Discussion Topics

A startup investment goes through a series of stages. It starts with the pitch presentation in which the startup introduces the deal to the investors. Then there’s the first follow-up meeting in which the investors dig into the deal to learn the details. Investors want to think about it and…

I’ve had startups approach me and give me one or two lines about their startup. When I start to ask questions, they say they can’t tell me anything more without signing a Non-Disclosure Agreement or NDA. I often find this puzzling, as investors don’t sign NDAs to find out what…

In running a deal follow-up process, you’ll need to create a diligence report. Here are some key points to consider: – Start with a template that lists the required information. – Include instructions in the original template for the team members to follow. – You may be cycling through many…

To pitch an investor, you’ll need a carefully crafted startup story.  Just any old story won’t do.  Tell the story in your own words as if you’re talking with a friend at a bar. Show how the story is relevant to those in the audience, something everyone can relate to….

There are five key elements to a startup story. Today we’ll talk about the Plot. After you establish the theme, hero, mission, and obstacle, you can start working on your plot. The plot is a series of events that leads to achieving the mission. Plots can be set up in…

There are five key elements to a startup story.    The Mission is the job to be done.  It’s the goal of the hero both now and beyond the story. For your startup story, focus on what the CEO is trying to accomplish and how he plans to solve it. Outline…

There are five key elements to a startup story. The hero is the character whose journey the audience cares about the most.  In a startup fundraise story, this is the CEO. Most heroes are trusty and likable.   The audience empathizes with them in some way. Your story should focus on…

Your story is a critical part of your fundraise pitch. There are five key elements to a startup story.   The first is your theme or purpose. This comes from what inspired your startup. There’s something about the world that you want to change so you started the company to fix…

There are five key elements to a startup story. Today we’ll talk about the obstacle. The obstacle stands between the hero and the goal. All good stories have a conflict that must be overcome.   Obstacles could be competitors, lack of knowledge, regulations, and more. The obstacle creates tension which holds…

There are three stories every startup should be able to tell to investors.  The first is your origin story which tells why you started the business to begin with and how you got to where you are today.   This story answers the question, “Why are you doing this?” which usually…

How does due diligence vary between angels and venture capitalists? At a high level, the diligence is the same between angels and VCs. They both look for a good team, a strong market, and a quality product.  At a detailed level, the angels who come in earlier than many VCs…

In talking with startups, I find the investor must always probe for the final answer. A single question rarely reveals the full answer. I spoke with a startup recently who said, “We’re raising a million dollars and we have raised half of it already.” On the surface, it sounded like…

After an investor expresses interest in funding your deal, the first question to ask is, “What is your diligence process?”. While most diligence processes follow the same format of document review and analysis with follow-up questions, each investor has their own start time, timeframe of work, and specific documents they…

In raising funding just as in running your business, investors look to see if you own it. Do you own the challenging problems, or do you avoid them? Do you own the core business, or do you delegate it to someone else? Do you abide by the contracts you sign,…

In launching your startup, look for a trigger that indicates when to start a fundraise campaign. Common triggers include: – Closing a lighthouse customer account or achieving a revenue target. – Signing up a new team member or advisor. – Finishing a beta version of your software or an MVP…

In pitching your deal to an investor, it helps to know your investor first. What type of investor are they — angel, family office, high net worth, or venture capital? What is their investment thesis? Are they swinging for the fences, or do they want to make a series of…

In raising funding, the challenge for each round of the raise is different.  At the seed round, the challenge is to convince the investor you can sell the product. At this stage, investors look for evidence that you can build and sell the product to customers.  Customer interactions are important…

Negotiating the valuation of a startup between the CEO and the investors is a major step in funding. An equity terms sheet requires coming to an agreement on the valuation which determines how much ownership is given to the investor. Both startup and investor must now ‘climb the valuation wall.’…

Humility plays an important role in your fundraise. Startups demonstrating arrogance and hubris are discounted quickly by investors. It’s not only a sign of disrespect, but also a sign of disregard for the future. Who knows what tomorrow will bring and who you will need? Both startups and investors need…

I talk with entrepreneurs every day about their fundraise. The most common question from the early-stage startup is, “Am I fundable?” The first question to ask is, “Do you have a growth story?”. Are things clicking forward on sales, team, and product development? I believe the prospective customer should be…

Hello, this is Hall T. Martin with the Startup Funding Espresso — your daily shot of startup funding and investing. In meeting with a prospective investor, come prepared to discuss the following: –  Sales — ALWAYS have something to say about customer interactions. Even at the pre-revenue stage, talk about…

In startup fundraising, there’s money and then there’s smart money. Smart money is an investor that can help your business beyond the dollars applied. A few questions will help identify smart money: 1. Can the investor help you in your specific industry segment? 2. Can the investor help you find…

In the movie The Godfather, Marlon Brando plays Don Corleon, the leader of the Corleon family. At one point someone asks him why he made a certain decision. The Godfather replied, “Everything is personal.” In fundraising, ‘everything is personal.’ You must build a relationship with the investor. Yes, there’s the…

In closing an investor, you’ll need to provide basic documents about the business to prospective investors for their due diligence.  There are several key documents you need for your diligence box or what some call a data room. These include: – Income statements, balance sheets, cash flows, with assumptions outlined…

Pitching a startup with complex technology or product can be challenging. This is especially important for those in the healthcare space explaining a new technology to those outside of healthcare. So how do you describe the complex to the novice in a fundraise pitch? Know your audience. In general, most…

There’s an old saying: If you tell me, it’s an essay. If you show me, it’s a story. In raising funding you have to show, not just tell. Forecasting alone doesn’t close the round. You must demonstrate progress towards it. Never show up to an investor meeting or call without…

I’m often asked how long it will take to raise a round of funding.  It will take you one calendar year for every million dollars you are raising, that’s if you are working on it full-time. If you are part-time, then it will take longer. You’ll need approximately two months…

Raising a fund is hard. Aside from sales, this is one of the hardest things to do in a startup. Here are a few points to remember in your fundraise: – Build relationships first and find investors second. – Divide your raise into tranches and give yourself a reasonable timeline…

If you are pitching to a close friend or family member, you can use an informal approach to ask them for money. Explain what your startup does in just a sentence or two, and tell the story of how you came up with the idea. Keep it brief. Describe how…

I often see CFOs and board members give the investor pitch instead of the CEO. In an emergency this is okay, but by and large, the CEO should be giving the pitch. The investors want to size up the CEO and know who is running the business. I find the…

In pitching an investor, the key presenter is the CEO.   While board members, CFOs, and others can make the pitch, that’s the second-best choice. The investor wants to meet the CEO and size them up for their communication skills, passion for the project, and expertise in the domain. An in-person…

Most of the work in a standard board meeting are perfunctory duties such as approving minutes and reviewing financials and metrics. The board also weighs in on key decisions around fundraising, strategy, and other topics. Board members will discuss whatever you put on the agenda.   Make sure the agenda items…

Board members are a key part of a growing startup. Building out the board is an important step in setting up the company for success. Here are some characteristics of an ideal board member: – They come prepared to the meetings having read the material and done their research. –…

The board is a key part of the team that makes the startup successful. When you are in the early stage, using family and friends funding creates an informal advisory board. Try and meet with them monthly in a coffee shop and keep it to three members. After you launch…

You may want to add independent board members to your board. The independent board member may add value to your company by bringing domain knowledge and operating expertise. Look for someone who has run a company of your size and industry in the not-too-distant past. The independent often brings a…

So, what is a board observer? In general, the board observer is just that, an observer. Someone who listens to the discussion but doesn’t actively participate unless called on to join in. Some investors negotiate a ‘board observer’ position as part of their investment so they can monitor the progress…

Board meetings are important for gaining input and advice on how to run the business. To get the most out of your board meeting, start with an objective for the meeting including agenda and preparation documents such as financials.  It’s helpful to get feedback from the participants before the meeting…

Board members can help the company in many ways. Here’s a list of potential support:  – They can help recruit employees for the company as many board members have extensive networks – They can help with the fundraise as they know investors – They can help with strategy since most…

Startups with product-market fit that are generating revenue should consider installing a board. The board of directors provides oversight for the company. Early-stage boards should have an audit and compensation committee. The audit committee sets the policy regarding the finances including control, expenses, and reviews. The compensation committee sets pay…

In growing your startup, one of the best assets you can have is a strong and engaged board of directors. The board should have members who collectively cover a range of skills, network, and experience. They should be connected to your startup and its industry in some way. A good…

The startup board is typically led by the CEO. Some boards fall into formal roles to tackle specific tasks such as compensation or exit planning. Many boards see members fall into informal roles. The most common roles are the domain expert, the advocate, and the critic. The domain expert looks…

In running a board, there will be conflicts and bad behavior. Here are some to watch out for: – The board member who disrupts the group and takes the discussion off-track from the agenda. – The member who must have it their own way every time. – The member who…

There are several types of board members.  Each provides a contribution to the board dynamic. Here are the types you may see in your board room: – The Cheerleader. Always optimistic and sees the upside to every proposal or situation. – The Pessimist. Always pessimistic and sees the backside to…

Board directors can help the company in many ways beyond governance. Here are some key areas: – Provide strategy and direction for the company at a high level – Make introductions to customers and partners – Provide helpful tips on how to run the business – Help recruit other board…

The board leader can make the board meetings more effective. Here are some points to consider:  – Set up meetings that don’t conflict with holidays or heavy travel schedules – Send out the board package in time for review – Focus the agenda on the top issues – Demand the…

For board meetings, it’s important to prepare properly. Set the meeting schedule well in advance, such as a year. Prepare documents far enough in advance so the members have time to read the materials and prepare for the meeting. Use a standard format for the board package so the members…

One of the key roles of a board member is coaching the CEO. Here are some key points to consider: – Focus on the team, the financials, and the strategy of the company – Avoid the minutiae of day-to-day operations – For the team, work on building the company’s culture…

The board can help the company with building the team. Here are some key points to consider in helping with recruiting: – Identify candidates to fill the C-level positions that are available – Set up a recruiting and hiring process as startups often have ad hoc procedures in place –…

In setting up the board for a startup, it’s important to set the compensation policy for the directors. While some candidates will join the board for no monetary compensation, most people will require some compensation. Here are some key points to consider when setting the policy: – Tie the director’s…

Board members have a fiduciary duty which means they must exercise good business judgment, put the company’s interest first, and act in good faith. Board members work in the following areas: – They set policy for the company – Evaluate the CEO – Check the financial resources for sufficiency –…

Directors & Officers Insurance (D&O Insurance) protects the board members whose work brings potential liability for the director. Most policies offer $1M to $2M of coverage. Here are some key points to consider in choosing a D&O Insurance policy: – The policy should indemnify the directors. – It should advance…

In raising funding, the startup will meet with many investors to answer their questions. So, how should the startup answer the investor’s questions? First, listen to the question and answer it directly and to the point. If the question requires a number, then give that number. For example, if the…

A common mistake made by startups is launching a company in an industry in which the founders know little or nothing about. I find this happens often in the healthcare and financial industries. The size and growth of those markets make it attractive to pursue but without a deep knowledge…

In pitching investors, you must be able to demonstrate your competitive advantage. It’s not enough to say your product is better or your team will execute faster. You must identify your core competitive advantage and show how it gives you at least a 30% cost reduction or a 30% revenue…