing markets.
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Implement migration patterns in AI API calls to maintain flexibility and reliability amid frequent model changes. Utilize service tiers like OpenAI's Flex for cost-efficient backend operations, cutting expenses by up to 50% without sacrificing data quality. Employ rate limiting and circuit breakers to manage resource usage effectively and mitigate unexpected costs or abuse in AI systems.
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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>
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<strong>🆕 Salesforce launches its first free-forever CRM for startups (Sponsor)</strong>
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Salesforce's first perpetually free CRM helps companies ditch fragmented spreadsheets. Grow with the world's most trusted platform. No trial, no credit card - it's free. <a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwww.salesforce.com%2Fform%2Fsignup%2Ffree-crm-newsletter%2F/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/D14t2ITTmjj_1xZxyyKqmi0PNKJzr8fgMwMRIUMiD2g=435" rel="noopener noreferrer nofollow" target="_blank"><span>Check it out</span></a>
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You don't have to take more risk, just structure your life to be exposed to the upside.
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<strong>AI drives record seed funding in 2025 (4 minute read)</strong>
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In 2025, seed funding surged with record-breaking rounds, particularly in AI, and US companies secured nearly half of the global seed investments.
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<strong>Nobody "Wants" AI (2 minute read)</strong>
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<span style="font-family: "Helvetica Neue", Helvetica, Arial, Verdana, sans-serif;">
Henry Ford's customers didn't want cars, they wanted to get from point A to point B - cars just fit that demand better than horses.
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<strong>Silence Might Be Killing Your Culture (4 minute read)</strong>
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Leaders talk constantly - emails about deadlines, budget updates, workflow changes - but go months without mentioning vision or values.
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<a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fthebootstrappedfounder.com%2Fvibe-coding-wont-kill-saas%2F%3Futm_source=tldrfounders/1/0100019b222c734a-b6a020e4-03b8-4212-90d5-91a633f464cf-000000/8UYNEdumYI2NbM7693EmZ95HnTzfh5LR-HfP6FE6LtU=435">
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<strong>Vibe Coding Won't Kill SaaS (9 minute read)</strong>
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Vibe coding is changing how value is communicated - people will still pay for edge cases, interrogations, and the accumulated wisdom from serving real customers with real problems.
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