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Home » Advice From the Founders of Slack, OpenAI, Stripe, and More.
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Advice From the Founders of Slack, OpenAI, Stripe, and More.

Business Circle TeamBy Business Circle TeamApril 19, 2026Updated:April 19, 2026No Comments14 Mins Read
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Advice From the Founders of Slack, OpenAI, Stripe, and More.
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This can be a assortment of reflections from founders who’ve collectively constructed over $3 trillion in enterprise worth.

Every quote captures a defining second: a choice, a near-breaking level, or a perception nobody else noticed. What follows is what they discovered, and what you may apply.


Gross sales right this moment nonetheless depends on guide work: stitching collectively “Frankenstacks” and toggling between a dozen tabs simply to log a single name.

Reevo is breaking the mould. As a vertically built-in Income Working System, Reevo replaces the fragmented maze with a single, AI-native workspace. It captures 100% of your first-party knowledge, from emails to assembly recordings, to assist reps discover high-intent patrons, automate administrative “rubbish,” and generate context-rich outreach that really sounds human.

No extra losing time on knowledge entry or disconnected instruments. It’s one unified engine for the complete income cycle. Go Stackless. Be taught extra at reevo.ai.

Influ2 is internet hosting a webinar on Tuesday, Could sixth, 12–1pm ET on an issue most ABM groups wrestle with, however few have solved: each purchaser takes a special path to a choice, but most applications nonetheless deal with everybody at an account the identical method.

Be a part of Influ2 and visitor audio system Devin Reed (CEO of The Reeder) and Ed Vander Bush (Senior Supervisor of ABM at LiveRamp), as they break down the failure factors that erode purchaser momentum and the way Influ2’s latest launch, constructed round contact-level orchestration, overcomes them.

Register right here for the session – it’s time to orchestrate round how patrons truly purchase.


1. Earlier than anybody believes them

Each firm on this checklist began as an concept most individuals dismissed. The widespread thread shouldn’t be that these founders had been contrarian for its personal sake. They noticed a selected drawback with uncommon readability and refused to let consensus override conviction.

Jensen Huang · Co-founder & CEO, NVIDIA

Constructed NVIDIA from a graphics chip startup right into a $3T+ computing platform powering the AI revolution.

“What’s the drawback you are attempting to resolve? What’s the unmet want you consider will emerge? And what’s it that you’re going to do that’s sufficiently onerous that when all people else finds out it’s a good suggestion, they aren’t going to swarm it and make you out of date?”

Huang stated this, reflecting on NVIDIA’s founding in 1993, when the online game market was price zero billion {dollars}. Sequoia’s Don Valentine advised him startups shouldn’t spend money on startups. He funded it anyway.

Melanie Perkins · Co-founder & CEO, Canva

Scaled Canva from a highschool yearbook device right into a $40B design platform utilized by over 200 million folks throughout 190 international locations.

“Discover the huge market hiding behind ‘too onerous to make use of.’”

Perkins pitched to over 100 buyers earlier than elevating her first spherical. The design software program market was dominated by Adobe, and most buyers couldn’t see how a simplified device may compete. She noticed that the actual market was not designers. It was everybody else.

Patrick Collison · Co-founder & CEO, Stripe

Constructed Stripe from a aspect venture right into a $95B funds infrastructure firm processing over $1 trillion yearly.

“For many merchandise and most companies, issues can simply be accomplished significantly better. Moats are usually overrated.”

When the Collison brothers began Stripe in 2010, dozens of cost processors already existed. Everybody advised them the market was solved. They noticed that not one of the current merchandise had been truly good.

2. When the product lastly clicks

Product-market match shouldn’t be a single second, notably now with AI (extra on this coming quickly). Regardless of the continual nature of product-market match now, there’s nonetheless normally a second or inflection level. Prior to now, this may come as soon as. Now, it comes way more continuously as merchandise repeatedly adapt to evolving buyer wants.

Stewart Butterfield · Co-founder & CEO, Slack

Pivoted from a failed online game into Slack, which grew to 750K+ paying organizations. Acquired by Salesforce for $27.7B.

“Promote the dream end result. Know precisely what ache you’re eliminating.”

Slack was born from the interior chat device. Butterfield’s staff constructed a online game known as Glitch. The sport failed. The chat device grew to become one of many fastest-growing enterprise merchandise in historical past as a result of it solved a ache level the staff skilled firsthand.

Tobi Lütke · Co-founder & CEO, Shopify

Constructed Shopify from a web based snowboard retailer right into a $130B+ commerce platform powering over 10% of all U.S. e-commerce.

“The software program I constructed for myself is nice. Perhaps different folks need it too.”

Lütke needed to promote snowboards on-line in 2004. Each e-commerce platform he discovered was, in his phrases, a user-hostile database editor. So he constructed his personal. A 12 months later, he realized the software program was extra precious than the snowboard enterprise.

Steve Jobs · Co-founder & CEO, Apple

Constructed Apple into the world’s most dear firm. Created the Mac, iPod, iPhone, and iPad.

“You can’t simply ask prospects what they need after which attempt to give that to them. By the point you get it constructed, they are going to need one thing new.”

Jobs stated this in 1989, a decade earlier than the iPod and 20 years earlier than the iPhone. His constant thesis was that prospects can describe their issues however not the options. The founder’s job is to shut that hole.

GTMnow branded infographic

3. Unlearning as wanted

Scaling an organization requires unlearning the very instincts that received you to product-market match. The habits that work for 10 folks typically change into liabilities at 100.

Tobi Lütke · Co-founder & CEO, Shopify

Has led Shopify by means of each stage, from two folks in a espresso store to over 10,000 workers.

“I didn’t consider in management. I simply didn’t assume management was essential. I felt that in the event you get actually good people, all the proper issues would occur. I consider these issues are totally incorrect now.”

Lütke admitted this on the Acquired podcast, reflecting on his early years as a programmer-turned-CEO. Scaling taught him that orchestrating nice people right into a staff requires deliberate management, not simply expertise density.

Jensen Huang · Co-founder & CEO, NVIDIA

Retreated from the cell phone market at its peak to guess on a then-zero-dollar AI-accelerated computing market.

“Retreating from a large telephone market to create a zero-billion-dollar market was dangerous, nevertheless it paid off. Strategic retreat is on the core of success.”

NVIDIA exited the cell processor market round 2014 regardless of heavy funding. The choice freed assets that went into CUDA and GPU computing for AI. That strategic retreat is the muse of NVIDIA’s present dominance.

Patrick Collison · Co-founder & CEO, Stripe

Scaled Stripe’s tradition from 2 workers to eight,000+ whereas sustaining engineering-first rules.

“A quickly scaling human group is an unnatural factor. The cues and habits you be taught from different human organizations usually are not going to be enough.”

Collison made this remark in an interview about tradition at scale. His level: most human organizations (faculties, church buildings, and households) don’t double in measurement yearly. Working a startup requires practices that really feel contrived as a result of the state of affairs itself is unnatural.

4. The individuals who make or break it

Each founder on this checklist factors to hiring choices because the highest-leverage work they do. Not product. Not technique. Folks.

Dharmesh Shah · Co-founder & CTO, HubSpot

Co-founded HubSpot and constructed the Tradition Code deck, considered over 5 million occasions. HubSpot now serves 200K+ prospects.

“Construct a motion first. The product follows the philosophy.”

Shah co-created the inbound advertising and marketing philosophy earlier than the product totally existed. The motion attracted an viewers of entrepreneurs who grew to become the corporate’s first prospects. Typically the neighborhood is the GTM technique, and the product is what you construct to serve it.

Sam Altman · CEO, OpenAI

Led Y Combinator as president, then constructed OpenAI into the corporate behind ChatGPT, reaching 400M+ weekly customers.

“Mediocre engineers don’t construct nice firms. It’s good to establish the people who find themselves going to be actually, actually good, and go after them relentlessly.”

Altman repeated this precept throughout his YC lectures and Startup Playbook essays. His emphasis is on the disproportionate impression of the highest 5% of expertise, particularly pre-product-market match.

Marc Benioff · Founder & CEO, Salesforce

Grew Salesforce from 4 co-founders in a San Francisco condominium to over 70,000 workers and a $300B+ firm.

“The key to profitable hiring is that this: search for the individuals who wish to change the world.”

Benioff’s hiring philosophy, outlined in Behind the Cloud, prioritized mission alignment over pedigree, which formed the corporate’s early tradition of buyer obsession.

GTMnow branded infographic

5. Drive progress at scale

Hypergrowth appears like a dream till you’re inside it. These founders describe the operational chaos, cultural pressure, and identification crises that include scaling quicker than your infrastructure can sustain with.

Aaron Levie · Co-founder & CEO, Field

Constructed Field from a university dorm room right into a publicly traded enterprise content material platform with a $5B+ market cap.

“Compete on innovation, not options. Enterprise is gained by whoever strikes quickest.”

Levie began Field as a client product earlier than pivoting to enterprise. The shift required rebuilding almost every little thing. His takeaway was that pace of iteration issues greater than function rely when competing in opposition to incumbents.

Parker Conrad · Co-founder & CEO, Rippling

After being eliminated as CEO of Zenefits, constructed Rippling right into a $13.5B compound HR and IT platform from scratch.

“Compound merchandise beat level options. Construct the platform whereas others struggle for options.”

Conrad’s thesis at Rippling is the other of standard startup knowledge. He argues that the corporate that owns the system of report for worker knowledge can construct every little thing on prime of it. Integration as moat.

6. When it feels unattainable

There’s a second in each firm’s historical past the place the rational transfer is to cease. What separates these founders from the 1000’s who stop shouldn’t be optimism. It’s a particular form of stubbornness backed by proof that others couldn’t see.

Jensen Huang · Co-founder & CEO, NVIDIA

Almost went bankrupt in NVIDIA’s early years earlier than the corporate discovered its path to dominance.

“I hope struggling occurs to you. One in all my nice benefits is that I’ve very low expectations. Folks with very excessive expectations have very low resilience.”

Huang stated this to Stanford college students, explaining that NVIDIA almost died a number of occasions in its first decade. Resilience is constructed by surviving issue, not by avoiding it.

Tobi Lütke · Co-founder & CEO, Shopify

Led Shopify by means of a near-meme-stock period throughout COVID, then restructured the corporate again to fundamentals.

“Ignorance is the one greatest driver of entrepreneurship. It was two years earlier than it ever occurred to me that this may not work.”

Lütke says this with out irony. His argument is that in the event you totally understood the chances, you’ll by no means begin. Ignorance of the obstacles is a function, not a bug, of the founding second.

Demis Hassabis · Co-founder & CEO, Google DeepMind

Constructed DeepMind from a small London lab into the AI analysis group behind AlphaFold, AlphaGo, and Gemini. Nobel Prize in Chemistry, 2024.

“I’ve at all times been within the greatest issues. If you’re going to spend your time on one thing, it’d as nicely be one thing that issues.”

Hassabis spent years constructing DeepMind earlier than AI was commercially viable. When Google acquired the corporate in 2014 for over $500M, many questioned why a search firm wanted a basic AI analysis lab. The reply grew to become apparent a decade later.

7. Phrases to recollect on day 1

Hindsight compresses years of ache into clear sentences. These are the teachings these founders want that they had internalized from the beginning.

Jensen Huang · Co-founder & CEO, NVIDIA

33 years as CEO. Similar firm. Similar mission. Totally different business each decade.

“Technique shouldn’t be phrases. Technique is motion.”

Huang tracks what each worker’s prime 5 priorities are and judges technique by whether or not these priorities match the corporate’s path. If the org’s every day actions don’t replicate the technique, the technique doesn’t exist.

Marc Benioff · Founder & CEO, Salesforce

Pioneer of the 1-1-1 philanthropic mannequin, adopted by over 9,000 firms globally.

“The enterprise of enterprise is bettering the state of the world.”

Benioff embedded the 1-1-1 mannequin (1% of fairness, 1% of product, 1% of worker time to philanthropy) into Salesforce from day one, earlier than the corporate had income. Values usually are not one thing you add when you succeed. They’re the structure you construct on.

Tobi Lütke · Co-founder & CEO, Shopify

Runs Shopify as a first-principles group the place each division should justify the way it does issues in a different way and higher.

“The perfect factor founders can do is subtraction.”

Lütke’s recommendation to early-stage founders is counterintuitive: do much less. The businesses that win usually are not those that do essentially the most issues. They’re those who establish the few issues that matter and execute them with obsessive focus.

GTMnow branded infographic

In a world the place code writes itself and merchandise could be copied in a single day, the way in which you assume is the final unfair benefit. The query shouldn’t be whether or not you’ll face the identical crossroads these founders confronted. You’ll. The query is whether or not you’ll acknowledge it while you do.

GTMnow branded infographic

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AppDirect acquired PartnerStack, combining subscription commerce with associate and affiliate administration in a single platform. For firms working partner-led progress, it’s a significant consolidation — recruit, handle, and transact by means of companions with out stitching collectively separate instruments.

Anthropic hit a $3B income run price and is doubling down on infrastructure, partnering with Google and Broadcom to construct customized AI chips. The guess: proudly owning silicon is the way you management cost-per-token at scale, and at this progress price, that math issues extra each quarter.

VC: Your First VC Assembly Will Be Agent-to-Agent | Auren Hoffman (Flex Capital)

GTM 186: How One Hackathon Took Zapier’s AI Utilization From 10% to 97% | CEO of Zapier

Hear by clicking the above hyperlinks or by searhing wherever you get your podcasts “The GTMnow Podcast.”

Armada – named amongst Quick Firm’s Most Progressive Firms in computing, alongside NVIDIA and Google. They’re constructing distributed AI infrastructure for the environments most platforms ignore. Value watching as enterprises and governments push AI into the sector, not simply the cloud. To be taught extra you may also take a look at the GTMnow episode with CEO Dan Wright.

Examen – raised $4.3M in whole funding and launched. Examen is constructing an autonomous analyst for industrial actual property.

  1. Director, Advertising Operations at CaptivateIQ (Hybrid – Austin, TX | Distant – Raleigh, NC / Nashville, TN / Toronto, Canada)

  2. Advertising & Advocacy Supervisor at Dice (Hybrid – New York, NY)

  3. Enterprise Account Govt, US & Canada at Semrush (Dallas, TX)

  4. Strategic Accounts at Coast (New York, NY)

  5. Outbound Account Govt at Proprietor (Distant – US)

  6. Enterprise Account Govt at Patch (Distant – San Francisco / New York)

See extra prime GTM jobs on the GTMfund Job Board.

Upcoming occasions you gained’t wish to miss:

  • Forrester B2B Summit: April 26–29, 2026 (Phoenix, AZ)

  • SaaStr Annual: Could 12–14, 2026 (San Mateo, CA)

  • GTMfund Dinner: Could 14, 2026 (San Francisco, CA)

  • RevStar Summit: June 3, 2026 (Toronto, Canada)

  • GTMfund Dinner: June 9, 2026 (London, UK)

  • Dreamforce 2026: September 15–17, 2026 (San Francisco, CA)

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  • Pavilion GTM2026: September 28–October 1, 2026 (NYC, NY)

  • CVC Week by Counterpart Ventures: September 29, 2026 (San Francisco, CA)

  • Buyer Success Week: October 5-9, 2026 (NYC, NY)

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This text was written and edited by Sophie Buonassisi and the GTMfund staff (not AI!).



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