Benefits over Features: How to demo your product during fundraising

Firefighter using a whiteboard and computer to track data during a live fire.

“I want you to imagine if you were the fire chief in charge. You’re outside of an active fire emergency. Peoples’ lives are on the line. Now I want you to imagine looking at a white board. This is the tool you use to track and manage your team’s movement.” 

“We’re replacing the pen and paper tools with a digital platform that connects sensors to precise location technology in order to create the ultimate command center for firefighters.”

When Paul and Alex finished their demo of Ascent Integrated Tech, we were ready to make an investment. This is super rare - most demos drive us away from making an investment! (We didn’t immediately tell them yes, it took lots of diligence to confirm what we already believed.) 

Paul and Alex brought us into the lives of fire chiefs and had us at the edge of our seats. They made us understand their real challenges and how they rely on Ascent to solve them. They showed us their understanding of how incident commanders and line firefighters use their solution, as well as how fire departments purchase technology. You could tell how much they cared about their customers. The whole demo took less than 3 minutes. Our eyes were lighting up. They made us experience the Aha moment! 

The Ascent team truly understood something fundamental: A great product demo is ultimately a great story. It’s the hero’s journey of your customer – it’s not about you or your product! There is a challenge to overcome and a clear outcome on how your customer’s lives are so much better with your startup. This story didn’t come together overnight. The Ascent team talked to over 1,000 customers across the country before diving deep to build the tech.

We immediately lose interest when a founder focuses on their features instead of the customer benefits. Don’t take too long to describe a customer benefit or show us how to log in. We really don’t care why you decided to use a light blue background over a lime green one. The point is it doesn’t matter. Our thesis at MATH is companies with an unfair advantage in customer acquisition will win in the long term. When you are demoing your startup to us, all we care about are the customer benefits from the customer’s perspective. 

A product demo to a venture fund is a demonstration of how you are communicating value to your future customers. We are paying attention and the last thing we want to hear is a list of features. Your goal is to impress us with the outcomes that your customers are achieving, not your taste in user interfaces. 

Don’t waste any time in explaining your design choices - who cares about our opinion as long as your users are loving your solution! When we want to see a product demonstration during a fundraising decision, we really want to understand your users and why they do what they do. Simply put, your customer should be the center of the demo.

This isn’t to say design doesn’t matter. We LOVE teams who care about the look and feel of their product and brand just as much as engineering. This is super important for direct to consumer startups or companies that rely on product-led growth. That being said, imagine if your users are happily using the clunky version of your product. That’s the best signal that you can have that you will have even more customers at a higher price point down the road. 

Start with a user journey. Tell a story on what outcomes the user experiences when using your solution. How is their life different before using your solution and after using your solution? What benefits are they seeing because you are now part of their life? 

Show us a step by step journey of what gets them to try out your service, what gets them to commit, and why they stick around long-term. How much time do they spend on your product? What is the alternative to your solution if they had no budget to pay for it? When they do leave, what makes them leave? When they get to refer your solution to others, why do they do it? 

Fundamentally, don’t just tell us why you care, show us why your customers care. Tell us why you can double your pricing tomorrow and whether the majority of your customers would stick around. Why? Why not? 

Finally, use the current product as a scaffolding for where your future benefits will come from. Try to explain why your roadmap is the way it is based on what the product does today. What are ways in which your users are behaving that can make your product even more valuable tomorrow? 

Hope this framing helps in your future fundraising conversations. What does a successful demo look like for you? 

Please let us know on Twitter and remember to like and share this post if you want to see more founder tips from MATH VP. 

What are investors REALLY thinking about when they ask about your CAC…?

Some investors ask a LOT of questions about LTV, CAC and KPIs. Knowing the numbers you have today is important, but investors are looking for something else… Check out the latest video from Troy to find out what investors are REALLY thinking when they ask about your LTV, CAC and other KPIs.

Think twice before committing to strategic investors

Strategic investors seem like a great way to build a relationship with a company that who could potentially acquire you in the future. THINK TWICE, because it may not be in your best interest to have them on your cap table. In this video, I explain why what seems like an amazing opportunity might be a decision you would regret…

Minumum Viable Community: A Framework for Building

Community is a feeling of fellowship with other people, as a result of sharing specific common attitudes, interests, and goals. It’s no secret that community is my jam. I’ve written about it in several posts, like this one on building a minimum viable community, this one on preparing for launch, and this one on why the time is now for community. I spent the last few years of my career building communities for coworking spaces, enterprises, and entrepreneurs. In all of these pursuits, I tried to answer a few focused questions in order to create a community plan of action.

Over the last several months, I’ve had the joy of partnering with companies that I mentor and MATH portfolio companies to design their minimum viable communities. It was incredible. I knew that I had to bottle my knowledge and experience so I could share it with a wider audience.

Behold, my framework for building a community. These are the questions and thoughts I work through with founders when they are building their minimum viable community.

What do you think of the framework? What is missing? Feel free to jump into the comments or find me on twitter @MissElisaS.

Bookmarked by MATH: Nail your messaging with this book

Messaging is critical to the success of your startup because it communicates how you solve critical customer pain points. In this edition of bookmarked by MATH, Elisa talks about her favorite resource for messaging, a book called Building a Story Brand by Donald Miller. Find out what you’ll learn and why she likes it in the video above.

What do you think of this book? Do you have any other resources that you love for messaging? Drop them in the comments below or get in contact with Elisa on twitter at @MissElisaS.

The Easiest Way to Impress Your Future Investors: The Early Stage Data Room

“How you do anything, is how you do everything.” 

We see a ton of data rooms at MATH as investors. Sometimes it’s to support our existing portfolio as a sanity check and most often it is when we evaluate new opportunities. Founders tend to overlook the importance of the data room, the place where you keep all of the critical documents for an efficient due diligence process. Nailing the pitch is the first step, the data room can be one of your most powerful “closers” when it comes to fundraising. 

I want you to have your stuff together as an investor. This tells me that you are focused on the details, care about transparency with your future partners and, most importantly, that you are running a professional process for fundraising. As an investor, there is nothing like competition on a deal to get us to move with urgency. 

Confidentiality 

First of all, you need to ensure you have an email from a potential investor that confirms they won’t share the data room with anyone outside of the investment process. No one will sign an NDA, but the fact that there is an email out there makes it less likely that folks will act out of line. Your data room will clearly have confidential information in it and it is meant for new investor eyes only. Even if the investment team is planning to share it with a 3rd party for validation, they should check with you first. 

Don’t be afraid to be explicit, there are bad actors out there and somehow they believe it is in their best interest to share your data room with their competitive investments. At the same time, do your homework and make sure there is no conflict of interest between you and your new investor. Look at their portfolio and their past investments. (Even better if you got the intro from a superfounder!)

That being said, tools that make your data room harder to download will never stop someone with bad intentions. You are basically making life harder for everyone by making your data room not available for download - stop doing this. Ensure that the data room doesn’t break (no google docs!) when offline.

The list of required documents below is LONG. It’s a huge effort to pull all of this together right when you start to fundraise. It gets significantly worse if you are just starting the process when a fund asks for one. I firmly believe that the best data rooms aren’t put together from scratch, they are maintained over time. I recommend that you create these folders in your shared folder (use box, dropbox, drive, etc…) and simply update them as you go along. Wrote an investor update? Simply save a copy in there. Made a new hire? Make sure all of their agreements are duplicated in the appropriate folder.

Make the saving part in the data room simply part of the process of doing these tasks, and simply expect that your organization meets these expectations. The best data rooms almost “build themselves”, it’s simply documenting what you already do in your startup.

Now that the best practices are out of the way, let’s take a look at what goes inside this data room.

We compiled the list below to help founders have a quick guide on what they need to include in their data rooms. We know that you are an early stage startup, so there is a good chance that you don’t have all of these items. Think of it this way: the more you have the details, the better it is for you down the road. A quick diligence process means a quick close on your round of financing. Moreover, good discipline during fundraising will make your life a whole lot easier when you are gearing up for an acquisition. When done right, and M&A data room is basically the same thing as your due diligence data room with minor updates.

There are two kinds of data rooms that you need to have ready - before and after receiving a term sheet:

Pre-Term Sheet Data Room:

These are the basic documents related to your fundraising round, think “Startup 101”. There are competing schools of thought whether you should provide access to this prior to the pitch meeting or right after as a follow up, but the general idea is that after reviewing the materials the investor should have a surface level understanding of the context of your startup. 

There are three main buckets to this stage:

Pitch Deck: This is the pot of gold - our grand vision that we want you to be a part of.

Self-explanatory, your 5-15 slide pitch deck that outlines what you do, the market you are operating in, the team that is going to execute and the amount of money you are raising. Check out this article on the various approaches for the pitch deck. Most investors will stop reading the rest of the data room if this doesn’t impress them at first glance. 

Financials: This is how we are going to execute on our vision. 

You should have historical financials and a forward-looking financial model built with Levers in mind. Even better if they are part of the same document that you regularly use to measure progress in your business. This same document will also tell the story of what you are going to do with the capital when you close your round. 

If the pitch deck is the vision, then the financial model is how you are going to make that a reality. Even without a model or detailed financials, a simple document that outlines how you have spent resources so far is extremely helpful. Moving forward, this makes your life easy for board level reporting as well. Here’s an article and a video series from our very own Troy Henikoff on how to build a financial model from scratch for your startup. 

Investor Updates: This is how we will communicate with you if you become an investor.

This is often overlooked, but perhaps the greatest leading indicator of fundability. Even if you don’t have any investors currently, you can demonstrate the clarity of your objectives and actions for your startup via transparent updates. I highly recommend these articles for written updates, or even better, video updates that are easily digestible for future investors. The clearer the objectives, challenges, and progress, the easier it is to say yes to a founder. 

Cap Table: This is our current ownership structure.

Outline the current ownership structure of the company. Even if you have been bootstrapped and own all of the equity so far, this is still critical. Bonus points if you already use a solution like Carta to professionally track all issued shares for employees, investors, and advisors with details on historical funding. You’ll need more details the more you have raised capital in the past, but a cap table is a must have. 

That’s it - those are the table stakes. Now let’s take a look at what the next phase of your data room needs.

Due Diligence Data Room

Once your meeting goes well, and you are discussing terms, the fund may ask for access to the “deep” data room. Simply ask the fund to commit to rough terms and a timeline to a term sheet prior to giving them access. The objective of the following set of documents is to confirm what the fund already is assuming to be true about your startup - due diligence shouldn’t lead to a different decision unless the founders are stretching the truth during the investment process. 

There are always exceptions to the rule, for instance, if you are selling to enterprise customers and only have a handful of contracts, your investors will want to know who they are. If you have thousands of customers, likely not. It’s OK to share pieces of this data room as context for follow up meetings, but always follow Alex Iskold’s timeless advice: Ask for a Term Sheet.

As mentioned, there are a lot more details in here. If the sections don’t apply to your startup, simply skip but have an answer to why you don’t have those details. “I didn’t have time to pull that data” is not a good excuse! The rule of thumb for the level of detail is the following - the more you are raising, the more you need to provide in the due diligence data room. 

Sales & Traction

This is where you demonstrate your current traction and your confidence in your future sales. Think about any documentation related to your customer acquisition strategy - this is where they live. It’s important that this mirrors what you look as an operator regularly, the goal is to build confidence in an investor for future sales. 

  • Pipeline data: Any funnel information, preferably downloaded directly from your CRM system such as Salesforce.

  • Current Sales data: For B2B sales, any signed agreements between you and your customers. For B2C companies, think user data, total transactions, any data that shows how much you have sold your product. 

  • 12-24 month Forecast: Based on your pipeline and current sales, where you think your sales are going to be in the next two years. Give the investor confidence that things are going to grow a lot more! 

  • Historical Performance Data: From day 1 of you selling your product, what have been the daily/weekly/monthly sales volume? Try to point out things like seasonality to make this easy to understand. 

  • CAC/LTV calculations: What is the true cost of acquiring new customers? This section should demonstrate that your investment in new customers will be profitable over the long term and how it has trended over time.

Market Data:

You need to demonstrate with clear facts that you are going after a massive market. This market can be a new one (although creating one is always harder), but when all is said and done your startup needs to solve a massive problem in order to have a great outcome in the end. Example documents are:

  • Market size: Through tops down or bottoms up data, calculate the size of your market and why it is going to grow over the time. The best versions of this document both have credible source data along with original commentary by the founding team. Here is a resource to help you do that. Try to have quantitative answers to:

    • Size of economic activity: How much are people currently spending in this space? Is it growing? You are claiming that success means your startup will service some of this demand. 

    • Size of pain: How much is the lack of a solution costing in waste dollars? This is always harder to build a business around, since your current customers haven’t made a purchasing decision around your solution. That being said, you will have less competition and have potential to create a market from scratch.

Board Updates:

Startups should have boards the day they start operating. Brad Feld and Mahendra Ramsinghani explore the reasons why here - think of this as the example you are setting on how disciplined you will be as an operator. Your board decks and memos tell you everything you need to know about the operating cadence of the company. The pros take this very seriously - the tighter the board decks, the easier it will be to have conviction about the operating team’s ability to deliver results.

Funding Documents:

This is where you keep information about the current raise and ownership structure. Again, even if you haven’t raised any funding so far, have a spreadsheet that shows the ownership breakdown between the founders and early team members. Investors hate chasing down details or finding surprises about the ownership structure before they invest.

  • Cap table: Preferably from an automated system like Carta where you keep all of your shares. Seriously, if you have raised a single dollar as an investment, I highly recommend graduating to a professional service instead of an error-prone spreadsheet. 

  • Term sheet: If you have a signed term sheet for the round, include it here.

  • Past financing documents: If you have raised capital in the past, include all of the term sheets and signed closing documents.

HR:

Basically, all of your documentation around your current employees go here. If you are working with a payroll provider like Justworks or Rippling, you likely are in good shape. This also forces you to have discipline around having countersigned documents across the board, reducing the risk for a potential headache with a problem employee down the road. 

  • Employment agreements (IP, confidentiality): These sets of documents basically demonstrate that your full time employees transfer their ownership of all of their inventions to the company, and have agreed to keep company intellectual property confidential. 

  • Stock agreements: If you have awarded stock to your employees, this is where you document them. This should also confirm the details you have in your cap table. 

  • Contractor agreements: If you don’t have full-time employees, you still need to document that you are above board with them and have proper documentation around their responsibilities. 

  • Organizational Chart: The rule of thumb is if you have more than one manager in the organization, you should have a clear org. chart that lays out the structure. Bonus points if you incorporate your post funding hiring plan in an updated chart.

Corporate Documents:

This is where your articles of incorporation and bylaws go - all of these are likely standard and your lawyer should help you put them together. Ultimately, this is the documentation for the company which your new investors will own a piece of. The simpler the better, aim for a C Corp based in Delaware unless you have a really good reason not to. Stripe Atlas is a great tool to simplify the process for founders if you haven’t incorporated yet.

Contracts:

This is the last piece, but it’s potentially the largest folder. Any agreement that you have ever signed as a company should go here. Think licensing agreement, consulting agreement, non-disclosure agreements - basically anything that legally binds you to do a certain thing or pay a certain amount. This is critical, and the goal is to avoid surprises for your future shareholders.

That’s it! Anything missing that you noticed? Please let us know in the comments or on Twitter. If you like these kinds of resources, please follow @mhi and @math_V_P on Twitter!


Don’t trust Google for your customer retention metrics

Troy is back with best practices for customer retention and he tells you why you shouldn’t trust Google for customer retention metrics. In this video, he tackles some controversial topics: not all revenue and customers are the same. Learn about what metrics matter for customer retention and how to start tracking them for your startup.

The most effective way to do investor updates

In the past, when I met founders who were not disciplined with their investor communications, I typically forwarded them this article by Micah Rosenbloom. He built this concise template that is easy to follow, and it brings a level of consistency and discipline to this process.

And then I saw an update from Chris Knutson, CEO of TeamGenius, and my whole view changed. I now think video updates are the way to go, and I want to share his methodology and tools for founders who are struggling with their updates.

Let’s be real, investor updates suck for all parties involved.

Personally, I loathed writing investor updates. I know they are important - it’s critical to keep your shareholders informed with the momentum, as well as ask for their support with your core challenges. 

However, putting together a concise investor update is really hard. Not to mention, you are busy! Given the millions of things on your plate at any given time, it’s easy to push this out. Also, sometimes the news ain’t so great, and that makes it even harder. Once you slip for a month or two, you are already gone from your investors minds. Lack of consistency makes you look worse as an operator. 

In addition, it’s a single purpose document - it goes out to a group of recipients, who rarely even acknowledge the receipt of the update, let alone give useful responses. When I was running SwipeSense, the most important thing in the world was my company. I couldn’t fathom how an investor wouldn’t care as much as I did. 

Now that I’m on the other side of receiving tens of these updates, I get it. It’s so much easier to skim the document for major highlights, or simply mark them as read after a grueling day of meetings where I’m trying to clear my inbox. (It’s embarrassing to admit this - I know how much work goes into them!)

The reality is that while you as the founder have a single goal to win with your company, your investors have a goal to win with their portfolio. After receiving their investment, founders need to fight for the attention of their investors to ensure they are high on the list for their participation in future rounds. 

It is a massive signal for other investors to have your current investors participating with enthusiasm in your future rounds. It shows that you have delivered in the past, and are credible in your projections. In other words, you have built a relationship of trust with your shareholders. 

Now that we understand why the updates matter, let’s see how we can improve them for all parties involved.

Video is a much better medium than email for investor updates.

Chris uses video updates instead of emails. His approach has the best of both worlds: It makes it easy for the operators to pull these updates together, and it is a much better format for your shareholders to consume the content. Here’s his formula:

  1. Build a slide deck template: This should be a subset of whatever you use for weekly all hands and board decks. Think critical metrics, core updates, anything that keeps you up at night or things you need alignment on. 

  2. Outsource the components to leaders (current or up and coming): This is key - you shouldn’t be putting together the inputs! Hopefully you have managed to build a small and effective team, and you are no longer the point person responsible for these key functions. This is also an awesome opportunity to see if someone is ready to take on leadership responsibilities. I’ve often thought that a promotion is the recognition of an existing role. Your junior talent should be holding themselves accountable for results and the right candidates will jump at the opportunity to share their outcomes with your stakeholders. 

  3. 10 minute video where you talk through the update instead of a long email: That’s it - Chris uses a tool called Vidyard to capture his screen while he talks through the slides. This has a number of advantages:

    1. You can 2x the speed - much faster to consume than reading. 

    2. You get facetime - and it is so much easier to share bad news in person and highlight what’s working. It’s also way easier, I could talk about SwipeSense for hours! Make sure to keep this short and sweet.

    3. You get to recycle the content - this is basically a dry run for your board meeting and all hands. 

This is what Chris’ updates look like in practice.

The goal is to make your life as easy as possible, and view investor updates as a time saver for other critical activities in the company. It goes without saying, always be transparent with your updates, remember to underpromise and overdeliver, and share bad news sooner than later. 

Operators, what do you all think? How are you doing shareholder updates these days? Would love to hear your feedback.

Follow me and MATH on Twitter for more musings on startups, healthcare, and web3.