Lessons from 1,000+ YC startups: Resilience, tar pit ideas, pivoting, more | Dalton Caldwell (YC)

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  • čas přidán 17. 05. 2024
  • Dalton Caldwell is Managing Director and Group Partner at Y Combinator. Prior to YC, he was the co-founder and CEO of imeem (acquired by MySpace in 2009) and the co-founder and CEO of App.net. During his time at YC, he’s advised more than 35 YC unicorns, including DoorDash, Amplitude, Webflow, and Retool, and has worked across 21 different YC batches. He’s also racked up more than 6,500 office hours with founders. In our conversation, we discuss:
    • Why founders need to adopt the mindset “Just don’t die”
    • The most common reason startups fail
    • When to pivot, and characteristics of a good pivot
    • The concept of “tar pit ideas” and examples of bad startup ideas
    • Why investors say no to startups
    • The importance of market size in investment decisions
    • The pitfalls of founders over-delegating
    • Effective ways to talk to customers
    • 20 ideas Dalton is looking to fund
    -
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    Find the transcript at: www.lennysnewsletter.com/p/le...
    Where to find Dalton Caldwell:
    • X: / daltonc
    • LinkedIn: / daltoncaldwell
    Where to find Lenny:
    • Newsletter: www.lennysnewsletter.com
    • X: / lennysan
    • LinkedIn: / lennyrachitsky
    In this episode, we cover:
    (00:00) Dalton’s background
    (04:41) The value of simple advice
    (07:04) Dalton’s advice: “Just don’t die”
    (08:39) Knowing when to stop
    (11:45) Deciding to pivot
    (14:26) Characteristics of a good pivot
    (17:53) Knowing when to pivot
    (19:03) Zip’s journey and finding a market
    (21:22) Why Dalton says to “Move towards the mountains and the desert”
    (23:45) Tar pit ideas
    (26:49) Understanding why investors say no
    (29:14) The importance of market size
    (32:16) Avoiding over-delegation and hiring senior people too early
    (36:43) Why startups fail
    (40:30) Effectively talking to customers
    (45:17) Examples of startups hustling to talk to customers
    (48:01) Patterns of successful startups
    (52:05) YC’s Request for Startups
    (55:37) Early days of Silicon Valley
    (01:05:33) Contrarian corner: growth hacking for early startups
    (01:09:28) Failure corner
    (01:11:15) Closing thoughts
    (01:12:22) Lightning round
    Production and marketing by penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.
    Lenny may be an investor in the companies discussed.

Komentáře • 107

  • @ycombinator
    @ycombinator Před 29 dny +66

    That's a familiar face! Great interview Lenny. We love to see it.

  • @vikrammishra7601
    @vikrammishra7601 Před 28 dny +84

    I'm a simple guy, I see Dalton - I click

    • @dronepong
      @dronepong Před 25 dny +2

      He has a very calming aura.

  • @EcomCarl
    @EcomCarl Před 24 dny +6

    Dalton Caldwell's focus on the essentials and his "just don't die" mantra are crucial reminders for startups navigating the complex landscape. It's a testament to the power of perseverance and adaptability in the face of challenges. 👍

  • @ubcVancouver2010
    @ubcVancouver2010 Před 28 dny +12

    one of the best podcasts I have heard in a long time.
    Real person, real experience, real advice.
    Thx

  • @VincentFulco
    @VincentFulco Před 29 dny +4

    Thanks Lenny and Dalton, much appreciated.

  • @mruhaily
    @mruhaily Před 28 dny +4

    man your show is improving significantly every episode, i can't thank you enough

  • @hemakagunasekera271
    @hemakagunasekera271 Před 29 dny

    This episode was one of my favourite episodes so far! As an early stage founder this is priceless information which I very much find useful!

  • @dheenadayalan5873
    @dheenadayalan5873 Před 20 dny +1

    "Inspiring and informative, I loved it!
    Caldwell's reflection on his collective personal experience brings out a lot of gold nuggets for aspiring founders and product fanatics out there. Thank you, Lenny, for your deep insightful questions exploring both breadth and depth (Like always)."

  • @vestaalvesta786
    @vestaalvesta786 Před 29 dny

    Watched till the end, something I rarely do. Many thanks for this authentic, down to earth advice episode. :)

  • @AnomalyHQ
    @AnomalyHQ Před 29 dny

    Always great to hear from Dalton

  • @shimacharles
    @shimacharles Před 14 dny

    As a bootstrapped founder who has not lost hope, I found this interview insightful. Thank you Lenny and Dalton.

  • @Asimovo-RoboDevOps1
    @Asimovo-RoboDevOps1 Před 29 dny +1

    Thanks for the insights Dalton and Lenny

  • @acupofwhat
    @acupofwhat Před 24 dny +3

    One of the best podcasts I ever listened to. Nailed every reason why I failed with my startup. Incredible - Thank you from Sweden

    • @J35Y1
      @J35Y1 Před 16 dny

      What was your startup idea bro? Would love to hear about a start up from Sweden

  • @MikeeJ
    @MikeeJ Před 24 dny +2

    The columbo show was a great answer by Dalton, I’ve been studying Columbo and the way he disarms people, it’s very helpful in sales situations

  • @lilyandemariam630
    @lilyandemariam630 Před 25 dny

    9 mins in and I’m sooooo glad I clicked on this today. Love this! ❤❤

  • @jungong
    @jungong Před 29 dny +8

    if you enjoy the process and love your customers, just keep going -- yes

    • @SacredCASHcow
      @SacredCASHcow Před 27 dny +1

      when you say it like that it sounds creepy

  • @buzz1ebee
    @buzz1ebee Před 24 dny +1

    Great interview! Thanks for sharing. Always great to hear from Dalton. Lots of simple but great advice in there.
    The pitch for Siphox sounds a lot like the pitch for Theranos, they must be fuming that those frauds caused so much reputational damage.

  • @robertolsthoorn6146
    @robertolsthoorn6146 Před 26 dny +2

    Dalton is the 🐐

  • @IrenePruna-jh9ns
    @IrenePruna-jh9ns Před 8 dny

    I always recommend your channel to my trading friends. You really know what you're talking about!

  • @rickitekgaaso2927
    @rickitekgaaso2927 Před 26 dny

    agree with dalton. ur throwing nuance questions.

  • @kyhwin2000
    @kyhwin2000 Před 29 dny +1

    Great episode!

  • @mukhsin.mukhtariy
    @mukhsin.mukhtariy Před 28 dny

    the way Dalton expresses himself in like a dominant way is making me bend my knees, that's another level of confidence, I hope I will get there

  • @cdb5662
    @cdb5662 Před 15 dny

    Fantastic! Dalton is amazing!

  • @nftsasha
    @nftsasha Před 22 dny

    this is so, so good!!! ty

  • @minhNguyen-dk3vq
    @minhNguyen-dk3vq Před 17 dny

    soo good thank you for the pod

  • @theimproooooooover
    @theimproooooooover Před 29 dny +1

    Banger episode! Thank you Dalton and Lenny!

  • @americanonobrasil2128
    @americanonobrasil2128 Před 28 dny

    Lenny’s podcast is the best startup/founder podcast around!!!

  • @leadgenjay
    @leadgenjay Před 29 dny +1

    Solid insights on the "Just don't die" philosophy, Dalton. Entrepreneurs should also remember that pivoting isn't just about changing the product; it's about iterating until you find a market fit, even if it means targeting a completely different audience than initially planned. And always validate the new direction with real customer feedback before going all in.

  • @thegeez001
    @thegeez001 Před 29 dny +1

    Love Dalton! He always has great insight.

  • @brandon6490
    @brandon6490 Před 29 dny

    Thanks guys!

  • @ghostrich3948
    @ghostrich3948 Před 29 dny +5

    Amazing interview! I would love the list of 20 startup ideas. Is that going to be linked or did I just not see it? 🤔

    • @LennysPodcast
      @LennysPodcast  Před 29 dny +1

      Here you go! www.ycombinator.com/blog/ycs-latest-request-for-startups

  • @natekryn9840
    @natekryn9840 Před 19 dny

    This guy's sounds like someone I actually couldn't learn from.
    I'm 100% confident that's not my problem, either.

    • @davidlpz22
      @davidlpz22 Před 16 dny

      Curious. Why in particular do you think that?

    • @natekryn9840
      @natekryn9840 Před 16 dny

      @@davidlpz22 someone like you or I, should think that, because this appears to be an entire episode, of u contextualized, inquisitions? Information? Apparently it makes sense?
      Here's, an easy way, Dave. Bud. If I can say that, it's like asking David Cho to earn a Michelin star off the Sweet Tomatoes buffet. Does, that make sense to anything you're familiar with?

  • @Ivan-dg9ww
    @Ivan-dg9ww Před 27 dny

    You can increase the conversion rate of your ads if you add a QR code with a link to your page at the advertised resource

  • @george_davituri
    @george_davituri Před 26 dny

    was interesting 👍⭐

  • @jamesjara4638
    @jamesjara4638 Před 16 dny

    Wou so deep!

  • @JosePinzon-hb7cx
    @JosePinzon-hb7cx Před 23 dny

    Everything is designed in my mind in simple spanglish

  • @realmosworld
    @realmosworld Před 23 dny

    I think the customer meetings can be via zoom. Not all of them need to be in person.

  • @earlytoarrive
    @earlytoarrive Před 29 dny +1

    Dalton vs Gustaf viewcount battle begins

  • @realmosworld
    @realmosworld Před 23 dny

    Columbo is outstanding

  • @JosePinzon-hb7cx
    @JosePinzon-hb7cx Před 10 dny

    Just don't die!

  • @beibeihu4992
    @beibeihu4992 Před 4 dny

    Hi Lenny, you and Dalton discussed startups pivoting, but didn't cover it fully. I'm curious about what exactly happened for companies like Instagram, Slack and others which went through massive pivots or several rounds of pivots, and the parameters under different scenarios. Is it possible that you could invite one or two founders who went through that process and can talk about pivoting from the founder's perspective?

    • @LennysPodcast
      @LennysPodcast  Před 4 dny +1

      Check it out www.lennysnewsletter.com/p/the-art-of-the-pivot-part-1-the-definitive

    • @beibeihu4992
      @beibeihu4992 Před 4 dny

      Thank you so much!@@LennysPodcast

  • @ubermensch6676
    @ubermensch6676 Před 29 dny +1

    We DEMAND more people from YC!!!!

    • @LennysPodcast
      @LennysPodcast  Před 29 dny +1

      Haha! Who would you love to see?

    • @earlytoarrive
      @earlytoarrive Před 29 dny +1

      @@LennysPodcast Paul & Jessica - together

    • @LennysPodcast
      @LennysPodcast  Před 29 dny

      @@earlytoarrive How epic would that be!

    • @earlytoarrive
      @earlytoarrive Před 29 dny

      @@LennysPodcast The OG Avengers! Also would love to see you interviewing/giving feedback to some early stage founders. Not sure on logistics, but would be an amazing insight for you to take varied 10 YC co's who have just finished a batch, 15-20 minute interview with each, 2 way discussion of them outlining how they are setting themselves up on product & growth, and you feeding back wisdom. Dalton's comment on tailoring advice for different stages was good, but you can apply Lenny San kaizen at all stages.

    • @ubermensch6676
      @ubermensch6676 Před 29 dny

      @@LennysPodcast PG, Michael S, Garry, anyone really

  • @gomini3707
    @gomini3707 Před 21 dnem

    Damn I have been binging on Columbo

  • @ratanvaghela7666
    @ratanvaghela7666 Před 10 dny

  • @nickram321
    @nickram321 Před 17 dny

    **
    - They REALLY want it
    - They REALLY believe in themselves
    - They REALLY believe they can make it work
    - They believe that they're the one for this

  • @williamschulz9018
    @williamschulz9018 Před 28 dny

    The companies like Brex that were despondent at times were perhaps just more honest founders and perhaps that's why they were more successful.

  • @davidlpz22
    @davidlpz22 Před 16 dny

    Hilarious part of 20 mins on. Uber has 40k corporate employees. Uber built today could see a 10x reduction in staffing.

  • @slightlygruff
    @slightlygruff Před 22 dny

    people will not remember you fondly. They'll forget you after you're out of their sight

  • @reefreshedinc
    @reefreshedinc Před 23 dny

    📌

  • @bigblitz
    @bigblitz Před 21 dnem

    Instructions unclear, I'm dead now

    • @J35Y1
      @J35Y1 Před 16 dny

      Wyd here?

  • @nonefvnfvnjnjnjevjenjvonej3384

    would brex be successful without yc though? it seems yc is a bit of a ponzi scheme these days where the companies sell to each other and grow their valuations and then get bought out by a large tech.

    • @matthewmorley7218
      @matthewmorley7218 Před 29 dny +2

      YC founder here. A ponzi scheme by definition is one where no actual value is created. Brex is used by something like 30% of batches to this day which wouldn't happen if the product wasn't any good. Do founders sell to each other? Absolutely. Do they sometimes sell to them even though they aren't their ideal customers and just buy each others product? For sure. But they'll churn just like any other customer would. It's entirely fair to ask the question but 9/10 founders are just building for themselves and who better to sell to than other founders (if that's who your customer is).

    • @nonefvnfvnjnjnjevjenjvonej3384
      @nonefvnfvnjnjnjevjenjvonej3384 Před 29 dny

      @@matthewmorley7218 fair assessment matthew but i would say ponzi is also stuff like herbalife where you can argue they have value but the growth is unnatural. wouldnt you say yc in particular due to the strong early successes have fallen into this trap recently?

    • @AlexWilkinsonYYC
      @AlexWilkinsonYYC Před 26 dny

      Ponzi scheme is a zero sum system - so someone must lose for the other person to win. Unethical. Brex would be more like building a hammer that is used by you and all your friends, so everyone benefits. Ethical.

  • @Andrew-tt5lv
    @Andrew-tt5lv Před 29 dny

    What’s wrong with paying influencers? 😅

  • @louigiist
    @louigiist Před 27 dny +55

    YC is a very elitist org by design. And I don’t blame it. However it’s pretty misleading for regular middle class founders who didn’t graduate from Stanford. How do regular founders succeed? We need much greater emphasis on smart founders who don’t have a network, don’t have money, don’t have anything, live in countries without entrepreneurial culture. How can we do this?

    • @J.Colfer
      @J.Colfer Před 26 dny +5

      You can start by building your own network, and save some cash on the side. Those obstacles are rarely outside your control if you really think about it (I’m from a 3rd world country and managed to do just this).

    • @AlexWilkinsonYYC
      @AlexWilkinsonYYC Před 26 dny +14

      YC is the least elitist big name VC by a long shot. They literally have a form on their website anyone can fill out with no introduction required. Also no Stanford degree required. The YC founders in my city in Canada did not go to Stanford, and had no US investor network when they got in.
      And to answer your question, you just build things repeatedly until people start paying you a lot of money for something you made. There is an amount of luck involved, which is why it's hard to give specific advice about exactly what to "do".

    • @denysolleik9896
      @denysolleik9896 Před 26 dny

      @@AlexWilkinsonYYCbut they require you to have a website and business name. Yet they claim they accept only ideas. Misleading. It turns people away. Those fields are required to submit the form. There’s literally validation logic there.

    • @louigiist
      @louigiist Před 26 dny

      @@AlexWilkinsonYYC Sure, I take your points. By the way it’s not wrong to be elitist, it’s actually good in some ways. It’s about making money at the end of the day. And that means managing risk by choosing safe bets.

    • @AlexWilkinsonYYC
      @AlexWilkinsonYYC Před 25 dny +3

      @@denysolleik9896 If you don't have a business registered they can't do the SAFE to invest in your company. If you don't have a website it would indicate the person may not be a self-starter, which would be a red flag for many investors. A website can be created for free, and there really isn't a reason to... not have one?

  • @dhikshith12
    @dhikshith12 Před 26 dny +1

    that big hand with like 20 fingers thumbs up is very distracting....

  • @AntonioLopez8888
    @AntonioLopez8888 Před 10 dny

    This guy Dalton is .... It's obvious he doesnt do things seriously.

  • @RobbenBanks153
    @RobbenBanks153 Před 28 dny +5

    Or just stop, let it crash, get over yourself, and go do something *actually* helpful to people. It’s just a game. I’m a founder, too btw. None of us is a messiah

  • @johnnysanchez8709
    @johnnysanchez8709 Před 24 dny

    Great stuff Lenny! Keep it up.🫡