Quit and join that risky tech startup? A guide to learning, earning & minimizing regret at startups

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  • Опубліковано 11 чер 2024
  • Should you quit or job? What skills do you want to acquire? How do you evaluate how much you'll actually earn? If you're great at what you do, it turns out that the only kind of risk is not taking risk at all. This is my quick guide on how to think through different opportunities that come your way. Learning early on is more important, but earning is absolutely something you need to focus on mid-career.
    I’m Garry Tan, venture capitalist and founder at Initialized Capital. We were earliest investors in billion dollar startups like Coinbase and Instacart. I’m doing my own one man UA-cam channel with no staff or crew - I'm going for raw and unfiltered, not perfect.
    Please like this video and subscribe to my channel if you want to see more videos like this!

КОМЕНТАРІ • 215

  • @ArunKumar-xb1yk
    @ArunKumar-xb1yk 3 роки тому +89

    "Commandos, Army and the Police" - great analogy!

    • @GarryTan
      @GarryTan  3 роки тому +4

      Thank you Arun. I got it from Jeff Atwood I think.

    • @ShaneBurns
      @ShaneBurns 3 роки тому +1

      Sooo good. One the team at every level can appreciate without feeling undermined and being authentic..."the first x employees are crazy"/"A players hire A players..." and other changing of the guard analogies that instill us vs them mentalities. Same team, same mission.

    • @YuriRadavchuk
      @YuriRadavchuk 3 роки тому +1

      I like the metaphor, but military stuff associates with deaths and it's a bit tense

    • @ArunKumar-xb1yk
      @ArunKumar-xb1yk 3 роки тому +1

      @@YuriRadavchuk I agree

  • @vladusa
    @vladusa 3 роки тому +94

    This is the only real startup channel. Never heard these points before.

    • @MrGlujaN
      @MrGlujaN 2 роки тому +1

      And the Ycombinator channel

  • @NutriApp
    @NutriApp 3 роки тому +57

    'Regret Minimisation Framework' - This is great advice. Instantly puts you in a zen like state and makes making any life decisions crystal clear.

    • @GarryTan
      @GarryTan  3 роки тому +6

      Helps me a ton honestly

  • @Startupsandsushi
    @Startupsandsushi 3 роки тому +23

    This needs to be played at every high school and college graduation speech. 👩‍🎓👨‍🎓💯

    • @GarryTan
      @GarryTan  3 роки тому +2

      Thanks for watching!

  • @adavidov
    @adavidov 3 роки тому +6

    "Regret minimization..." -- awesome clarity for decision-making, combined with earn/learn approach.

  • @waynerichardson1051
    @waynerichardson1051 2 роки тому +2

    Hey, your calm voice and mannerisms are so comforting to me. Thanks so much for all your advice and the insights you're passing on to us is absolutely priceless! Much appreciated

  • @michaelhuang7708
    @michaelhuang7708 3 роки тому +4

    Risk minimization framework is a beautiful method to take that plunge to do what your 80 yearold self would be proud of. Thank you for sharing Garry!

  • @shawn.builds
    @shawn.builds 3 роки тому +2

    The value I'm getting from binging your videos is insane. Regret minimization is major key :)

  • @siddharthshivakumar9176
    @siddharthshivakumar9176 3 роки тому +2

    This video is packed with so much value. Your channel is super underrated. Keep the amazing content coming!

  • @ChrisMikelson
    @ChrisMikelson 3 роки тому

    Thanks for this Garry, it really resonated with me. I am a commando turned solo founder and your analogy is spot on. When acquired as the 2nd employee in a previous startup, we built a better product for our parent, launched it - then the army came in and supported it. After a few years, they were looking for things to do with us, the police arrived and I left for a much needed walkabout. Understanding that I am a commando (even before your analogy) allowed me to leave in the last year of my vesting plan to try (and fail) at multiple ideas that were meaningful to me. Had I not done that, I wouldn't have the vision / plan I have now and would be back to work on someone else's dreams.
    This is truly great information and I look forward to watching more videos from you. Cheers!

  • @Adiol
    @Adiol 3 роки тому +2

    Gary Tan you are amazing. You dont realise or maybe you do, you're impacting so many lives in a positive way. I wish you success in all your endevours.

  • @ryN45678
    @ryN45678 3 роки тому +27

    Joining a 6 person seed stage felt insane at the time but it was incredible experience and the next gig more than made the financials more than work out in the long run. IMO Everyone in tech who can afford the risk of going it at a startup, should do it at least once. Especially folks in their early career with less commitments, overhead, etc.

    • @GarryTan
      @GarryTan  3 роки тому +5

      Agree absolutely. It is a privilege to be frank.

  • @EstebanSanMartin
    @EstebanSanMartin 3 роки тому +2

    Thanks for the amazing content Garry! I can't stop watching them, I'm at a point in my life where I'm working as a product manager in a US tech company (remotely) and I'm considering enrolling in an MBA program next year, but I'm still undecided, these videos are giving me great insights to take a better decision. Again thank you so much!

  • @arvindk4813
    @arvindk4813 3 роки тому

    You're not just talking about taking risks but also inspiring to go-ahead and striving us to make this world better. Greatest thing this year is I discovered you🔥

  • @AdamHeist
    @AdamHeist 3 роки тому

    Love the sophisticated, legitimized source of information on this channel. Really excited to come across your channel!

  • @henrylay4098
    @henrylay4098 3 роки тому +6

    Alot of great insights and words of wisdom Garry(As always), Having taken so many risks in my 20s and having a lot of those experiences have been great lessons and now being 30 and successfully making the transition into tech working as a junior dev for a health tech scale up. really looking forward to taking as much as I can with the learning and of course the earning component.

    • @GarryTan
      @GarryTan  3 роки тому +2

      Congrats on a big transition!

  • @stonekase
    @stonekase 3 роки тому +4

    I actually do this without giving it a name(regret minimizing).This is awesome and doubles down on my thoughts.Thank you Garry.🔥🔥🔥🔥

    • @GarryTan
      @GarryTan  3 роки тому +1

      Glad to hear. Thanks for watching!

  • @michaelmtenga5387
    @michaelmtenga5387 3 роки тому

    Gary Please keep pumping out content you are such a huge motivation! I am studying UX design and general design because of you.

  • @vikrantkhedkar6451
    @vikrantkhedkar6451 2 місяці тому +1

    The analogy was too good - Commandos,Army and Police

  • @diegomoreno242
    @diegomoreno242 3 роки тому +6

    Just found your channel, I like it, I can realize that you really feel what you say

  • @vigneshwararofficial
    @vigneshwararofficial 3 роки тому +21

    Hey Gary,
    I've been watching all of your videos, Every video is packed with great knowledge.
    Thanks for sharing 🙂

    • @GarryTan
      @GarryTan  3 роки тому +2

      Thanks for watching!

  • @allencallahan1478
    @allencallahan1478 2 роки тому

    This is absolutely superb. The “Star Trek” clip is perfect.

  • @tomasbaron8465
    @tomasbaron8465 Рік тому +2

    Really interesting and reflecting to use the regret minimization framework, let’s risk ourselves and subject us to impact the world una positive way using technology, influence and reach

  • @V12theGod
    @V12theGod 3 роки тому +4

    wow, your channel is a breath of fresh air! I didn't think it would be this good! Thanks for your content. It's extremely helpful.

  • @hannahahn3853
    @hannahahn3853 3 роки тому +7

    Hey Garry, I'm 18 and I've been in a decision dilemma for a few months now on that whole question of joining a large startup as a Product Manager vs working on my own thing while studying CS on a scholarship - this video was super insightful in helping make a decision. :)
    I've also been watching your content for a while and I just wanted to say thank you, your videos have so much value that you can't find anywhere else! Keep posting awesome stuff man!

    • @GarryTan
      @GarryTan  3 роки тому +1

      Thanks Hannah! best wishes

    • @NierAutomata2B
      @NierAutomata2B 2 роки тому +4

      18 and have an offer to be PM at a big startup? Wow

  • @vinayapte7740
    @vinayapte7740 2 роки тому

    Such an awesome video with powerful message ! Garry is great at communicating thoughts in a clear, concise and impactful way.

  • @salmanhaider786
    @salmanhaider786 2 роки тому

    Thanks for putting this video out Garry! Got an important decision to make, your video really helped :)

  • @nikm1976
    @nikm1976 2 роки тому

    Almost embarrassed I never got on to Garry's pearls of wisdom earlier! Saving this one!

  • @terenceterrry
    @terenceterrry 3 роки тому +2

    Hi Garry, thank you for making this video as it came at an apt time for me. Was wondering if I should commit to continue working for this high potential startup I am at, or leave it to tread the secure path at a big bank/consulting. Your exposition on the importance of Learning definitely helped me choose the startup life!

  • @tjdoss
    @tjdoss 3 роки тому

    Not sure if its the recommendation algorithm, but u seem to address the doubts that arise in my head. Imma make a mission that i get to a stage, where i get to say... Garry told me so. Thanks man.

  • @sumedhdhoke7004
    @sumedhdhoke7004 Рік тому

    Hey Garry, Many thanks for bringing so much knowledge and wisdom here. This helped me a lot to decide things to prioritise in life.

  • @LiamHerbst
    @LiamHerbst 3 роки тому +5

    Wow. Just wow!!! I am blown away by the content and production quality of your videos. Please keep them coming :)

    • @GarryTan
      @GarryTan  3 роки тому +2

      Thank you Liam! I did it all in one afternoon, maybe 3 hours of work.

    • @LiamHerbst
      @LiamHerbst 3 роки тому

      @@GarryTan Incredible! Would you have 1-2 tips for videography beginners?

  • @shazboi
    @shazboi 2 роки тому

    mah lawrd.. man cleared all my doubts thanks you got a new sub

  • @MikeWilliamsYoroomie
    @MikeWilliamsYoroomie 3 роки тому +2

    Such a powerful vid Garry and keep them coming! Love the setup and edits btw

    • @GarryTan
      @GarryTan  3 роки тому +1

      Appreciate the note Mike!

  • @TelcoCloudPro
    @TelcoCloudPro 3 роки тому

    Amazing advice Garry. Thank you so much

  • @BrainEquation
    @BrainEquation 2 роки тому +1

    My turning point was when I was told by a successful businessman: so you’re telling me, risk analysis has made more money from you than you from it?!
    No looking back after that.

  • @Shah_Khan
    @Shah_Khan 3 роки тому

    Thank you very much Garry for such a real life advice and suggestions. For learners like me you are a hero. Keep it real always. Thanks

  • @master_lionel
    @master_lionel 3 роки тому

    I always found it difficult to choose, because I didn't know what are the options...
    Now that I think about to choose between learning and earning, I'll go with LEARNING.
    Thanks Garry

  • @Filaxsan
    @Filaxsan 3 роки тому +1

    Man, this is another gem! Thanks a lot for sharing!

    • @GarryTan
      @GarryTan  3 роки тому

      Thanks for watching!

  • @sannyd
    @sannyd 3 роки тому +2

    I like this video a lot! Especially playing the TNG clip and Bezos clip and commentary before and after by you, Garry!

  • @ricardo.castillo
    @ricardo.castillo 3 роки тому +1

    I found your video on my LinkedIn feed. Thank you, this advice is super helpful in my current situation to figure out my next step in my career. Subscribed!

    • @GarryTan
      @GarryTan  3 роки тому +1

      Thanks for watching!

  • @ibrand23
    @ibrand23 3 роки тому +2

    This really speaks to me, totally what I'm going through right now... great advice I will be working into how I take more risks in my career.

    • @GarryTan
      @GarryTan  3 роки тому

      Thank you Ian! Glad it was helpful.

  • @ryanjm
    @ryanjm 3 роки тому

    This was a great breakdown. Thanks for putting these videos out there!

  • @AZNGoSu
    @AZNGoSu 3 роки тому +2

    I never thought I would be so inspired by a clip from Star Trek TNG

    • @GarryTan
      @GarryTan  3 роки тому +2

      TNG is the most inspiring

  • @algotrader9054
    @algotrader9054 3 роки тому +5

    I can already see you reaching +500k subs. Awesome content.

    • @GarryTan
      @GarryTan  3 роки тому

      Hope so! Thanks for watching!

  • @jeanrenetournecuillert2449
    @jeanrenetournecuillert2449 3 роки тому

    I love the star trek TNG analogy !!!

  • @zukhra888
    @zukhra888 2 роки тому

    Thank you so much! It is very inspirational.

  • @mikimikucki5590
    @mikimikucki5590 3 роки тому +1

    Holy smokes! I just found it exactly when I needed ! Thank you Garry. Quick tip - start a community forum already to gather all the brilliant minds that are going to follow you. If you need some help just dm me.

    • @GarryTan
      @GarryTan  3 роки тому +1

      Good idea. I think I will need to work on something like this.

  • @a12n
    @a12n 3 роки тому

    Thanks Garry! This was super helpful

  • @tombuunk5485
    @tombuunk5485 2 роки тому

    What a video! Well done sir.

  • @gabrielgkabelen4780
    @gabrielgkabelen4780 3 роки тому

    Thanks Bro..like it so much

  • @abhiglad
    @abhiglad 3 роки тому +1

    Thanks Garry for your valuable insights!

  • @TochStyle
    @TochStyle 11 місяців тому

    Very true
    . Im finding this to be consistent

  • @yasinehsan8681
    @yasinehsan8681 3 роки тому

    your a total champ for making this

  • @NikhilRaut12
    @NikhilRaut12 Рік тому

    Truly resonating.

  • @thiagoaugusto1738
    @thiagoaugusto1738 3 роки тому +1

    Thank you for this great content Garry!

    • @GarryTan
      @GarryTan  3 роки тому +1

      Thanks for watching Thiago!

  • @arunsaini208
    @arunsaini208 3 роки тому +1

    Great Garry !!! I see that you see that I see your videos..!!!! Like it, great content...words of wisdom from not so old. .

    • @GarryTan
      @GarryTan  3 роки тому

      Glad you like them!

  • @smugada
    @smugada 3 роки тому +4

    Thanks for the awesome content. Your clarity of thought makes me connect instantly.

    • @GarryTan
      @GarryTan  3 роки тому +1

      Awesome, thank you!

  • @rohangermain7769
    @rohangermain7769 3 роки тому

    Great channel! So valuable.

  • @rodionnovikov7420
    @rodionnovikov7420 3 роки тому

    Thank you!

  • @JohnTube2K
    @JohnTube2K 8 місяців тому

    Great video my man.

  • @12vscience
    @12vscience Рік тому

    Good points.

  • @oleeg3336
    @oleeg3336 3 роки тому +1

    Love the video and the sound effect got me hypnotized!!

  • @hongganglai3758
    @hongganglai3758 2 роки тому

    Love the content!

  • @gabrielfelipe6736
    @gabrielfelipe6736 2 місяці тому

    One thing that helps me making hard decisions is: Is this reversible in any way?
    For example: In one instance I was very much in the fence between leaving my corporate, amazingly well paying job to focus on my startup that was already seeded but still not over product market fit. It felt like it was impossible to keep both on that stage, if I wanted to continue on the startup, I needed to quit the job. If I wanted to continue at the job I needed to quit the startup as my performance was starting to degrade too much.
    I didn't know which I would regret more, but I knew one thing: It's far easier to get another corporate job than it's to build a v1, get seed investment and the first 15 paying clients and 5 employees.
    Getting a corporate job is just a few interviews across a few weeks or months, specially if you are good and have good experience.
    Bringing a startup from 0 to that stage, took years of investing time, effort and personal money. So it would be far easier for me to get back to corporate than it would be to create another company from scratch.
    Maybe this insight helps someone that is also struggling and don't find the regret minimization framework enough.

  • @fultonfilmcompany3554
    @fultonfilmcompany3554 3 роки тому

    Thank you for posting sir

  • @yangpten
    @yangpten 3 роки тому +2

    These videos are amazing! Thanks for sharing your experiences

  • @thabsheerhussain457
    @thabsheerhussain457 3 роки тому

    Relay great video thanks for sharing you ideas in here

  • @backersnetwork
    @backersnetwork 2 роки тому

    Thanks for the great advice to early-stage and frankly all entrepreneurs and intrapreneurs

  • @imusamakhalid
    @imusamakhalid 3 роки тому +3

    love these videos! keep them coming.

    • @GarryTan
      @GarryTan  3 роки тому +1

      Thanks for watching Usama

  • @blue_lobster_
    @blue_lobster_ 3 роки тому +1

    God bless you. Thanks for the value and great explanation

    • @GarryTan
      @GarryTan  3 роки тому +1

      Glad it was helpful!

  • @Boss365_allday
    @Boss365_allday 3 роки тому

    Great channel!

  • @nwokochagospel7260
    @nwokochagospel7260 Рік тому

    Great video

  • @cato88.
    @cato88. 3 роки тому

    I'm in the process of leaving my 9-5 to finally go full time on the business I've been working/researching for years now.
    This was a sign I am making the right decision haha.

  • @merridius2006
    @merridius2006 11 місяців тому

    Coming from a failed startup, this hits different. Risk is real, friends

  • @nikeshnaik5516
    @nikeshnaik5516 3 роки тому +1

    Once you have the lightning in the bottle, it takes a team to hold on to it.🔥

  • @simranjotkour7284
    @simranjotkour7284 3 роки тому

    Good advice

  • @whynosync
    @whynosync 3 роки тому +1

    I really wish I had seen this a year ago when I was stuck making a career transition

  • @Kimberlyhan
    @Kimberlyhan 3 роки тому +1

    Thanks for sharing! New subscriber and excited to watch your other videos :)

    • @GarryTan
      @GarryTan  3 роки тому

      Thanks for subbing!

  • @andriimaslov1226
    @andriimaslov1226 3 роки тому

    Good content, thank you

  • @MuhammadAli93
    @MuhammadAli93 2 роки тому +2

    You are an absolute legend, Garry!
    Your videos motivated me to pivot in to software engineering from aerospace engineering, currently doing masters in AI.
    P.S. My first UA-cam comment ever.

  • @JohnTube2K
    @JohnTube2K 7 місяців тому

    Thanks for making this Gary. I’m in a job transition and got a really good offer with a pre-IPO Silicon Valley company. I would be leaving a really established big company that is the “safe” path job wise. I like the two videos you shared… Picard living a life where he didn’t take risks and Bezos discussing Regret Minimization Framework.

  • @josevalle7133
    @josevalle7133 2 роки тому +2

    I recently used the regret minimization framework and have decided to join a startup. It's risky, but I don't want to regret the missed opportunity.

  • @1410reddevil
    @1410reddevil 2 роки тому

    Super insightful video Gary 🙏🏼 how would you weigh each of the factors: interesting problems, learning and earning components into the decision (as in would you recommend overindexing on one over the other?). Also, for the equity calculations you showed, how would dilution impact the numbers/what’s a standard dilution % for future funding rounds when you’re say a series D/E startup which is already valued at $5B?

  • @harshmohanka9153
    @harshmohanka9153 2 роки тому

    Gary, thanks alot for making me realise I had been getting too secure under the comfort zone of job at MNC. Looking back at my life, realised that's not what I want to be. The commando inside me had been continuously demoting to reach the level of Police. Time to wake up, gear up and put commando to some action

  • @ReadyDesignerOne
    @ReadyDesignerOne 3 роки тому

    Great advice

  • @marv972228
    @marv972228 3 роки тому

    wow, really inspiring videos. Fuse is lit. Please keep posting

  • @jjeverson2269
    @jjeverson2269 2 роки тому

    Pretty much what I did. It’s risky but can be rewarding

  • @mustgame2233
    @mustgame2233 3 роки тому

    Those last few words are priceless

  • @o.h.w.6638
    @o.h.w.6638 3 роки тому +12

    I work at Apple and built many companies and starting an rfid company as a sole founder I can’t wait to get enough traction to stop being the Apple police LOL 🤣

  • @mislavjuric9775
    @mislavjuric9775 3 роки тому +1

    Great video Garry!

  • @rupusharma5714
    @rupusharma5714 3 роки тому

    @garry Tan, can you please do a video on how much equity should first employee ask for, like really first employee before any major funding. Thanks

  • @kia7295
    @kia7295 3 роки тому

    You're amazing

  • @leugim8872
    @leugim8872 4 місяці тому

    We are masters of the Universe, act accordingly.

  • @oooooooo4789
    @oooooooo4789 3 роки тому

    statistics says that this 12 dislikes at 2.1k likes and 29 k views are 100% missclicks , thanks Garry for everything

  • @GrowWithWill
    @GrowWithWill 3 роки тому +2

    Taking calculated risks has always been the name of the game for me. Bezos' regret minimization framework was something I used to decide to go all-in coming out of college.
    Something I'm being mindful of now though more than ever is when I'm being too risk-adverse. In my earlier years in startups, I had little to lose; now there is a level of "comfort" I'm used to that I sometimes find myself having dissonance with. My relationship with ambition has changed in recent years, and I'm grappling with what that means for me in the years ahead.

  • @Designalily
    @Designalily 3 роки тому +1

    Wow that Picard reference is so on point. Great to see you're another Star Trek fan :)

  • @yuanyuanyuan
    @yuanyuanyuan 3 роки тому +2

    Thank you for this! Would you make a podcast? Even if you just released this audio with no extra production on top of it, I think would be a great podcast! And it would make it easier for me to access

    • @GarryTan
      @GarryTan  3 роки тому +1

      Thanks. Thinking about doing this

    • @letyjay9715
      @letyjay9715 3 роки тому

      @@GarryTan found out about you today, i have subscribed, and notification alerts on all your future videos. Now is your time to start a podcast!Dont even think twice about it! I've been listening to you for hours now and because of you, i finally bought " how to win friends and influence people". you don't click bait, you have a humble yet knowledgeable tone about you, and most of all, you have PROOF OF WORK. it . you are like an upcoming Garry Vee. Not even kidding.You grab attention without and BS! People are tired of content that drags on and gives breadcrumbs just for views and likes. Keep up the good work, you have a new die hard follower here !

  • @DarshanGajara
    @DarshanGajara 3 роки тому +1

    Great video, just subscribed.

    • @GarryTan
      @GarryTan  3 роки тому

      Thanks for the sub!

  • @1H4NDC14PP1N6
    @1H4NDC14PP1N6 3 роки тому +3

    Hey Garry, just found your channel and loving your stuff.
    Question for you: I love your avatar you use for your youtube/linked in/etc. Did you have it made by a designer? I would like to do something similar!