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Dalton + MichaelDalton + Michael

How to Spot a Terrorist in Your Startup

In this episode, Dalton and Michael discuss how to identify and remove startup terrorists. Michael coined the phrase "startup terrorists" years ago during office hours at YC. These are people who will unapologetically hijack your time and do your business harm. Discussion includes: The origins of terrorist customers, how to spot terrorist customers, why startups give them leverage, when to fire a customer, negotiating terrorist requests, finding a way to say no, blindly following feature requests, building what know customers need but don't say, terrorist recruits, terrorist employees vs difficult employees, why giving in doesn't work, terrorist investors, avoiding pessimistic investors and more. Dalton + Michael is brought to you by @Standard_Cap Standard Capital is the AI-native Series A fund. Are you an AI builder? Check out StandardDB.com. Discover offers, credits, tools, and partner programs from the StandardDB ecosystem. The hub for AI builders, built by Standard Capital. Dalton Caldwell on X: https://x.com/daltonc Michael Seibel on X: https://x.com/mwseibel

Dalton CaldwellhostMichael Seibelhost
Aug 12, 202619mWatch on YouTube ↗

EVERY SPOKEN WORD

  1. 0:000:26

    Defining “terrorists” in startups: not difficult people, but value-destroyers

    1. DC

      We're not talking about the, like, don't have difficult people-

    2. MS

      Yeah

    3. DC

      ... or don't-

    4. MS

      No, no, no, no.

    5. DC

      We're describing folks that effectively hijack everything.

    6. MS

      [laughs] Yes, yes.

    7. DC

      And create no value. [laughs] And like, you know who they are.

    8. MS

      Yes.

    9. DC

      Again, if you're watching this, we're not talking about the people on the line-

    10. MS

      No

    11. DC

      ... where you're not really sure-

    12. MS

      No

    13. DC

      ... and they, but they've done all this really good stuff.

    14. MS

      We're using the word terrorist for a reason. [laughs]

    15. DC

      But this is where you're like, "Oh, wow, this is a whole cloud of problems."

    16. MS

      Yeah. [laughs]

    17. DC

      That is what we're referring to.

  2. 0:262:13

    Origin story: the “terrorist customer” who was bombing the business

    1. MS

      Yes. Yes. Welcome to Dalton + Michael. Today we're gonna talk about terrorists and startups. [laughs]

    2. DC

      [laughs]

    3. MS

      What the hell am I talking about, Dalton?

    4. DC

      Yeah. I mean-

    5. MS

      [laughs]

    6. DC

      ... look, this was always your thing. I remember, uh, over the years hearing this term from you and learning from you-

    7. MS

      Yes

    8. DC

      ... where you would talk about terrorist customers for startups.

    9. MS

      Yes. Yes.

    10. DC

      And so obviously, uh, this is some colorful language we were using.

    11. MS

      Yeah.

    12. DC

      Yeah. Can you just define what you meant when you-

    13. MS

      It was interesting. I remember talking to a startup, and this startup was trying to help a customer that was almost unhelpable, to the point where the startup would have to do things that would never make them any money, things that would only apply to a tiny percentage of people. And it was almost like the startup was serving the customer out of pity versus out of, like, even, like, accomplishing their mission and goals. And I remember saying to this founder, like, "You can just fire this customer." And I, and I remember this founder had so much kind of emotional tie to this customer, and you know, when you're in office hours, sometimes you have to use kind of, like, aggressive language, right?

    14. DC

      [laughs]

    15. MS

      It's like, how do I, how do I cut this emotional tie? And it's like, this customer is a terrorist. Like, they are actively bombing your startup. [laughs]

    16. DC

      [laughs]

    17. MS

      You have to let them go. And I think that that word kind of, like, flipped something in their head, and they were like, "Oh, yeah, like, this customer is causing my business harm, and that's not... We're supposed to be doing this mutual exchange where we both improve. We're not supposed to be doing this exchange where I die." And so I think that's where it came from, and, and then lo and behold, we have found terrorism in other areas. It's not just terrorist customers.

  3. 2:133:37

    How terrorist customers happen: leverage, hostage dynamics, and roadmap capture

    1. DC

      I think in terms of customers, if someone's watching this, they're like, "Well, how do I know if I have a terrorist customer? Like, what are these guys even talking about?" Let's, let's give some of the properties.

    2. MS

      [laughs]

    3. DC

      Um, so I think one is where they're effectively holding you hostage-

    4. MS

      Yes

    5. DC

      ... because they might be such a large customer.

    6. MS

      Yes.

    7. DC

      They might be the only customer. So a common setup for getting a, a terrorist customer is you're a brand-new startup, and you get some nice inbound from a really fancy, great logo.

    8. MS

      Yes.

    9. DC

      And they're willing to pay you lots of money.

    10. MS

      Yes.

    11. DC

      And effectively, the rest of your startup is not going well.

    12. MS

      Yes.

    13. DC

      And so you have this one shiny-

    14. MS

      Bright spot. Yes

    15. DC

      ... bright spot when everything else is going bad, and perhaps that customer understands that they have that leverage over you.

    16. MS

      Perhaps. [laughs]

    17. DC

      And you effectively spend the next duration of your life as a startup founder catering to this customer.

    18. MS

      Yes.

    19. DC

      And this might mean your entire roadmap is dictated by them.

    20. MS

      Yes.

    21. DC

      It might mean you're losing tons of money to service them. It mi-

    22. MS

      Customer service at the, just craziness. Yeah.

    23. DC

      Yeah.

    24. MS

      Yes.

    25. DC

      It basically, they, they dominate-

    26. MS

      Yes

    27. DC

      ... your existence as a startup founder.

    28. MS

      And this can happen to consumer companies and B2B companies-

    29. DC

      [laughs]

    30. MS

      ... which is interesting. Yeah.

  4. 3:374:27

    Sometimes you hand them leverage: desperation and the illusion of “good revenue”

    1. MS

      Well, I think what's interesting about this, too, is that, you know, you're framing it as like the customer has leverage over you, which is totally true. But I've also seen it where, like, you give that customer leverage.

    2. DC

      Yeah.

    3. MS

      Like, they're not actually that good of a logo. They're not actually paying you that much. It's just that you're so desperate for anyone to be replying to your emails and getting on the phone with you that, like, you just don't want that to stop. And so you'll-

    4. DC

      Totally

    5. MS

      ... do things that have nothing to do with your company succeeding.

    6. DC

      This would come in office hours where people would be surprised how often we would be like, after someone got into YC, "Oh yeah, you should, like, not service that customer anymore."

    7. MS

      Yeah.

    8. DC

      And they're like, "But you're, we're gonna give up all this revenue. What are you talking about?"

    9. MS

      "You told me to grow, Dalton." [laughs]

    10. DC

      I thought... They're shocked. We're like, "Yeah, you don't wanna be in that business anymore."

    11. MS

      No.

    12. DC

      Um, I think that's really surprising to founders sometimes.

  5. 4:275:40

    Terrorist requests: when a decent customer asks for the wrong thing

    1. MS

      I think it really is, too. I really wish startups could reduce down to just, like, one variable, which is, like, grow revenue. Uh, it just, it's not, not actually true, and the quality of your revenue kind of matters. I think the other thing that's tricky about a terrorist customer is that I'll move this to a s- to kind of like a, let's say the customer is actually okay. They're not in and of themselves a terrorist customer, but they're asking you to do something that you shouldn't do.

    2. DC

      Yeah.

    3. MS

      So let's call that, like, a terrorist request. So a terrorist request could be something like, "Hey, we're asking you to do some project where you're gonna lose a ton of money," right? Or asking you to do some project where it's like, "Oh, like, you did this really great software thing for us over here. Can you, like, I guess you're good at writing software. Can you just, like, write us more software over here, here, here, here?" Or one of them that's actually, like, really tricky is like, "Oh, can you build this feature for us?" Where when you really dig down, you realize that feature will not help the customer, but they're asking you to build it. But, like, you've now spent some time. You understand the customer's business, and you're like, "It will not move the numbers. It will not..." What do you do? What do you do when you have a good customer giving you a terrorist request?

  6. 5:406:17

    Don’t negotiate: hold the line, because ‘yes’ invites more demands

    1. DC

      Well, I think you've gotta find a way to say no. Again, this is the, the terminology of terrorist customer is like you don't negotiate with terrorists.

    2. MS

      No. [laughs]

    3. DC

      So, so the, the point, [laughs] uh, the point is you have to find a way to not do it.

    4. MS

      Yes.

    5. DC

      And it's up to the founder to understand the nuance of the relationship.

    6. MS

      Yes.

    7. DC

      So I don't know if I wanna give too general advice on this video of, like, always just- Say no and go away.

    8. MS

      Yeah.

    9. DC

      But you do need to hold your ground and not get involved. Um, because what's, what's funny about these dynamics is once you start saying yes, it's not like they stop with the problems.

    10. MS

      No.

    11. DC

      The problems keep on coming.

    12. MS

      Yes, and growing.

    13. DC

      Yeah.

  7. 6:177:10

    Customers don’t always know what they need: synthesize, don’t follow feature lists

    1. MS

      One of the mistakes I see a lot of companies make is they don't understand their customer well enough to even know whether they're be giving a terrorist request or not. Their mental model is, customer tells me to do something, they pay me, I do it, we win. Instead of the mental model being, I need to do things that makes that customer's business better, or that makes that customer's life better if it's a consumer. Like, only delivering on those tasks will produce long-term victory. [laughs] Delivering on other things they ask for will not. And I think there's this embedded assumption that we've encountered a ton of times. There's like, the customer knows how to make their business better, right?

    2. DC

      [laughs]

    3. MS

      Right? Like, the consumer knows what they want, right? Like, all I have to do is do what they ask me to do, right? Don't- [laughs]

    4. DC

      I, I think-

    5. MS

      I'm talking to them. They said do this. You told me to talk to them. [laughs] They told me to do this. [laughs]

  8. 7:109:13

    Case studies: Facebook ‘growth as a feature’ and Twitch monetization clues

    1. DC

      I think we've talked about this in a video before, but it reminds me of this old thing Mark Zuckerberg talked about once when he came and spoke to the, to the batch.

    2. MS

      Yeah.

    3. DC

      He would argue with his employees because they had talked to their customers and done user research, and there were all these features that the customers wanted them to build for Facebook.

    4. MS

      Yes.

    5. DC

      And that the PMs were like, "Oh, we should build these features."

    6. MS

      Yes.

    7. DC

      And Zuck would shut all that stuff down and say, "The best feature that Facebook had, like early Facebook-

    8. MS

      Mm-hmm

    9. DC

      ... was having all of your friends on it."

    10. MS

      Mm.

    11. DC

      "And actually, growth is a feature, and they're not articulating this to us. We'll, this will never show up in, in-

    12. MS

      No

    13. DC

      ... user research."

    14. MS

      No.

    15. DC

      "But we should be spending all of our cycles on growth of getting everyone onto Facebook-

    16. MS

      Yes

    17. DC

      ... so that all the people are there."

    18. MS

      Yes.

    19. DC

      "And that's actually the number one thing we do to increase satisfaction, as opposed to building a laundry, laundry list of features." How smart is that?

    20. MS

      And no one's asking for it.

    21. DC

      Yeah, no one's, no one's-

    22. MS

      No one's asking for it

    23. DC

      ... articulating that feature. So again, the advice here is blindly following feature requests, it's a, it's a leaky bucket. There's a hole in the bucket, and you will never fill it-

    24. MS

      No

    25. DC

      ... if you're just blindly following feature requests.

    26. MS

      No.

    27. DC

      You kinda gotta synthesize all of your information from what the customers are telling you versus taking them literally.

    28. MS

      Well, and this was the classic issue at, at Twitch, where streamers, when we were pivoting at Twitch, asked us for all kinds of features, and they never asked us, "Can we get paid?" Because they never thought it was possible. You don't ask your, your dad for a Ferrari when you're 16. Once again, we had to use the context clues, and it was tricky. I remember the first time we got a hint was when we learned that one of our biggest streamers, like someone who could get 50,000 people watching them at any given time, pumped gas. And we were like, "Oh. Oh, it, this is a [laughs] this is a hint. This is a hint. Like, maybe these people who are good in this area are, aren't able to monetize their skills in the normal economy. Our bar is not how do we make someone as much money as an i-banker. We might just have to make them as much money as someone who pumps gas. Like, okay.

  9. 9:1310:11

    Survey trap: why literal feedback (like YC food requests) misleads

    1. DC

      We used to do surveys for people in the YC batches-

    2. MS

      Yes

    3. DC

      ... about what they wanted.

    4. MS

      Yes.

    5. DC

      And if we took that stuff really literally, we would've spent all of our-

    6. MS

      Better food. [laughs]

    7. DC

      We would've spent all our time on food. We would've spent all our time hiring-

    8. MS

      Yes

    9. DC

      ... increasingly extravagant chefs-

    10. MS

      Yes, yes, yes

    11. DC

      ... if we listened to our users in the most literal way.

    12. MS

      Yes.

    13. DC

      That was the number one piece of feedback we got.

    14. MS

      Also, what about my nightshade allergy?

    15. DC

      [laughs]

    16. MS

      I had to order DoorDash at the dinner. [laughs]

    17. DC

      Yeah. But seriously, that was the-

    18. MS

      Yes

    19. DC

      ... number one recurring-

    20. MS

      Yes

    21. DC

      ... feedback we got from YC founders about the YC program-

    22. MS

      Yes

    23. DC

      ... was food related.

    24. MS

      Well, and what was really funny, I remember reading those surveys, and it was, I felt like I was hunting for clues.

    25. DC

      [laughs]

    26. MS

      Like, some of the most interesting stuff would be, like, these offhanded, weird comments that, like, would not be reflected by the masses, but they would be like, oh, like, that would've been it better. Or, oh, wow, like you used something that we had different than everyone else.

    27. DC

      Yeah.

    28. MS

      But it was not build a word cloud and like, like-

    29. DC

      [laughs]

  10. 10:1113:02

    Terrorists from inside: recruits and employees who come with endless demands

    1. MS

      ... look at the biggest word. Like, no. Oh my God, no, no, no, no, no. So bad. Okay, so we've talked about terrorist customers. We've talked about terrorist requests. I think for the founder that's far enough along, they know that the biggest source of terrorism is from the inside.

    2. DC

      Yes.

    3. MS

      Terrorist employees.

    4. DC

      Yes. [laughs]

    5. MS

      [laughs] What do they say? Something's in the inside. What is it like [laughs] what is the-

    6. DC

      Yeah, the call's coming from the-

    7. MS

      Yeah

    8. DC

      ... inside the house.

    9. MS

      Inside the house. Yeah. [laughs] Let's talk about terrorist employees. What, any experience?

    10. DC

      No. Okay, like, no, I don't know what you're talking about. Um, so let's start with folks that aren't in the company yet. And so the set-

    11. MS

      Terrorist recruits

    12. DC

      ... recruits. The, the setup is a founder is, like, desperate to hire. It's hard to hire.

    13. MS

      Yes.

    14. DC

      And then someone amazing comes along, and they're like, "Holy cow, they used to work at Google. They used to work here. They w- used to work there"

    15. MS

      They're like a top 10 in the world at this thing-

    16. DC

      Yeah

    17. MS

      ... we need.

    18. DC

      Um, and unfortunately-

    19. MS

      And they wanna work for our shitty startup. [laughs]

    20. DC

      Yeah, can you believe it? And unfortunately, there's a really complicated laundry list of demands of what the person wants-

    21. MS

      Yes

    22. DC

      ... around where they work, how they work, when they work. You know, just-

    23. MS

      Yes

    24. DC

      ... a very com-

    25. MS

      Weird life circumstances sometimes. Weird, like, well, I can't commit to a start date or da, da, da, da, da. Like, all these, like, weird things where, like, if you were to hear your brother or sister talk about their, like, boyfriend or girlfriend and they would say these kinds of things, you'd be like, "This is not- [laughs]

    26. DC

      [laughs]

    27. MS

      ... this is not good" But for the employee, it's like, oh, but what about the upside?

    28. DC

      And so what happens is you come up with justifications to say yes to all these things-

    29. MS

      Yes

    30. DC

      ... and ignore the clues.

  11. 13:0214:18

    The meta-pattern: you can’t finesse it—cut bait and accept sunk costs

    1. MS

      A dark cloud. Maybe the meta point, and you touched on this earlier, is that in all of these situations, it is really hard to negotiate your way out of them.

    2. DC

      Can't finesse.

    3. MS

      There's no like-

    4. DC

      Well, and once you give... Basically, usually the solution is, "I'll give them their ask."

    5. MS

      Yeah.

    6. DC

      And that fixes the problem, right?

    7. MS

      Right. [laughs]

    8. DC

      The problem is there's, it's an invitation to get more asks.

    9. MS

      Yes.

    10. DC

      Over and over-

    11. MS

      Yes

    12. DC

      ... and over again.

    13. MS

      This is why we use the word terrorist. Like this is the definition almost, right? And I think that, um, what's hard, especially in office hours, is that usually you and I will pick up on this pretty fast and be like, "Cut bait."

    14. DC

      Yeah.

    15. MS

      And then we'll do the other office hour like three months later, and it'll be like, "Well, for three months we didn't cut bait and just got punched in the face, and now we've cut bait, and you were right." And it was like, you don't deserve terrorists. This is hard enough without terrorists. [laughs] Like...

    16. DC

      Yeah. It's almost like it's hard to admit that it's a sunk cost. Like you-

    17. MS

      Yes

    18. DC

      ... there's like this moment where you have to be like-

    19. MS

      Yes

    20. DC

      ... "This is a sunk cost. I just need to-

    21. MS

      Shut it down

    22. DC

      ... get out of the situation," versus coming up with justifications it'll get better.

    23. MS

      Or assume somehow that like success comes from dealing with terrorist situations.

  12. 14:1815:58

    Terrorist investors: time sinks and faith-destroying pessimism

    1. DC

      Yeah. And maybe one other aside, um, this comes up with investors too.

    2. MS

      Oh, fun.

    3. DC

      The, the classic terrorist investor-

    4. MS

      Investors can never be terrorists, Dalton. Are you kidding me?

    5. DC

      I think the classic one is someone that wants to take up a lot of time of the founders.

    6. MS

      Yes.

    7. DC

      And by the way, they may be very nice, and they may-

    8. MS

      Yes

    9. DC

      ... not realize they're doing it.

    10. MS

      Yes.

    11. DC

      But effectively, you get a bunch of emails or requests or questions, and so the founder spends a lot of time line by line answering the questions.

    12. MS

      Yes.

    13. DC

      And guess what they get? More questions. [laughs] And they answer those questions, and they get more questions. And you actually end up spending like a huge percentage of your time talking to an investor, effectively managing their feelings.

    14. MS

      On a 15-year journey. [laughs]

    15. DC

      Yeah. And like, there's no upside. You can't bury them in so much time they stop asking for your time.

    16. MS

      Fundamentally, their feelings are based not on the work you're producing for them, but on is your company working.

    17. DC

      Yeah.

    18. MS

      That's the only way to change their feelings. I think there's actually an even worse type of terrorist investor, and it is a type of investor who's lost faith in the founder. I think sometimes investors don't realize, and I've probably made this mistake a couple times, where it's kind of like you can't help but be kind of a father and mother f- figure for this person in a weird way, right? And like the worst thing a parent can do is be like, "You know, it's not gonna work out for you." [laughs] Right?

    19. DC

      [laughs]

    20. MS

      Like it's like, they were like you, it's like, it's like [laughs] That is the worst thing. And, and like, you know, your, your brother and sister might be like, "I hate my gut- your guts," but like when it's your parents, it's a problem. And I think that sometimes investors don't realize that they're just communicating pessimism.

  13. 15:5818:17

    Belief as leadership: giving hard feedback while still expressing faith

    1. DC

      That's such a great point. I think about this a lot, where I've seen a lot of people critique our advice/my advice-

    2. MS

      Yes

    3. DC

      ... um, over the years of like, "Don't give up."

    4. MS

      Too neg- Yeah, yeah. Yes.

    5. DC

      And they're like, "Oh, why is he so stupid?" Like this whole don't give up thing, like blah, blah, blah. And it's not that I think they're wrong, I just like, no, I, I, I have no apologies for encouraging people to not give up.

    6. MS

      Yeah.

    7. DC

      And encouraging people to stay, I still believe them.

    8. MS

      Yeah.

    9. DC

      Believe in them. And even if it is going bad, I do say, "Are you having a good time?"

    10. MS

      Mm-hmm.

    11. DC

      And as long as you're having a good time, and you, it's fulfilling the work that you're doing, don't give up, right?

    12. MS

      I think this has been the hardest thing for me in office hours. I think my personal KPI for office hours when I started was like, does the founder feel good at the end?

    13. DC

      Yeah.

    14. MS

      And that produces zero value. And when people have overheard me giving office hours, they're just like, "You sound incredibly critical," or like, "You're talking about the things that are like the biggest problems in the company." And it's this weird balance to try to talk about the hardest things, but to communicate like, "I believe in you."

    15. DC

      Yeah.

    16. MS

      It's this very weird balance, and it's like, to me, like that's what a great advice giver give. 'Cause like they're not a great advice giver if they're not talking about the most important things in the company.

    17. DC

      Yep.

    18. MS

      And if it's a startup, those things are going wrong. [laughs] Like...

    19. DC

      For sure.

    20. MS

      Some number of them. But they're also not a great advice giver if they're not communicating faith. And I think like PG actually did this really well. Like he would, you know, he would have these things like, "If you just figured out a couple things, you could be the next Microsoft." And he would say it, and you'd be like, "No, I can't." But then like, "Maybe." [laughs] Like...

    21. DC

      Well, and you know what the secret is, knowing PG as well as we do-

    22. MS

      Yeah

    23. DC

      ... is he actually believed it.

    24. MS

      Yes.

    25. DC

      And so the trick-

    26. MS

      Yes. Yes

    27. DC

      ... so again, the trick for you all-

    28. MS

      'Cause sometimes startups work. [laughs]

    29. DC

      The trick to help people by inspiring them is to actually believe they can succeed.

    30. MS

      Yeah. Yeah.

  14. 18:1719:01

    Wrap-up: avoid the potholes—don’t give an inch, and keep building

    1. MS

      So we've covered customers, we've covered requests, we've covered recruits, we've covered employees, we've covered investors. That's a lot of terrorists.

    2. DC

      [laughs]

    3. MS

      Um, dodge them. Get, get, dodge them.

    4. DC

      Don't negotiate with them.

    5. MS

      Don't negotiate with them.

    6. DC

      Don't think that if you give them an, an inch-

    7. MS

      Yeah

    8. DC

      ... they won't take a mile.

    9. MS

      No.

    10. DC

      They will.

    11. MS

      And don't think that these people will significantly impact the success of your company. Like the, these are not the folks that determine whether your company wins or loses. These are just the potholes to avoid on the road. Like steer around them, keep going. Great chat.

    12. DC

      Cool. Thanks, Michael. [upbeat music]

Episode duration: 19:02

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