Communications

Nailing cold investor outreach

Venture firms live for deal flow. The more founders we meet, the more opportunities we have to find the few founders we invest in each year. Last week, I commented on a post by Elizabeth Yin from Hustle Fund about what funds are still funding founders at pre-seed and seed stages and I decided to submit my information. The flood gates opened and I was immediately underwater. 

Email in this industry is almost as insane as when I worked at a Fortune 500 – I receive hundreds of emails each week with cold outreach from founders. I spend time reading and responding to each email and this can take hours and a toll on my aging eyes. 

How do you cut through the noise to get to your *dream* investor?

Research

When looking at hundreds of companies a year, investors develop a personal WHY for each company they bring to the investment committee. Do your due diligence on the fund and the person you are targeting. Find out where you fit in their wheelhouse – do you come from similar backgrounds? What is their past experience – do they specialize in specific areas of a startup like finance, marketing, or sales? What boards do they sit on and what companies have they invested in? Does your company fit their *personal* investment thesis? 

Take all of this information and use it to personalize your outreach to the team member. When you are reading a ton of email, something short recognizing that they are a human goes a long way. For example, one cold email recognized that I’ve written about community and channel partnerships and played off that information. I responded immediately because I could see that they knew their why for contacting me.

Crafting your opening statement

How you position your problem and solution statement have a large impact on how the investor receiving your email will evaluate your company and you as a founder. Many of the problem-solution statements I receive are full of jargon or are from the perspective of someone deep within the problem. Eliminate jargon and assume that the reader knows nothing about the industry, business model, or competitors in your space. A strong problem-solution statement should be understood by anyone walking down the street, even a child.

To achieve this, I suggest that you test your problem-solution statement with your friends or family who know nothing about the industry or business that you are building. Ask them to describe what you are doing back to you. If they can’t do it, you need to refine your statement. I love to tell founders to practice with their kids, ages 8+, because they will give you hard feedback on what makes sense and what doesn’t. 


Teasing with key facts

Give us the pot of gold to get the reader excited about speaking with you. Check out Troy’s video on the pot of gold. To summarize, you should show the investor that there is a huge opportunity in the area you are addressing – start with the market size but then make sure that YOUR BUSINESS will be large enough, and make sure you do a bottoms up analysis (none of the “if I just get 10% of the market…” analysis!!). Tell us about your traction today and a low risk path to achieving future results. Where will your sales be next year based on your pipeline? What partnerships do you have that help you accelerate your growth? Sell us on how where you are today will result in the pot of gold down the line. If you have some friendly investors you know, get feedback. Make it easy for us to say, YES I’d love to be a part of this opportunity.

How successful are you with cold emails to investors? What tactics have worked for you?

Let us know in the comments and make sure to follow MATH and me on twitter.

Good, Bad, and The Ugly: How to build trust with venture firms during fundraising

My hand hovered on my cell phone. I nervously pulled up my address book to make a very scary phone call.

My palms were sweating with anxiety.

We had simultaneously received the term sheet we have been fighting for many months at SwipeSense for our Series A (an $8M raise!), and received a cancellation notice from our largest hospital customer within a 24 hour period. 

I didn’t know what to do. Make the call to our investor and let him know that our sales numbers going in the model were off and risk the investment. Don’t make the call and have a VERY awkward first board meeting afterwards. The choice was simple. The call was hard.

I nervously dialed his number and broke the news. How it happened. What we are doing about it. It was direct and embarrassing. I ended with a very simple message. “If this news changes your view on the viability of this investment, we understand and will respect your decision to not invest in this round, no questions asked.” 

His answer shocked me. “Mert - we are investing in YOU and your team as a founder, customers will come and go. It’s how you deal with them that is what we are buying into. We’re in.” I’ll never forget that answer. Over the years, we had our ups and downs, but we always valued our ability to be straight with our shareholders, before or after they invested in SwipeSense. It was at that moment we started to truly trust each other. It was at that moment, we went from investor/founder to partners in the journey ahead. 

Our partner at MATH, Dana, wrote about this in her post titled Extreme Transparency. As your future partners, we want the following in our communication with you:

  • The Truth: No outright lies

  • The Whole Truth: No facts/circumstances conveniently left out

  • Nothing but the Truth: No B.S. thrown in to make it look better or worse than it is

As a founder, if all you talk about is the good stuff during fundraising, you’re missing out on an opportunity to build trust with your future investors. We are impressed and excited with your progress and growth, but we ultimately build conviction with how you deal with problems in your startup. 

We get it: Fundraising is a song and dance to create FOMO amongst investors so you can maximize your valuation and time to close. I have given and received this feedback as an operator myself for many years, you want to ensure the energy is high in your fundraising meetings and the momentum keeps building towards a close. It is a sales meeting at its core, you are selling shares in your startup and the fund is selling why you should take their investment over others. 

However, at some point in getting to know a fund, you should talk about the bad and the ugly along with the good. Practically speaking, no later than the second or third meeting with a fund, you should discuss the ugly things about your business. The soft underbelly. The costs that are higher than expected. The customer that canceled their contract. Anything that’s not going according to plan, and most importantly, what you are doing about it. 

Here’s the deal: we know every startup has challenges. The goal of these discussions isn’t to go into the confession booth - it is to complete the picture of you as an operator. The best founders aren’t the ones without challenges, the best founders are the ones that know how to deal with their problems. 

For instance, if your financial model assumes a $20 customer acquisition cost, and your average today is $35, this is a problem. However, this is an entirely different conversation if you highlight that discrepancy and your plan to get to $20 before we point it out in your financial model. If we are uncovering problems that you haven’t discussed with us first, we immediately worry about other problems that you are keeping. This is a bad impression. 

On the contrary, talking about these issues and your plans increases our conviction in you - it allows us to build trust with you. And there is no greater way to build trust than to show vulnerability. It lets us build a mental model of someone who is going to keep a steady hand as challenges arise, and will be transparent with us as shareholders in the process. Your behavior today is the predictor of how you will behave tomorrow. 

Finally, this goes both ways. Before you take an investors’ money, ask about difficult times with their portfolio. Ask to connect with founders who had to shut their doors or exited with small multiples. When things are going great, it’s easy to be an investor. The real work is when things aren’t going according to plan. You should diligence your investors with just as much scrutiny, you are picking a long-term partner who hopefully will share this adventure with you for many years to come. 

Founders - do you find yourself only talking about the positives during fundraising? What are other ways to build trust with funds?

Please share your thoughts with us on Twitter, and give us a follow if you enjoyed this.