13 Tips for Getting Help for Your Startup


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wrong and don’t be defensive. Presumably, you reached out to them for their perspective. If you don’t think they’re right, then drill in more to understand their view. In most cases I think you’ll discover that, if they seem not to “get it”, it’s because you weren’t clear in your explanation of what you’re up to.

5) Be totally f#cking honest… about everything. Experienced entrepreneurs and investors (the folks you’re likely seeking advice from) know how hard it is to be successful with a startup, i.e., it’s really, really hard… even when it’s easy it’s hard. “Fake it till you make it” is bullsh*t and if you aren’t candid with an advisor they are probably going to know it and they will be unlikely to continue to invest their time in you if they don’t trust you. Of course, there may be sensitive topics you’re not ready to talk about and that’s fine, but just say so—serious acts of omission are tantamount to deception and will not help you.

6) Don’t ask someone to sign an NDA for the privilege of helping you. Read everything you need to know in Dan Shapiro’s post on Xconomy, “What You Probably Don’t Know About Non Disclosure Agreements.”

7) Don’t pitch an advisor on investing… maybe never, but at least not for a while. Before an advisor would consider an investment, or referring you to someone who might invest, they are going to want to get to know your business, your product, your market, your model… and especially you. It’s gonna take more than an e-mail intro and a coffee meeting to get there… often much more. If you think an advisor is also a good investor, or connector to other investors, then you can trust that they will know that too. It’s fine to make an ask, eventually, once the advisor is meaningfully engaged with you… but don’t rush it. See Nicole Glaros’s chapter “If You Want Money, Ask for Advice” in Brad Feld’s and David Cohen’s Do More Faster.

8) Listen really well. You don’t have to take notes… in fact, if you’re not good at taking notes then it can be a barrier. But be engaged in understanding what your advisor is saying. Strive more to understand what your advisor is saying than trying to get them to understand what you want to say. Ask lots of questions and follow their lead.

9) Picking up from 8) above, go where they want to take you. It’s really good to know in advance where you want the conversation to go and if you’re well prepared, then you have a good chance of accomplishing what you set out for. But keep an open mind and let the advisor take you in new directions that you hadn’t thought about. Some really good things can happen when you do this. In fact, getting a specific answer to a specific question is often the least valuable thing you could get from time spent with an advisor. So don’t fret too much if you don’t get a satisfying “you should do X” answer—which you shouldn’t be looking for anyway! If an advisor’s comments and examples seem off base or inapplicable to your specific challenge… maybe they are; if this happens too much, then the advisor may not be as good (or as good for you) as you thought, and you should move on. But don’t miss the opportunity to look for the lesson behind the story. You don’t always know what you don’t know, and sometimes you will find that the lesson is more applicable than you thought.

10) Follow up. This is so easy to neglect but so important if you want to develop a relationship with an advisor. Thank them for their time, their insights, their offer of introductions. Tell them what you thought was particularly valuable to you about your conversation. Tell them if they made you think about something differently. Tell them what you’re going to do next based on what you heard from them. Remember also that these folks are very busy, so make your communications as concise as possible. A brief followup is also a great way to politely remind an advisor of any deliverables they may have committed to. Finally, be patient. It’s not uncommon for busy folk to take one, two, three weeks to get back to you. You up your chances of a timely response if your communications are brief and specific.

11) Talk to lots of customers before seeking lots of advisors. There are lots of really good reasons to talk to customers early and often. Doing so will also make your time with advisors much more productive… because you’ll understand your own answers to all those pesky market fit/customer development/business model questions that your advisors will have on their minds. Your advisors will appreciate this and it will give them more confidence that you know what you’re doing… which may even get you some additional introductions that s/he would otherwise have held back on until they were confident that you were ready for an important introduction.

12) Develop your network. The more quality, relevant folks who get to know you the easier it will be to find connections to quality, relevant advisors. Go to events, meetings, conferences, parties, wherever you peers congregate. And don’t be the guy who stands around with a beer in your hand waiting for someone to come up and ask you what you do. And don’t hang out the entire night with people you already know! Find clumps of folks you’ve never met, walk up, stick your hand out and introduce yourself. Ask them what they do. Ask all of them. You’ll meet a lot of interesting people this way. Eventually (and remarkably often) you’ll discover someone who is working on something relevant to your project and before you know it you’ll be exchanging business cards and making plans to grab coffee next week. Some of them may even turn out to be valuable advisors.

13) What about a formal board of advisors? There are legalities and logistics to building an advisory board that go beyond the scope I intended for this post. So, while I believe that all the tips above are applicable to both formal and informal advisors, if you’re considering building a formal board of advisors then I suggest you also read Venture Hacks’ posts on advisors.

There you have it… a baker’s dozen worth of lessons I’ve learned over a decade or so of getting help from, and giving help to, startup folks. I hope some of them will help you get more out of your advisor relationships.

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Bob Crimmins is founder of Seattle-based Dealometry, a national deal channel dedicated exclusively to deals for men. Follow @

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9 responses to “13 Tips for Getting Help for Your Startup”

  1. Bob, I just Tweeted your advice…it is really well put and, I am sure, well earned by your own experience. I’d help your startup, given your deep understanding of how to make it work for both sides. Thanks for writing this.

  2. Thanks, Jules! Like most entrepreneurs who’ve been to the rodeo a few times, I’ve learned my share of lessons. As I think Chris DeVore would describe it, I have “lots of arrows in my back.” It’s hard to know sometimes what to focus on and if you don’t pay the right attention to the right things at the right time then chances are you’ll take an arrow to an unpleasant place. I’ve had a lot of great advisors and I reckon they saved me from more than a few arrows… or at least helped me to understand why I got stuck in the back.

  3. As someone just getting something off the ground and especially someone not all that connected in the area. These were definitely gems. RT’d it too.

  4. Alvin, Very glad you found these ideas to be useful. Best of luck in your new venture!

  5. This is a good advice. i always go for a near coffee shop for meetings \. Every moment of conversation is a lesson to learn. Thanks for the tips.