Email: Scaling tradeoffs ⚖️, warm investor intros 🤝, Series A squeeze 📉

Subject:
Scaling tradeoffs ⚖️, warm investor intros 🤝, Series A squeeze 📉
Received:
9/4/2026, 12:07:58 PM
From:
"TLDR Founders" <dan@tldrnewsletter.com>
To:
silk.theater.56@fwdnl.com
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&lt;div style="display: none; max-height: 0px; overflow: hidden;"&gt;Venture capital in the US skews towards scaling over profitability, with significant implications for startups. Founders face a choice&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;‌&nbsp;&lt;/div&gt;































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&lt;h1&gt;&lt;strong&gt;&nbsp;TLDR Founders &lt;span id="date"&gt;2026-09-04&lt;/span&gt;&lt;/strong&gt;&lt;/h1&gt;
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&lt;div style="text-align: center;"&gt;&lt;span style="font-size: 36px;"&gt;📈&lt;/span&gt;&lt;/div&gt;
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&lt;h1&gt;&lt;strong&gt;Headlines &amp; Trends&lt;/strong&gt;&lt;/h1&gt;
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&lt;span&gt;
                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Faswathdamodaran.substack.com%2Fp%2Fthe-scaling-versus-profitability%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/7GjeeEeGjXMK78gNaOWgF1DKxEI8Ho846XS3HOgkyek=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;The Scaling versus Profitability Trade-off: Venture Capital's Weakest Link! (33 minute read)&lt;/strong&gt;
                                    &lt;/span&gt;
&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    Venture capital in the US skews towards scaling over profitability, with significant implications for startups. Founders face a choice: build a smaller, profitable business or pursue rapid revenue growth, often giving up control and delaying profit. Market dynamics, industry structure, and access to capital heavily influence these critical decisions, leading to diverse outcomes from successful scale-ups like Google to flawed models like WeWork.
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                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Ftechcrunch.com%2F2026%2F09%2F03%2Fstartup-arr-is-less-secure-than-ever-new-research-shows%2F%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/yPDQJ8ujuZTwX0U7gtG_0oxVaTvrj2aBse5GmhnIz98=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;Startup ARR is less secure than ever, new research shows (3 minute read)&lt;/strong&gt;
                                    &lt;/span&gt;
&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    74% of 150 enterprise IT professionals in a survey plan to expand their AI budgets in the next 12 months, and the rest plan to hold spending steady. However, these same enterprises say that fewer than half of their AI pilots ever make it into full production. Even when an enterprise does roll out the AI tech, it doesn't commit to it long term. Enterprise revenue remains insecure, even after a startup's AI product graduates out of a pilot phase and gets adopted by a company.
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                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Finsights.euclid.vc%2Fp%2Fforward-deployed-everything-fde-quinn-litherland-revin-ai%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/U4tmKFDZvsc7LYiA3H6shdQO7tMBBmwnBAPIJLA9w2s=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;Forward-Deployed Everything (14 minute read)&lt;/strong&gt;
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&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    Forward-deployed engineering can teach you which workflows to own, how to institutionalize them, how to price the value you create, and give you the customer perspective and language to understand how to sell and market. Companies that use FDE as a crutch risk becoming consulting firms. Using FDE with reckless abandon may result in a sprawling roadmap and an incoherent product without compounding value. The best Vertical AI founders use FDE to parse granular customer operations, iterate to a generalizable product, and unearth the action layer of an industry.
                                &lt;/span&gt;
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&lt;div style="text-align: center;"&gt;&lt;span style="font-size: 36px;"&gt;🧠&lt;/span&gt;&lt;/div&gt;
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&lt;h1&gt;&lt;strong&gt;Strategies &amp; Tactics&lt;/strong&gt;&lt;/h1&gt;
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                                    &lt;span&gt;
                                        &lt;strong&gt;How to get a warm intro to investors (7 minute read)&lt;/strong&gt;
                                    &lt;/span&gt;
&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    Warm investor introductions work best when founders first create value and credibility around a fund's thesis. Portfolio founders, useful content, helping portfolio companies, and advice relationships can turn outreach into trust before any fundraising ask.
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                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Flinks.tldrnewsletter.com%2FRWLdri/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/Zz00V-hOTB7W6H8_MFSFbhO8fUEiHCTY4EwqMylWx8c=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;I'm 30. I built an AI startup called GojiberryAI doing over $4M ARR in one year (4 minute read)&lt;/strong&gt;
                                    &lt;/span&gt;
&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    A founder who took GojiberryAI from nothing to about $3.5M ARR in twelve months, and got into YC, wrote up what he would do from zero. His answer is that reply rates come down to who you send to. He sold with a six-slide deck and made his first $10K before writing code. His customer was painfully specific: founders at 20-person SaaS companies about to hire a first sales rep. Outbound went only to people showing intent, and he puts the reply rate at 25-40% against the usual 1-2%. One channel at a time, priced at $99 a month.
                                &lt;/span&gt;
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&lt;div style="text-align: center;"&gt;&lt;span style="font-size: 36px;"&gt;⚒️&lt;/span&gt;&lt;/div&gt;&lt;/div&gt;
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&lt;div style="text-align: center;"&gt;

&lt;h1&gt;&lt;strong&gt;Tools &amp; Resources&lt;/strong&gt;&lt;/h1&gt;
&lt;/div&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

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&lt;span&gt;
                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fworkos.com%2Fchangelog%2Fagent-auth%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/R_Q-e2uzvTo90miwlo2cvDXsKv3EtKa8_xJjd2MqjzE=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;Agent Auth (Website)&lt;/strong&gt;
                                    &lt;/span&gt;
&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    Agents need identities and credentials. This usually means handing them a long-lived API key or letting them borrow a user's session. Agent Auth gives agents real identities in AuthKit. Users define blueprints for what an agent is allowed to do, and the agent gets short-lived, tightly scoped tokens every time it runs.
                                &lt;/span&gt;
&lt;/span&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

&lt;table align="center" border="0" cellpadding="0" cellspacing="0" width="100%"&gt;&lt;tbody&gt;&lt;tr&gt;&lt;td class="container" style="padding: 15px 15px;"&gt;
&lt;div class="text-block"&gt;
&lt;span&gt;
                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fblog.google%2Fproducts-and-platforms%2Fproducts%2Fworkspace%2Fvoice-features-gmail-docs-keep%2F%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/R4MWL3Di26tyiSRnx6RRpBn8mV-RpiZ82JnYGvOw_So=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;Use your voice to get more done in Gmail, Docs, and Keep (3 minute read)&lt;/strong&gt;
                                    &lt;/span&gt;
&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    Google has added three new voice-activated features to its Google Workspace products. Users can now speak naturally to draft documents, locate important information from their inbox, and capture fleeting thoughts quickly. The new features are rolling out this week. They will be available in Gmail and Keep for Google AI Plus, Pro, and Ultra subscribers, and in Docs for Pro and Ultra subscribers. They are also coming soon for Google Workspace business customers.
                                &lt;/span&gt;
&lt;/span&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;


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&lt;div class="text-block"&gt;
&lt;div style="text-align: center;"&gt;&lt;span style="font-size: 36px;"&gt;🎁&lt;/span&gt;&lt;/div&gt;&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

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&lt;div class="text-block"&gt;
&lt;div style="text-align: center;"&gt;&lt;strong&gt;&lt;h1&gt;Miscellaneous&lt;/h1&gt;&lt;/strong&gt;&lt;/div&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

&lt;table bgcolor="" style="table-layout: fixed; width: 100%;" width="100%"&gt;&lt;tbody&gt;&lt;tr&gt;&lt;td style="padding:0;border-collapse:collapse;border-spacing:0;margin:0;" valign="top"&gt;

&lt;table align="center" border="0" cellpadding="0" cellspacing="0" width="100%"&gt;&lt;tbody&gt;&lt;tr&gt;&lt;td class="container" style="padding: 15px 15px;"&gt;
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                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Flinks.tldrnewsletter.com%2FxNx4KY/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/EsNeqm31KUM3DpKNMG4za8yH1dZRAusYJdotVk6PXLM=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;AI Productivity Doesn't Mean What I Thought It Means (4 minute read)&lt;/strong&gt;
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&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    AI productivity may raise quality rather than reduce human effort. In one writing workflow, editing volume stayed constant while AI lifted the quality floor, suggesting automation lets knowledge workers concentrate on craft and produce better work with the same effort.
                                &lt;/span&gt;
&lt;/span&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

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&lt;div class="text-block"&gt;
&lt;span&gt;
                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fjaydimonte.substack.com%2Fp%2Fthe-series-a-is-dead-long-live-the%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/oyO7AWokJ8LjxEY6IVll7Xi0f_JLhfdFGQpm22EtkCo=452"&gt;
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                                        &lt;strong&gt;The Series A is dead, Long live the Series A (9 minute read)&lt;/strong&gt;
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&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    Series A rounds are growing larger, with median sizes quadrupling over the last decade, pushing many funds out and refocusing investments into pre-seed and seed stages. The market now features fewer Series A investors, leading to less liquidity and an emphasis on companies with extreme growth or ambitious narratives. Small funds struggle as they must adapt to these expectations while focusing on higher concentration strategies and potential exits in the changing landscape.
                                &lt;/span&gt;
&lt;/span&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

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&lt;span&gt;
                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fchrisneumann.com%2Farchives%2Fbefore-you-start-fundraising-you-need-to-get-acclimated%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/4_ZV56lBNJbiHSX_PMEQSWfCoKdbnCj7NIuE1AR39Y4=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;Before You Start Fundraising, You Need to Get Acclimated (4 minute read)&lt;/strong&gt;
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&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    Prepare for Silicon Valley fundraising by adjusting to its faster pace and intense urgency. Seek feedback from current, local founders or spend 2-3 weeks in San Francisco for real-time insights. This approach helps bridge the velocity gap between Silicon Valley and other regions.
                                &lt;/span&gt;
&lt;/span&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

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&lt;div style="text-align: center;"&gt;&lt;span style="font-size: 36px;"&gt;⚡&lt;/span&gt;&lt;/div&gt;&lt;/div&gt;
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&lt;div style="text-align: center;"&gt;

&lt;h1&gt;&lt;strong&gt;Quick Links&lt;/strong&gt;&lt;/h1&gt;
&lt;/div&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

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&lt;span&gt;
                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fashley.rolfmore.com%2Fai-is-stopping-startups-from-completing-puberty%2F%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/BvOmsopxcvBUOfXxKjxIwUvNMKqB_BIPuy_F1nBucsE=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;AI is stopping startups from completing puberty (6 minute read)&lt;/strong&gt;
                                    &lt;/span&gt;
&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    AI tools are masking critical growth issues in startups by making operational workarounds too easy, preventing necessary organizational changes for scaling.
                                &lt;/span&gt;
&lt;/span&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

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&lt;div class="text-block"&gt;
&lt;span&gt;
                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fsolofounders.com%2Fblog%2F65-of-startups-die-from-co-founder-conflict-julian-weisser-on-the-six-questions-people-actually-ask-about-going-solo%2F%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/vdY5TXalZdfiBfzGQ0a81BYCRdjV7ZXUaP1JiBVfR08=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;65% of Startups Die From Co-Founder Conflict. Julian Weisser on the Six Questions People Actually Ask About Going Solo (8 minute read)&lt;/strong&gt;
                                    &lt;/span&gt;
&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    65% of startup failures result from co-founder conflicts, making solo founding an attractive alternative despite its own challenge of isolation.
                                &lt;/span&gt;
&lt;/span&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

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&lt;span&gt;
                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fwww.theaiopportunities.com%2Fp%2Fthe-doug-leone-playbook%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/CieUXmDcIJ7Rx99VtaUZGn4rxu8FGnauldEQiU36-o8=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;The Doug Leone Playbook (2 minute read)&lt;/strong&gt;
                                    &lt;/span&gt;
&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    Doug Leone, after 26 successful years at Sequoia, says he will consider retiring if he feels irrelevant in nine months.
                                &lt;/span&gt;
&lt;/span&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

&lt;table align="center" border="0" cellpadding="0" cellspacing="0" width="100%"&gt;&lt;tbody&gt;&lt;tr&gt;&lt;td class="container" style="padding: 15px 15px;"&gt;
&lt;div class="text-block"&gt;
&lt;span&gt;
                                &lt;a href="https://tracking.tldrnewsletter.com/CL0/https:%2F%2Fthefounderplaybook.hustlefund.vc%2Fp%2Fproduct-vs-distribution-startup-growth%3Futm_source=tldrfounders/1/010001a06c518d0a-e989eeeb-7025-4588-abc6-6af246a5e758-000000/MTNnTViuaQRt_OFC6dsr9vlwutUndcWkhwU_QX3A5OU=452"&gt;
                                    &lt;span&gt;
                                        &lt;strong&gt;Product or Distribution: Which One Actually Builds a Company? (4 minute read)&lt;/strong&gt;
                                    &lt;/span&gt;
&lt;/a&gt;
&lt;br&gt;
&lt;br&gt;
&lt;span style="font-family: &quot;Helvetica Neue&quot;, Helvetica, Arial, Verdana, sans-serif;"&gt;
                                    People love to say build something people want, but a seed fund estimates that about 5% of its early-stage portfolio has a demand problem, while the other 95% have a customer-acquisition problem.
                                &lt;/span&gt;
&lt;/span&gt;
&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;

&lt;/td&gt;&lt;/tr&gt;&lt;/tbody&gt;&lt;/table&gt;





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