TLDR Founders

TLDR FOUNDERS 2026-05-29

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02STRATEGIES & TACTICS

24 TIPS FOR GIVING S-TIER DEMOS

A good demo can be the difference between success and failure. This post presents a list of what sets S-tier demos apart from the rest. It covers the basic structure of a demo, storytelling tactics, setup and delivery, and more.

newsletter.posthog.com7 min read

DO YOU HAVE SEARCH MARKET FIT FOR AEO/SEO?

The requirement to understand the user was true when SEO was purely about traditional search. It is even more true now that AI has substantially altered the user journey. Businesses need to confirm whether users who would benefit from what they have to offer are actually searching for it, and whether what they find when they arrive matches the performance the business delivers. If either is not true, they need to redirect their search budget.

productledseo.com11 min read

03TOOLS & RESOURCES

Sponsored

AN INSIDE LOOK AT THE AI SALESOPS ENGINE THAT POWERS PLANE'S $MM ARR

Plane co-founder Staszek Kolarzowski (YC '17) will give live demos [10]of the AI engine he built to run sales targeting, call coaching, and commissions that scaled to $Ms in ARR in this live webinar. Join to see what's in production and the hard-earned lessons that shaped

links.tldrnewsletter.comSponsor

INTRODUCING DYNAMIC WORKFLOWS IN CLAUDE CODE

Anthropic has introduced a new dynamic workflows feature in Claude Code that helps Claude take on challenging tasks end-to-end. Dynamic workflows can handle problems too big for one pass by a single agent, dynamically writing orchestration scripts that run tens to hundreds of parallel subagents. It is available now in research preview for users on Max, Team, and Enterprise plans and on the Claude API, Amazon Bedrock, Vertex AI, and Microsoft Foundry. The feature consumes substantially more tokens than usual, so users should start on a scoped task to get a feel for usage.

claude.com5 min read

THE NEXT GENERATION OF AMAZON OPENSEARCH SERVERLESS IS NOW GENERALLY AVAILABLE

Amazon OpenSearch Serverless is a fully managed search and vector engine designed to build agents. It now auto-scales 20 times faster and provisions resources in seconds. The latest update introduces complete decoupling of compute and storage through a new shared storage layer, so customers can scale compute up and down independently. OpenSearch Serverless now features native integrations with AI development platforms, so developers can provision search infrastructure directly from their development environments using natural language commands.

aws.amazon.com2 min read

04MISCELLANEOUS

LOSING YOUR INVESTORS' MONEY IS ALREADY PRICED IN

The General Partner model and the startup model are not the same game. Startups are supposed to chase huge, ambitious targets, knowing that most who try will fail. General Partners run diversified portfolios specifically so they don't lose their liquidity providers' money. Many founders grind themselves down trying to get their investors some kind of return when the investors have already written the company off a long time ago. These founders are better off shutting it down and figuring out the next thing.

links.tldrnewsletter.com3 min read

THE FALLACY OF "DEFENSIBILITY"

The defensibility question can become a trap at seed. Most great companies do not start with a perfect moat. They build one by learning faster, hiring better, earning trust, and executing for longer than everyone else. The founder takeaway is not to ignore moats. It is to know when “what stops OpenAI from building this?” is a real risk, and when it is just a lazy way to underrate speed, taste, and customer obsession.

memos.hawkhill.ventures3 min read