Peter Cowley: How to Talk to Angels

Recently I got an email from my friend Peter Cowley, director of the UK Business Angel Association and the Cambridge Angels. Peter has been in tech for nearly 40 years, starting over 10 companies. In 2014-15 he was named UK Angel of the year for his investments in early stage companies. So when he writes down advice about angel investing in his newsletter from the Invested Investor, I pay attention.

Back To the Email. It’s clear Peter had had one too many poorly executed sales pitches lobbed his way that week (he was about to go on holiday he told me later), so he sat down to sketch out some ground rules that startup founders should seriously consider following. I’ll post them below with my comments. Any bolding is mine.

Don’t Call Me, I’ll Call You: No Cold Intros

Advice to entrepreneurs – do you like being called up by a passionate salesperson on your personal phone? If yes, you’re lying. It is a no. I am not saying that you shouldn’t approach angels, otherwise we wouldn’t be able to help you, but I want to give some of my own views on how best to approach us, or at least me!

It is always better to receive a warm introduction than a cold one. This can be through another entrepreneur, another angel or even friends or family. An angel group is a great way to find angels. Have a look for deal ‘sorcerers’ or gatekeepers for the angel group from which you’re seeking funding.

Cold introductions can be extremely annoying. Phone calls definitely don’t work for me, LinkedIn is nearly as bad, direct emails to me will be deleted, unless you fit in with my criteria and have followed the instructions on my website. Cold emails can be sent to angel group gatekeepers. Attempts have been made through social media, but they rarely work.If you can’t leverage your own network to reach the right person, then look at that person’s own network and work from there. There’s nothing worse than getting a cold email from someone who didn’t need to do it that way.

Paradoxically, strangers will always be more willing to help you connect with someone else, than they will be to help you directly. You might call this the “someone else’s problem,” effect. You can use this to get your message to the right person by giving someone else in their network a chance to feel or seem useful and informed, ie: “Dear x, I’m writing you for advice because of your deep connections with StartupYard…”

Use the GateKeepers

Accelerators and incubators are a great way to build connections. Many angel groups and some angels are known by accelerators and incubators, so joining one will ensure warm introductions. Accelerators and incubators offer advice and mentoring and it is positive that you’ve gone looking for that already.Angel group gatekeepers are the main way into the group. You can usually go cold through a group website, and this may work for some groups, but I like to see the entrepreneurs seeking out the gatekeeper first (becauseor better seeking out an angel).

First impressions are paramount to the relationship, so make sure you are approaching the right person. I list my investment criteria on my website, and I know the vast majority of angels don’t, but this will help save time for entrepreneurs and angels. As an entrepreneur, don’t be too pushy but do show the boldness to approach me with something, that will interest me.

This may sound like a lot to think about, particularly when you have such an incredible idea. But, angels hear from so many entrepreneurs. Save yourself time and effort, as well as ours, by doing thorough research before any approach.

This cannot be emphasized enough. We have it as a mantra that “You are Only Ever One Email from a Major Breakthrough.” That does not mean you should send 1000 emails today before lunch. It means that the right email, at just the right time, can make all the difference.

It’s a continuing shock to me how few startup founders bother to do basic research. And I don’t mean googling us and finding out we’re an accelerator. I mean reading what we’ve written, looking into our network, finding common connections, and even coming up with questions you want us to answer about ourselves.

I can tell you I’m maybe 10x more likely to answer an email from someone if the email contains a thoughtful question or two. That could be about our program or about something else relevant to what we are interested in and what we talk about publically. Engagement feeds engagement. Once you start talking with someone, they come to see you as a person, not just an email notification.

Yet few founders (other than our own alumni, who are wiser) use StartupYard as the gatekeeper we are. It’s as if we’ve left a rolodex on the table full of choice contacts that startups desperately need, and they’re just walking right past it.

The best are where the entrepreneurs have researched the members of an angel group (not all members are public) and then approached one, asked for help, listened, and then that angel introduces the startup to others. The simplicity of this approach misses many founders. Instead of compiling a list of targets and sending them all a call to action, or what we might call “the numbers game,” a wiser founder bites around the edges of a network looking for a way in. The key here is to establish one contact at a time and actually listen to what they have to say, and act on it. If you were to email-blast a whole list of people at once, you’d then have burned your bridges if one of those people suggested introducing you to one of the others. Instead of “oh hey this startup seems interesting for you,” it’s “oh, yeah I got the same spam as you did.”

Be Bold… But Follow the Rules

In a follow-up email, Peter wrote this, which I think is worth highlighting: One of the advantages of my published criteria is that many opportunities never get to me, and when they arrive by email, several answer my criteria, or point out which criteria they don’t meet.The worst examples are people approaching me after an event where I have spoken (and where my name is on the programme), having done zero Due Diligence on me and then wasting my (and their) time when there are others waiting to speak to me. I’m sure my firm rejection must seem rude to some.Peter mentions this page which contains detailed criteria on investments he is interested in. What is important to note here is that he makes clear he welcomes contacts from people who do not meet the criteria. The important point is whether or not a startup knows they meet the criteria or not. We have much the same attitude. When a founder emails StartupYard aware that some aspect of their business puts them outside our immediate scope, then we can at least have a conversation about how we can help them despite this fact. If instead the founder simply reaches out without acknowledging this problem, our immediate response to just say no. The person isn’t paying attention to begin with. If the investor has to start out their reply by saying: “we can’t move forward because of X,” then you’ve guaranteed yourself a no. On the other hand, if you’ve covered that objection already, then the investor must at least think a bit more deeply about the opportunity. They can still say no, but acknowledging how you do or don’t fit into someone’s criteria can turn a hard no into a soft one. Maybe you don’t meet the criteria right now, or maybe the criteria aren’t as relevant in your case. You can’t have that discussion if you don’t know what they are to begin with. More About Peter Cowley

Peter Cowley, a Cambridge university technology graduate, founded and ran over 10 businesses in technology and property over the last 35+ years. He has built up a portfolio of over 60 angel investments with 3 good exits and several failures. He is the WBAF Best Angel Investor of the World and was UK Angel of the Year 2014/15. He has mentored hundreds of entrepreneurs and is on the board of eight startups. In 2011, he founded and has since run Martlet: a Corporate Angel, investing (currently £5+M) from the balance sheet of Marshall, a £2bn revenue Cambridge engineering company. He is chair of the Cambridge Angels and is a fellow in Entrepreneurship at the Judge Management School in Cambridge. He is a non-executive director of the UK Business Angel Association and on the investment committee of the UK Angel Co-fund. He has also had 16 years’ experience as chair, treasurer and trustee of the boards of seven charities and is voluntary equity finance chair for the Federation of Small Businesses. He is sharing his and others’ experience and anecdotes of angel investing by publishing online and offline – see