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Smart Hacks

The hands-on idea from the bottom of each Tuesday newsletter. One move you can make this week, with the person who made it work first.

80 entries from 49 named voices

Most popular

Takeaway Most clicked

Do not get creative with your pricing page: stick to the standard format buyers already know, because clarity converts and novelty confuses.

Good pricing pages boost positioning, clarify value, ease sales and increase conversions; bad ones drive prospects to competitors. B2B marketing expert Emily Kramer published a template covering the necessary elements.

Emily Kramer, B2B marketing expert, MKT1

Takeaway Most clicked

Find a co-founder through five deliberate channels instead of waiting for serendipity.

Karina Repko's list: use the YC co-founder matching platform, monitor co-founder announcements in newsletters, join communities and networks, attend events and gatherings, and post your search openly on social media.

Karina Repko

Takeaway Most clicked

Run a listening tour across your company: ask every person the same three questions and act on the answers.

Dan Krenitsyn's three questions: What is your top priority for the quarter? What is the stupidest thing we are doing as a company? What is your single best idea to improve the company? Leaders talk a lot; structured listening often brings you further.

Dan Krenitsyn

Everything in smart hacks

Takeaway

Close more B2B deals by systematically working with champions: define, identify, build, then assess them.

Champions are the insiders who advocate internally for your product. Mark Treacy's framework covers four stages: define what a champion is for your deal, identify who fits, actively build them up with ammunition, and assess whether they can actually deliver internal influence.

Mark Treacy

Takeaway

New sales leaders should earn trust before pushing playbooks, hire consciously, obsess over discovery, sell ROI not features, and say the price like it is normal.

FTG's key picks from Meredith Chandler's 16 SaaS sales leadership lessons: earn trust with the team before pushing playbooks; hire consciously, not fast; obsess over discovery to identify what is broken; buyers need ROI, not more product details; pricing confidence sets the tone.

Meredith Chandler, Sales leader

Takeaway

Capture your CEO's knowledge in a custom GPT fed with their messages, All Hands quotes, customer conversations and interviews, then generate founder-brand social content on demand.

Carilu Dietrich's hack, exemplified by the AntonGPT built around Lovable's founder: it solves the problem that the personal CEO brand drives growth but CEOs rarely have time to produce content.

Carilu Dietrich

Takeaway

Turn B2B selling into buyer enablement: give exclusive views of how peers solve the problem instead of demos, offer advisor-grade insights instead of pitches, run project management as a service instead of follow-ups, build CEO sponsorship early instead of leaning on one champion, and orchestrate the decision process instead of sending resources.

Gal Aga, CEO, Aligned

Takeaway

Use an LLM as a second-opinion advisor on strategic calls: prompt it to argue both sides of a startup valuation, weighing growth expectations against overcapitalization risk, before deciding on round size.

VC partner Andreas Goeldi demonstrated the approach with ChatGPT-4 on a startup valuation; it is a low-cost way to sharpen thinking on funding trade-offs, not a replacement for judgment.

Andreas Goeldi, Partner, b2venture

Takeaway

To land a competitive startup job: highlight how much you excelled in previous roles, reach out when it is quiet, mimic the hiring manager's language, make cold outreach about the target company and team, and study the company like a lion studies a gazelle.

Distilled from landing a role over 1,400 people applied for.

Meredith Chandler

Takeaway

Upgrade your interviews with founder-favorite questions like 'teach me something you know really well' and 'what distinguishes good from exceptional in your role'.

From Joel Hellermark's crowdsourced list: pick an area you know well, take 5 minutes and teach me everything; what distinguishes someone good from someone exceptional in your role; tell me about unexpected initiative you took, then about another; what critical feedback was hard to hear; what is the most valuable lesson you learned from a colleague.

Joel Hellermark, CEO, Sana

Takeaway

Enterprise sales essentials: AEs do not close deals alone, they rally the troops; complex sales is world-class project management; master buying, not selling; there is no sales process, only a buying process; think transformation, not pain points.

Gal Aga, CEO, Aligned

Takeaway

Pitch journalists on Sundays and Mondays, when newsrooms are starved for stories and your pitch stands out.

Steph Spyro's pragmatic hack: the news flood is only a trickle on those days, so a founder's pitch lands when journalists may be craving something to report.

Steph Spyro, Journalist

Takeaway

Assess underperformers with three tests: the Keeper Test (would you fight to keep them if they quit?), the 20/20 Hindsight Test (would you rehire them today?), and the Replacement Test (could a new hire beat them within six months?); three strikes means act.

Tolerating subpar performance too long does not just delay a decision, it sets a new, lower standard for the whole team.

Tech Roundup, Oct 22, 2024

Takeaway

Test color choices before committing to a brand: use colourscontrast.cc to check screen-design contrast and coolors.co to trial palette combinations.

Tech Roundup, Jun 18, 2024

Takeaway

Use AI to become a supercharged line manager: coach your team's writing, train them as debaters, build synthesis skills, create a custom GPT that thinks like you, and teach AI as a thought partner.

Framework from a guest post on Lenny's Newsletter on leading teams with AI leverage.

Tech Roundup, Nov 26, 2024

Takeaway

Treat reference calls as a real diagnostic, not a formality: ask pointed, even uncomfortable questions that surface specific weaknesses before you make an early hire.

Early hires can make or break a company; a list of eight questions compiled by a former Stripe COO helps extract the feedback you actually need to hear despite discomfort or legal caution.

Tech Roundup, Dec 3, 2024

Takeaway

Add 15 minutes to an all-hands for a love letter exercise: everyone writes short appreciation notes to colleagues on a shared board, and volunteers read some aloud at the end.

Set up a shared workspace (like FigJam) with a card per team member; the result is a more connected team that knows their work and relationships matter.

Julie Lepique, People leader, femtasy

Takeaway

Reframe each day as four quarters (morning, midday, afternoon, evening); if you blow one quarter, restart at the next, so you fail small, not big.

Gretchen Rubin, Author

Takeaway

Define your ICP by asking your teams five questions from a16z's framework and triangulating the answers.

The five questions: (1) Which current customers get the most out of your product? (2) What traits do your best customers share? (3) What recurring objections come from lost opportunities? (4) Which customers are easiest to upsell and why? (5) What do your closest competitors' customers have in common? Most companies think they know their ICP but have never run this exercise.

Tech Roundup, May 20, 2025

Takeaway

Six rules for an autumn financing round: time the close before the November holiday slump, lead with AI or show massive revenue potential, know your CAC and retention cold, rehearse the pitch with experienced founders, showcase your team's talent magnetism, and look beyond VCs to ESG funds and family offices.

Advice aggregated from top European VCs speaking to Sifted; investors expect detailed command of growth and retention metrics.

Tech Roundup, Oct 1, 2024

Takeaway

Use Perplexity to build a quick shortlist of journalists likely to cover your startup, then verify the names before pitching.

AI search compresses hours of media-list research into minutes; the outputs still need a manual accuracy check.

Tech Roundup, Oct 15, 2024

Takeaway

Use the S.W.I.M. framework to communicate big moments like pivots: Strategy (the big-picture shift), Why now and why you, In action (measurable steps), and Mistakes (acknowledge missteps will happen but stay committed).

Caryn Marooney, Former VP of Communications, Facebook

Takeaway

Hire for scaling like Revolut: prioritize ambitious junior problem-solvers over corporate profiles, add three interviews beyond skills, and run recruiting like a sales team.

From the Revolut Recruiting Playbook published by Nik Storonsky's VC Quantum Light: (1) prefer ambitious junior problem-solvers who thrive in dynamic environments over corporate profiles; (2) run three interviews beyond the skill assessment: problem-solving, a values-and-achievements bar raiser, and people management for leadership roles; (3) build a sales-like recruitment team with cash performance bonuses tied to quarterly hiring quotas.

Tech Roundup, Jun 3, 2025

Takeaway

Recruit with a shitshow deck: show candidates all the bad stuff they are about to walk into. The best people love it, you get clear signals for resilience versus ego, and you start aligned without sugarcoating.

Brutal honesty upfront filters out average candidates instead of attracting them; Bolt took a similar no-bs approach.

Eléonore Crespo, Co-founder and Co-CEO, Pigment

Takeaway

Win B2B deals with numbers, not charisma: quantify the buyer's time to solve the problem, calculate the costs around it, and present undeniable math as the business case.

Meredith Chandler's advice against relying on personal relations and buyer emotions: ask quantifiable questions, do the cost math with the buyer, and make the business case undeniable.

Meredith Chandler, Sales leader

Takeaway

Rewrite generic CTAs with social proof, objection handling, giveaways, explicit value, and clear next steps to lift conversion.

Examples: 'Join 70,000+ creators' instead of 'Get started'; 'Try X in 5 mins' instead of 'Sign up'; 'Get first chapter free' instead of 'Buy it now'; 'Get a free 15 min consult' instead of 'Contact us'; 'Take a 2 min tour' instead of 'Explore'.

Joumana Eloumar, Design expert

Takeaway

Cold-email VCs with a four-step method: verify fit, engineer the subject line, cut jargon, and track opens to time at most 3-4 follow-ups.

Do your homework so the VC matches your sector, stage, region and ticket size. Keep the subject under 60 characters with a key fact and a standout trait (e.g. serial entrepreneur). Write as if the investor knows nothing about your industry. Use email tracking to time follow-ups.

Tech Roundup, Jul 23, 2024

Takeaway

To win traffic in an LLM-first world: publish rich conversational text, structure content in lists and guides agents can parse, keep sites clean and fully indexable, build off-site earned authority in external media, and cultivate presence in reviews and forums.

Bain & Company guidelines as LLM chatbots take over search and decision-making steps humans used to do by browsing; keyword stuffing and authority-farming pages lose.

Tech Roundup, Apr 29, 2025

Takeaway

Harden your phone before it gets stolen: enable Stolen Device Protection and Find My, set 30-second auto-lock, require Face ID for sensitive apps, and disable Control Centre on the lock screen.

Disabling Control Centre stops thieves from flipping on airplane mode and vanishing from your Find My map; implement now, not after the panic.

Jack Gurney, Founder

Takeaway

Great investor updates are precise, comparable across editions, communicate needs, use investor lingo, and arrive regularly.

Daniel Dippold's five characteristics of updates that actually make an impact on the board; many founders question the value of updates because theirs meet none of these criteria.

Daniel Dippold

Takeaway

Test your GTM readiness with two questions: what specific dollar amount will you save your customer, and what happens if you do not deliver?

Brett Jansen's point: most teams cannot answer either question, yet being crystal clear on why anyone should buy is the difference between a great product and hit sales targets.

Brett Jansen

Takeaway

Make holidays stress-free with a disciplined handover: start 2+ weeks early with one clear handover doc, and block your first day back meeting-free.

The checklist: start 2+ weeks early with one handover doc, do a walkthrough, update accesses, notify clients, set crisp out-of-office replies, block the first day back meeting-free and say so in the OOO, and add what-if notes plus quick Looms for tricky tasks. A sloppy handover exposes every missing doc and hidden silo.

Tech Roundup, Jul 8, 2025

Takeaway

In skip-level chats ask three questions: If you were me, what changes would you make? What is the No. 1 problem with our organization, and why? If you had to leave the company tomorrow, what would be the main reason?

Skip-level meetings are a direct line into the organization for insights you otherwise never hear; the questions are what make them work.

Julie Lepique, People leader, femtasy

Takeaway

Startups lose new executives not because they hired wrong but because they hire and forget; onboard execs with daily syncs, shared plans and monthly alignment checks.

Dave Bailey's playbook: 5-minute daily check-ins for the first 2-3 months; make the exec pull knowledge from you rather than waiting for pushes; align them to your vision early (you hold the vision, they cascade it); build plans together and default to founder context when visions clash; use async Loom updates over meetings; run a monthly alignment check assuming misalignment exists. Onboarding is how you build trust fast, not micromanagement.

Dave Bailey, CEO coach

Takeaway

Replace daily journaling with a 30-minute Sunday review answering four questions: What went well? What did not? How did I feel? What did I learn?

Maximilian Fleitmann's weekly cadence keeps the reflection benefit of journaling at a sustainable cost, and doubles as a running record of your founder journey.

Maximilian Fleitmann, Founder (BaseTemplates), startup mentor

Takeaway

Do not mistake user feedback for willingness to buy; validate with skin-in-the-game signals before building.

Over 80% of new products fail. 'It's much easier to open your mouth than your wallet': make sure you know which side your product feedback is on before going to market.

Alberto Savoia, Author, The Right It

Takeaway

To surface in LLM chatbot answers, refresh your content regularly: LLMs reward timeliness, and recency of content is a key factor in getting cited.

Josh Grant of Webflow also observes that AI-sourced traffic converts roughly 6x higher than traditional SEO traffic, making content refresh rate a growth lever.

Josh Grant, Webflow

Takeaway

Reclaim your calendar with six rules: delete unnecessary meetings, allow no meeting without an agenda, hold regular office hours, block two hours of deep work daily, mute non-essential notifications, and defend your time against low-impact asks.

Themed or ask-me-anything office hours bundle team interruptions; the goal is to not be so busy you forget how to be exceptional.

Tech Roundup, Aug 6, 2024

Takeaway

Run a weekly energy audit: label last week's calendar entries green (energizing), red (draining) or yellow (neutral), score each day (+1 green, -1 red), spot the trends, then delegate red tasks and aim for at least +1 per day.

Tech Roundup, Oct 8, 2024

Takeaway

Drive team performance with Quantumlight's five principles: make performance a CEO priority, define a talent framework, standardise assessments, pay A-players exponential equity bonuses, and pay above-average salaries.

The principles from the VC arm of Revolut's CEO: (1) treat performance as a top CEO priority with a standardised way to identify high performers; (2) create a scientific, fair framework distinguishing great from poor performance; (3) turn reviews into a quick quarterly process that saves manager time; (4) give exponentially increasing performance-based equity bonuses on individual, team or company performance; (5) maintain salary benchmarks so above-average talent always gets above-average pay.

Tech Roundup, Jul 22, 2025

Takeaway

Judge your website on two things only: is it clear (does it explain your product effectively) and is it convincing (do you have enough proof to back up your claims).

Marina Brühl

Takeaway

When joining a new team, keep a WTF list: note everything that strikes you as odd, observe for a few weeks and cross off what proves sensible, then raise what is left with informed opinions.

Observing and listening before making changes builds acceptance, and working the list eventually gets you to the really sticky issues.

Nat Bennet, Simpler Machines

Takeaway

For annual-plan upgrades: help customers build a habit within the first 30 days, ask for annual much earlier than feels natural, frame annual as an investment rather than a discount, and keep offering a monthly plan early on.

Distilled from ChartMogul data on customer upgrade patterns; when and how many customers move from monthly to annual drives much of SaaS growth.

Kyle Poyar, Growth advisor (ex-OpenView)

Takeaway

Frustrated AEs should manage up: come prepared to 1:1s with skill-growth topics, set specific goals, send call recordings in advance with a self-assessment, and ask for targeted feedback.

Meredith Chandler's playbook for sales reps stuck in pipeline reviews and CRM checks: focus 1:1s on points growing your skills, be specific in goals, self-assess recordings before reviewing them live with your manager, and ask directly: what is the biggest gap in my skill set right now?

Meredith Chandler, Sales leader

Takeaway

Close year-end deals without discounts by tying signature to January goals, creating onboarding-slot FOMO, and offering onboarding during holiday downtime.

Pro tip: ask early whether wrapping up before the holidays is feasible; if the answer is no, move your energy to deals more likely to close.

Chris van Praag, Sales expert

Takeaway

A real product strategy is a set of reinforcing choices that make you hard to copy; define vision, target market, unique value, trade-offs, success metrics, capabilities, and growth path.

Most companies mistake a goal or a to-do list for strategy. 'If your strategy could be copied, it's not a strategy, it's a wish list.' The Product Strategy Canvas walks through the seven choices.

Pawel Huryn, Product coach and author

Takeaway

Protect uninterrupted deep work by planning time blocks ahead, setting clear goals for each block, and creating the right environment.

From Sifted's guide against the always-on Slack bombardment: set clear goals and intentions so urgent requests do not override your blockers; create the right environment (a strategy memo cannot be written with 30 tabs open); plan your week consciously since time blockers are scheduled ahead, not improvised.

Tech Roundup, Aug 12, 2025

Takeaway

To keep your relationships intact while obsessed with work: establish a reunion ritual when you get home (connection before unpacking), put phones away during quality time with no exceptions, make explicit check-ins non-negotiable rather than assuming your partner knows you care, practice quick repair attempts after conflicts (speed beats perfection), and create physical separation from work.

Steven Bartlett's toolkit, shared alongside his ADHD diagnosis and the hyperfocus that once made him propose to his fiancee and then disappear onto planes for a month.

Steven Bartlett, Entrepreneur and host, The Diary of a CEO

Takeaway

Board principles for founders: know your runway; too much money is as dangerous as too little; plans are nothing, planning is everything; separate strategic from operational discussions; lead by asking questions; never assume.

Nicole Herzog, Investor and board member

Takeaway

Get customer stories by acknowledging the customer's win and inviting them to brag, not by asking for information.

Meg Gowell of Typeform collected 24 customer stories in one run: ask customers to share a win they had with your tool and offer to feature that win on one of your platforms, like your newsletter. The key is framing it as celebrating their achievement rather than requesting a case study.

Meg Gowell, Typeform

Takeaway

To get an investor intro, write an email that passes the 2-second inbox scan: state why you want the intro plus exactly four one-sentence bullets covering what the company does, traction and why it is notable, why the team is right, and fundraise status past and future.

David Booth's format: four bullets, no more, no less; each bullet one sentence, maybe two, never a paragraph.

David Booth

Takeaway

Build a first-of-a-kind climate tech cap table from equity, venture debt and non-dilutive grants, get comfortable discussing worst-case asset value to secure debt, then graduate to project finance once the FOAK is proven.

Banks will not back early-stage FOAK, so debt comes from venture debt providers. Aim for de-risking, not revenue maximization; once proven, project finance unlocks institutional capital. From Sifted's FOAK playbook.

Tech Roundup, Sep 17, 2024

Takeaway

Turn your codebase into a self-service support tool by giving an AI coding agent access to all repositories: code beats documentation as source of truth, keep context fresh by pulling the latest main branch across repos (a 16-line script) instead of snapshots, combine live code with customer-specific quirks for deployment guides that match reality, and let non-engineers query the code directly.

Al Chen of Galileo gave Claude Code access to all 15 repos; support teams stopped waiting on engineering and customers noticed.

Al Chen, Galileo

Takeaway

Growing a LinkedIn audience: storytelling beats updates (emotional build-in-public posts outperform factual company news), the hook decides everything (no 'see more' click means a wasted post), establish credibility immediately as if nobody has heard of you, pattern-match the playbooks of high-performing creators to your niche, and ride relevant waves like AI when they eat all attention.

Adam Robinson's lessons from reaching 150,000 followers over 36 months and 700+ posts, including a stunt of running his business on AI for a week during peak AI attention.

Adam Robinson, Founder & CEO, RB2B

Takeaway

To get press for your funding round, do not treat journalists as outsourced marketing: pick the outlet and reporter whose audience your story is truly relevant to, reach out early so they can understand your model and talk to customers, and ask the outlet when the best release time is.

Larissa Holzki argues journalist resources have become scarcer while founder expectations grew more extreme; founders do not need a PR agency, and reaching out yourself teaches you why your story did or did not land.

Larissa Holzki, Tech journalist

Takeaway

Use a standardized performance review scorecard to take emotion out of reviews; Revolut has published the template it uses.

Reviews are supposed to be objective yet carry emotional burden for both sides; a published scorecard from a proven high-performance organization is a concrete starting point even if you do not adopt its culture wholesale.

Tech Roundup, Sep 16, 2025

Takeaway

Position your brand for the post-SEO era by building long-term relationships with the 5-10 publications your ideal customers actually read.

Ashley Mann's steps: identify those 5-10 publications, follow their editorial calendars and pitch relevant expertise, share genuine insights instead of marketing language, build editor relationships over months not weeks, and become the expert they call for industry commentary.

Ashley Mann

Takeaway

Navigate the AI tool landscape with a16z's category map of the most-used workplace tools: general assistants, agentic browsers, browser extensions, email assistants, presentation tools, note and document tools, and spreadsheet tools.

The a16z overview ranks the most used tools per category, giving teams a reference for which category of AI tool to adopt for which part of daily work.

Tech Roundup, Sep 30, 2025

Takeaway

To maximize email open rates: send at 12 PM (42.87% open rate) or 11 AM (42.06%), send on Tuesdays, Wednesdays or Thursdays which consistently outperform, and niche down because tightly focused newsletters pull hardest (venture capital newsletters see 50.4% engagement).

From Beehiiv's State of Newsletters 2026 report based on 28bn emails.

Tech Roundup, Mar 24, 2026

Takeaway

Evaluate new hires with two principles: define success before you need to evaluate it (work backwards from month 3 and describe what great looks like before day 1; if you can't, the problem starts with you), and watch the slope, not the point (the trajectory from day 1 to day 30 matters more than the position on day 30).

FTG's 90-day checkpoint framework, built from over 60 podcast conversations with founders, operators and investors; a steep learning curve with genuine willingness to push through hard moments beats a polished start that plateaus.

Tech Roundup, Feb 17, 2026

Takeaway

Turn employees into your most powerful distribution channel by running an ambassador program like any marketing program: create a brief, provide guidelines, share a strategy.

Grace Andrews' case: your brand account tells the story, your people make it believable. Concretely: create a brief defining message and guardrails, provide tone guidelines with dos and don'ts, and share a strategy for how personal content amplifies brand content.

Grace Andrews, Marketing Director, The Diary of a CEO

Takeaway

Build an AI-native company by treating AI as the operating system, not a tool: route every workflow and decision through an intelligent layer, make the company queryable (record meetings, minimise DMs, dashboard revenue/sales/engineering/hiring/ops, feed models the same context you'd give an employee), token-max instead of headcount-max (run an uncomfortable API bill instead of an inflated payroll), and remove human middleware because velocity equals information flow.

YC's playbook on what changes when AI is the operating system a company runs on rather than a bolted-on feature; one person with AI tools now ships features that used to need a team.

Tech Roundup, Apr 28, 2026

Takeaway

Use Claude Code like its creator does: run 3-5 sessions in parallel instead of one task at a time, start complex tasks in plan mode to reduce costly execution errors, keep your CLAUDE.md updated so it learns from past mistakes, turn repeated executions into skills or commands, and have the model review and challenge your prompts.

Boris Cherny's productivity practices for his own team; the prompt-review trick works across LLMs.

Boris Cherny, Creator of Claude Code, Anthropic

Takeaway

Position your career for the AI era with four shifts: orchestration over execution (steer AI work rather than doing tasks manually), go cross-domain (working knowledge across 2-3 disciplines while AI handles depth), sharpen executive function (orient, decompose, validate before accelerating), and treat taste as the moat (judgment and systems thinking are the real advantage as AI raises the abstraction level).

a16z's new rules of work; the closing warning is: don't be fungible.

Tech Roundup, Mar 31, 2026

Takeaway

To make AI adoption stick, raise the ceiling instead of the floor: pick a handful of people across functions, give them the best tools, and spend two full days re-engineering their actual workflows so each leaves with a real tool they use on Monday; those multipliers then pull their teams along.

Jeroen Van Hautte's company picked eight people from HR, marketing, product, finance and customer success; two focused days beat ten generic prompt-engineering workshops, and outputs included a document reviewer, a customer signal aggregator, and a content research pipeline.

Jeroen Van Hautte, Co-founder, TechWolf

Takeaway

Run a quarterly strategy review across four lenses: Action (are actions aligned with strategy), Results (are we seeing the intended impact), Insights (which assumptions held and which broke), and Spirit (is the team still convinced this is the best path), asking for each what is working well and what is not.

Marc Snuikas' template for a Q4 review, built for startups that feel they are building the plane mid-air but still need to check they are not running fast in the wrong direction.

Marc Snuikas

Takeaway

Five traits to outperform at work: meet your deadlines (reliability stands out), keep energy positive through tough times, ask for help before you get stuck, always pair a problem with a proposed solution, and own mistakes transparently instead of hiding them.

Guillaume Moubeche's list of the mindset and attitude behaviors that make operators stand out at a startup.

Guillaume Moubeche, Founder & CEO, Lemlist

Takeaway

If you measure employee AI usage by token consumption, treat it right: it is a crude proxy (billions of tokens say nothing about what was built), zero-usage outliers matter more than top burners because they may be stuck or missing tools, track at team level since individual leaderboards invite gaming like 90s lines-of-code metrics, and ask top users what they built to understand outcomes over consumption.

Lessons from ElevenLabs on token-based AI adoption measurement, which Meta, OpenAI, and Shopify already run with internal leaderboards.

Tech Roundup, Apr 7, 2026

Takeaway

Make sense of AI agents with a three-category ladder and start at the bottom: Category 1 deterministic automation (you define the flow, AI fills content; n8n/Zapier/Make; 6-week builds, fast ROI), Category 2 reasoning-and-acting where the LLM picks tools and steps (LangGraph/CrewAI; 3-month builds, specialist expertise), Category 3 multi-agent networks (ADK/AutoGen; 6+ months, highest complexity). Progress only when you have saturated the previous category, and match the tool to the architecture, not the other way around.

Lenny Rachitsky's framework for operators deciding where to begin with agent work.

Lenny Rachitsky, Author, Lenny's Newsletter

Takeaway

Spot high-agency people with George Mack's tests: the prison-cell golden question, weird teenage hobbies, and whether they send you niche content before it trends.

The tests FTG highlighted: (1) Who would you call from a 3rd world prison cell? That person is the highest-agency person you know. (2) Weird teenage hobbies signal ability to defy social pressure at the hardest age to do so. (3) High-agency people judge content on quality, not existing engagement, so they spot trends early and send you niche content.

George Mack

Takeaway

Tactics that actually crack company AI adoption: give a learning budget instead of a mandate (Duolingo gave every employee $300 for AI tools and courses), have managers demo AI workflows live in meetings (10x more adoption than company-wide emails), embed leadership with teams monthly to find 2x productivity opportunities, and track adoption by team with published usage metrics.

From Lenny Rachitsky's compilation of 25 tactics from companies that cracked AI adoption; the biggest barrier is organizational change, not technology.

Lenny Rachitsky, Author, Lenny's Newsletter

Takeaway

Hire out of pain: add a team member only at the point where you or your team are bleeding, because doing the work yourself first means you know the scope of the role, what good looks like, and what to expect from the new joiner.

Garry Tan's rule for timing hires: slightly too late beats too early, because pain is the strongest signal a role is real.

Garry Tan, President & CEO, Y Combinator

Takeaway

Gamma scaled to $50m ARR in under two years by going broad with influencer marketing then focusing on what works, investing in brand before performance marketing, having users test prototypes before shipping, and using their own product daily.

Grant Lee's rundown of his most important growth learnings from scaling Gamma.

Grant Lee, Co-founder & CEO, Gamma

Takeaway

Ramp keeps shipping fast without losing quality by letting any team ship to early-access customer tiers freely, requiring sign-off only for general release against a checklist: what was built and why, a demo under 3 minutes, early-access goals met, evidence customers are raving (LLM on support tickets, surveys, call transcripts), discoverability, sales/AM/support readiness, and a clear rollout plan.

Geoff Charles' playbook decouples experimentation speed from release quality by moving the quality gate to general availability.

Geoff Charles, VP of Product, Ramp

Takeaway

Reach PMF faster with Anton Osika's five-phase playbook: understand the pain deeply, ship the MVP in one weekend, build believers, iterate to retention, then scale.

The phases for AI-native startups: Phase 0 Problem: understand the pain deeply before building anything. Phase 1 Launch: incorporate, bank, and ship your MVP in one weekend. Phase 2 Believers: create content, build funnels, talk to every user. Phase 3 Product-Market Fit: iterate fast, measure retention, default to profit. Phase 4 Scale: pour fuel on the fire with diversified growth.

Anton Osika, Co-founder & CEO, Lovable

Takeaway

Run an Annual Life Review instead of vague resolutions: set the stage with distraction-free sessions over a week, plot the year's moments and milestones, reflect deeply on successes, mistakes and recurring themes, score key life areas (health, career, money, relationships, growth) to spot imbalances, then pick 2-3 clear priorities and habits for the year ahead.

Steve Schlafman's five-step framework for end-of-year reflection; Melanie Gabriel applies it every year and walked through it on the podcast.

Steve Schlafman, Executive coach

Takeaway

To hire for a role you do not understand, first interview 10-15 people who excelled at it, then calibrate your bullshit detector with executives you could never hire.

Paddy Lambros' two-step playbook: (1) get smart without doing the job by booking 10-15 excellent practitioners back-to-back over 2-3 days and asking them everything; (2) reach out to executives you have zero chance of hiring, like the VP Marketing at Stripe or the CFO at Notion, because they will be brutally honest with you.

Paddy Lambros, Co-founder & CEO, Dex

Takeaway

To give great interviews: combine art (the story that pulls the listener into your world) with science (the framework of lessons learned), number your thoughts so listeners can follow, sound excited to be there, deliver value in the first 3 minutes, and repeat the question so short-form clips work standalone.

Harry Stebbings' five tips for founders and operators, who increasingly need interview skills in the era of podcasts and short-form video.

Harry Stebbings, Founder, 20VC

Takeaway

Build your personal brand backwards from belief, not content: pick one clear outcome for the next 6-12 months, write down what must be true for people to give you that outcome, only publish posts that prove those beliefs (finish 'this post shows I am good at ...' or skip it), repeat the same 2-3 themes so people instantly get you, and after 2-4 weeks measure whether the right people reach out more.

Grace Andrews' reframe: stop asking what should I post and start asking what should people believe about me. If results lag, adjust the belief statement, not the posting frequency.

Grace Andrews, Marketing Director, The Diary of a CEO

Insight

Teams already self-build AI agents that replace paid tools for lead enrichment, content automation, and meeting follow-ups.

Alex Berman cloned lead enrichment tool Clay with self-built AI agents; none of these builds are perfect or easy, but they show where self-built software is heading.

Tech Roundup, Apr 1, 2025

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