Discussion summary

The discussion covers strategies for asking for help from strangers, emphasizing credibility, presentation, and persistence. Some suggest creating attractive profiles or demonstrating seriousness to gain trust.

What the discussion says

  • Show commitment and credibility to increase chances of help.
  • Use attractive profiles or secondary accounts to attract attention.
  • Be genuine and demonstrate seriousness when asking for help.
  • Online responses vary; some suggest being direct and persistent.
Demonstrate that you are a serious person.
sherlock-holmes
Connect, show your commitment, and leave an out.
CGMthrowaway

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  • Hacker News
  • Don't say, I've been working on your neighbors house and figured you might want to hire my crew to work on yours. We all know it's a lie.
  • Here's a tip for doing this while traveling: If you need quick help on the street from a stranger in a country where you don't speak the language, don't open by asking if they speak your language. People will almost invariably say no even if they do to avoid the imposition.

    Just say "hello/excuse me" in their language and then ask the question in your language. If they speak it, they will often answer you quickly. Sometimes you can even see a look dawn on their face after the fact as they realize you skipped the first step.

  • Also remember that most people want to be helpful. You can play into that by starting with something like, "I was hoping you could help me get myself out of a little pickle." A little self deprecation combined with a compliment goes a long way, so if you're truly asking them to help you get out of a jam and they're one of the few people that can truly help you, say something like, "boy I really screwed this up and I'm not sure what the best approach would be, but I figured that someone with your expertise could get me reoriented quickly!"
  • For technical requests, one of the most effective ways to demonstrate that you are serious is to cite something about the person's published work that is relevant to the request. There is no more effective way to get someone's attention than showing that you have read and appreciated something they've written.
  • unfortunately everyone is now doing this with LLMs, it actually feels like it might be on its way to being a negative signal, as strange as that sounds.
  • One thing that always bugs me at work is when I get a slack message from someone I don't know along the lines of:

    "Hello John, are you available to chat later today about Foo Product?"

    Or sometimes just:

    "Hello John"

    I know they want something from me, but I have no idea what, how much effort it will require, how urgent it is, or whether I am even capable of helping.

    A much better approach is more like this article outlines:

    "Hello John. I'm looking into in a client-reported issue with Foo Product. The customer states they are unable to do X. The support ticket is <link to ticket>. I've done some investigation and think I have identified the root cause with <possible root cause>. Are you available for a brief 30 minute call this afternoon to discuss the issue as well as some potential fixes?"

    That way I have some idea of context, priority, and what they are looking for from me. I can also review the details of the ticket prior to the call, which makes for a more productive conversation. Or if there is someone else who is more knowledgeable than me, I can request that we add that person as well.

    If you're in the habit of starting work conversations on slack with just "Hello" - I would highly recommend that you start including additional context when initially reaching out.

  • sending nohello website [1] back to people who just say hello without additional context is a classic solution

    [1] https://nohello.net/en/

  • I think the most important thing to be aware of is that your own personal estimation in how willing some group of people is to help is regularly off by several orders of magnitude.

    I've had people assume that person X must be asked several times a day for help when they're really asked once every few years. Alternatively, I know people who assume they are sending some totally unique request to someone who gets a dozen of the same inquiry every single day.

    Until you get a good baseline figure of how competitive your request for help is, everything else is pre-mature optimization. The best thing is to just be lightweight about it and dash something off as soon as you think of it and to not be too emotionally invested in whether you get a response or not. Only when you gather evidence that the response rate is below what you expected should you try to optimize how you ask.

  • Identify yourself clearly.

    Explain your rationale for picking that person you are trying to reach.

    Put yourself at mercy of the helper.

    Last but not least.

    End the recording and turn of the camera on your R2D2 droid.

  • But how will I know which droids I'm looking for? Are these the droids?
  • The strongest signal you can give people now is offering personal interaction. It's expensive to go meet someone or ask someone if you can call them.

    I wrote about this from the perspective of someone with no connections [0] but I think even if you're well connected, reaching out to people from other networks is a useful way to gain access to great thinking, information, and opportunity.

    [0] https://www.nair.sh/guides-and-opinions/marketing-under-pres...

  • I've been DM'ing randos on LinkedIn for lightweight consults and found that offering to pay up front and asking strangers to price their own time can help to show seriousness and often results in free interactions or buy-me-a-coffee pricing. e.g. "Hey I love your work on X, I've been thinking about / working on related thing Y and would love your feedback on aspect Z. How much $$ to rent your brain for 20 minutes? I'm mainly wondering what you think/know about specific questions A, B, and C." They can either reply with a price, suggest a time for a short call, or just answer directly
    by mrtb
  • Maybe that's linkedin people. There are others like me: there is no such thing as 20 minutes. If I take on something, it's at least 10 hours effective. So we would just flat out refuse any such offer while on the other hand you can get those hours free if the question is sufficiently interesting.
  • This is what Jason Cohen did when he was getting WPEngine off the ground. He messaged 40 WordPress consultants on LinkedIn and offered to pay them higher than their hourly rate since it was a one-off task.[0]

    Out of 40 messages, 38 replied and agreed to a phone call, and none of them actually asked for the money.

    [0] https://mtlynch.io/notes/designing-the-ideal-bootstrapped-bu...

  • The problem here is that most points are about how to formulate your ask. I think the biggest thing is that you're much more likely to get help if you show you're doing the best to solve it yourself.

    There's a big difference between:

    "Hey, I saw this job at [company you work at], could you refer me please? I'm [lists skills and experience]"

    and

    "Hey I'm thinking of applying to [company you work at] for the product designer position and I want to make an impression, so I'm putting together a demo Figma with a couple of things I'd fix and how. I spotted those when I did the onboarding for your free trial. I'm curious if you could tell me whether [design flaw] is intentional to deter abuse or if that's something I could fix? Totally get if that's confidential"

    The part where you're solving the problem instead of hoping someone else will solve it for you, that's much more important then how you word it.

  • "Help me help you" stands.
  • I think that was the gist of the first point: “show you’re a serious person”
  • I think that if you make your request too specific, like in the second example, you might seem less approachable, and you'll cutting yourself off from a lot of potential serendipity. The first question could result in "No, but I know someone else you could talk to." The second question requires the person you're messaging to be willing and able to go down a very specific path.
  • I agree with this and think the most important part here is less about you actually solving any specific problem and more about your prospect as a possible value add instead of just another task on your TODO list
  • > whether [design flaw] is intentional to deter abuse or if that's something I could fix?

    The chance that I know whether or not it’s intentional is extremely low. If I don’t work on that part of the app, I’m not going to go chase down the product person would might know.

    I think it’s much, much less likely to get any response, despite being higher effort on the sender. It’s too specific and too likely to step on a landmine of “I don’t know the answer and I’m not going to go on a side quest to find it for someone I don’t know…”

  • I refer a lot of people and I would be more likely to respond to the first one. Provided they supply a job link, their resume, and they were well qualified and polite.

    In the second one it’s really obvious to me that they just want a referral. It would annoy me that they are making me read extraneous information.

  • > One of the strongest ways to show that you’re worth helping is to demonstrate that you are a serious person

    When I’ve been in positions where a lot of people ask for help, this is the #1 place I saw people drop the ball.

    The advice to show proof of work up front is important. What isn’t so obvious is that the proof of work needs to go deeper than surface level. Putting up a single blog post or having Claude write some code that you upload to GitHub doesn’t cut it. You have to show that you’ve been putting effort into this for all the right reasons, not just as a ploy to appear like a serious person. When you get 10 requests for help every week you get very good at being able to tell who has been putting in the work and who thought they could appear like a serious person by putting on a little show.

    This doesn’t end after you get the meeting. Following up is just as important. When someone makes time to hear you out and offer advice, you need to demonstrate that you tried what they suggested. You can choose not to follow their advice, but that’s probably the end of the help you receive. It’s a choice.

    The easiest way to blow it is to ask for someone’s help, then ignore it or fail to follow through. If someone helps you, follow up with some contact to explain how it helped, or at least how you tried it. Nothing is more frustrating than setting aside time to help someone and then a month later you run into them and learn that they haven’t gotten around to doing the thing they wanted help with.

  • I literally wrote a similar comment to this. I think the core differentiator is whether they want to solve the problem or whether they want the problem to be solved.

    Is this person actively solving the problem, tried a bunch of approaches and ran into a road block where they're asking for help?

    Or are they wishing the problem didn't exist, so they do as little as possible, hoping somebody else will solve the problem for them?

  • This was an excellently written, salient post with some good tidbits.

    I've learned some of these lessons the hard way. I'll add a few. Proof of work is important, but it's not about the magnitude of energy you spend. I went through two iterations of reaching out to my college network. The first time I put so much time into handwriting notes and trying to provide my relatable background. 100 notes, not a single response.

    The second time I sent emails that were a few sentences. I had a much clearer ask and devoted the effort into fitting my questions into the email. I wanted a conversation really, but I also tried to communicate what I planned to ask.

    15% response rate and invaluable conversations. Less overall "work".

    Secondly, and relatedly, don't ever waste someone's time. Don't ask for / accept a meeting if you don't have some semblance of a clear ask. It's hard, especially in early stage business where you're trying to discover what you don't know. But you can try to lay out your tier 1 "here's what I think", "here are the follow ups".

    I sensed once that I had irritated someone by lacking the agenda. Another time I took a mutual connection up on an intro where I didn't know what I really needed. I regret both of these.

    Thirdly try to pay it forward. It won't always come back around, but you can feel more comfortable asking for help and more cognizant of what a helper (so to speak) is thinking

  • How to ask for help is an under-discussed important topic.

    Women are way better at asking for help and getting it as compared to men.

    there's some very well-known psychology tricks that you can use to get better outcomes. Cialdini's book and Munger's speech on psychological bias are first class.

    you want to be opportunistic but not too attached to your ask.

    ask for a lot and then back off works tremendously better even with kids

    perception (looks, reputation, stereotypes) have an outsized impact on outcomes. look at any successful sales department for proof of this. perception can be faked unfortunately.

    put hard limits (of time) on your ask. make it clear that its a one time ask.

    The most counterintuitive aspect (covered in the article) is that you'll get a yes more often if it's easy for them to say no.

  • > 100 notes, not a single response.

    Similar story. Sent out 900+ emails to scientific illustrators; about 25 accepted. Here's the result:

    * https://impacts.to/downloads/lowres/impacts.pdf

    * https://impacts.to/bibliography.pdf

  • This is good advice. I run the mediatec workshop at a art university, meaning my daily job involves many student requests. A good request is one where the student thought about what I need to know and which question they need answered. A bad request is a wall of prose that leaves you wondering about what, precisely it is they now want from you, potentially also leaving out key information like duration, place, etc.

    My number one tip therefore is to try to put yourself into the perspective of the other side. Did you give them all the information they need to know? Of course you will know a lot of things about your project that are really obvious to you, but that you would need to mention to others so they understand what you are talking about. On the other hand if you want to hire a plumber, you don't need to tell them a long story about the roof of the house. Conceptually the plumbing and the roof may both be house-related issues in your mind, but you're wasting the plumbers time. So that means the time/patience of the person on the other side is a valuable resource.

  •   > Thirdly try to pay it forward.
    
    An important step. If you don't it's not dissimilar from pulling up the ladder behind you.

    The thing I've found is that often what's simple and easy for me (the person being asked) is difficult or overly cumbersome for the person asking (or even not asking). Often it's due to simply being in the right position or knowing the right people. We're all in this together and there's so much to success that's beyond talent and skill. All the small little actions add up even if you don't get to see how

  • +1 that there are few things more exhausting than listening to someone's "proof of work"

    i'd rephrase as "visible lack of effort is problematic" - anything above that passes the bar for me, and other factors become critical

  • > I sensed once that I had irritated someone

    Solid advice, (but to others reading) don’t optimize for not irritating people.

    Especially your professional network. You built those relationships because you wanted to use them in the future, and the future is now… so, tap them! If they don’t like that, no big deal, no sweat, move on.

    If you’re irritating multiple people constantly, then yea you’re probably doing something wrong. But if it’s one person once in a blue moon, that happens, don’t over optimize for avoiding that. You can’t make everyone happy

    by cj