Discussion Topics

Key Terms in Impact Investing There are key terms used in the impact investing world.   Here is a list of the ones to know: 1. Below market rate — an impact investment made with the expectation that the financial return will be less than the market rate of a startup’s…

What Is Impact Investing? Impact investing is an investment in startups that can generate a social or environmental impact in addition to a financial return.   It can be done anywhere and at any stage of business. Impact investing includes not only angel investors, but also family offices, pension funds, wealth…

Venture Fund Defaults  In a market recession, it’s often the case that limited partners – called LPs – are unable to fulfill their capital commitments to venture funds.  For venture funds encountering this issue, the first step is to open a dialog with the LPs about the capital needs and…

Payback Period for the Product Investors look for strong margins on a startup’s product as it’s a positive indicator of customer interest and a profitable business.  One way to metric this is the payback period for your product.  It’s the amount of time it takes for a customer to repay…

How to Improve Your Valuation Valuation is a negotiation and not just a formula. Here are some key points to improve your valuation: Highlight the team and their contributions to the business. The team is often no more than one slide in the deck and rarely does their value come…

Using Metrics in Your Valuation Metrics can help drive the valuation for your startup fundraise. Here is a list of key metrics to include: Number of visitors to your website and their conversion to paying customers. The higher the conversion rate, the lower the cost of sales and the greater…

Maximizing Your Valuation Valuation is a negotiation and not a formula. While there are formulas and rules of thumb to help determine valuation, it comes down to positioning and negotiating. Here are some key points to maximize your valuation: Emphasize the team and show what they are doing to help…

Justifying a Startup Valuation Startup valuations differ from standard valuations in that they don’t solely rely on expected cash flows, book value, or other tangible aspects of the business. Intangibles such as quality of the team, intellectual property, product status, and customers are the driving factors. Most angel investors want…

Calculating Forward Multiples Valuations for software companies with recurring revenue are calculated using forward revenue multiples. While revenue is the primary factor in calculating the multiple, some companies can increase it by demonstrating excellence in other areas. Use these definitions to calculate it: Revenue growth – revenue this year over…

5X Rule of Post Money-Valuation As an investor reviewing deals, you’ll hear a wide range of startups with various fundraises and pre-money valuations.   So, how can you screen the deals to find those who have ‘reasonable’ valuations? Try the 5X rule. The 5X rule says to take the post-money valuation…

How to Make Your Data Valuable Startups can make their business more valuable if they collect data and turn it into a revenue-generating product. Many startups providing a service can collect data about the process, the customer, the market, and more. Raw data is not of value. It must be…

Startup Valuation Roadmaps Investors setting a valuation should review the cap table to understand how future rounds will cause dilution. A cap table tracks each shareholder and the amount of equity they own including the pre and post-money valuations. Key factors to consider are the following: Option pools — what…

How to Negotiate Valuation With a Startup The key to negotiating the valuation for a startup is to find and examine each value that is already in the business, as well as each value that must be built to achieve a successful exit. Start with the team and check to…

Minimum Information an Investor Should Receive After closing an investment round, the startup should set up a monthly report to the investors. Here’s a list of information to send an investor: Customer wins — list out key sales successes. Celebrate every win. Key metrics — show the core 1-3 metrics…

Investor, Advisor, Mentor, Board There are four ways someone can help a startup outside of becoming an employee. You can be an investor, an advisor, a mentor, or a board member.  As an investor, you can fund the startup. As an advisor, you can guide the founder on strategy and…

What You Should Do After You Sign the Check An investor does a great deal of work before the investment is made and must also do work afterward. Here are some key points to consider: As an investor, you need to maintain contact with the startup. Make sure there’s control…

Nine Types of Angel Investors There are many types of angel investors. Here are nine types commonly seen in the startup community: 1. Networkers — they know a great number of people and can make introductions to them. They are helpful in finding more investors as well as team members…

Angel Investing Best Practices Continued Angel investing is fun but difficult especially if you want to make a return on your investment. Here are more best practices to keep in mind: Take ownership of your due diligence and don’t rely solely on others. Work with angel investors both within your…

Angel Investing Best Practices Angel investing is fun but difficult, especially if you want to make a return on your investment. Here are some best practices to keep in mind: Treat entrepreneurs well because word travels fast in the startup community. No matter how hard you study, the real learning…

Know Your Why In funding startups, it’s important to know your why. This goes beyond making money, saving for retirement, and financial goals.  What is your mission or cause that you are passionate about? Start with your passion and what drives you. Consider what impact your investment will have on…

Powerball vs. Moneyball There are two approaches to venture investing: Powerball and Moneyball. Powerball looks for startups that will be unicorns and pay outsized returns upon an exit. These are called home runs. Moneyball looks for startups that will return a decent amount to the investor but not outsized returns….

Evaluating the Startup’s Metrics In reviewing a startup, ask the founder or CEO for the metrics they use to guide the business. Check for these points in their metrics: 1. Do they have a key set of metrics? Many startups aren’t tracking anything. 2. Is the metric appropriate for their…

Beyond the Growth Story In raising funding it’s important to demonstrate the growth story — sales, team, product, and fundraise are in motion. These are the core four things investors look for to judge the startup’s traction and momentum. Here are additional proof points to highlight to the investor: 1….

Competitive Advantages In the pitch, investors look for the startup’s competitive advantage. “Me too” companies are more difficult to fund because they have few if any competitive advantages. A true competitive advantage increases your revenue by 30% or reduces your cost by the same amount. Here’s a short list of…

Drawbacks to Convertible Notes Convertible notes are often used by startups in the early stages of fundraising as they are fairly simple to use and need little legal work compared to equity agreements. There are drawbacks one should know.  Here’s a short list to consider: Convertible notes are not equity…

Build Your Community In funding startups, it’s important to build out your startup ecosystem. A stronger startup scene will bring better funding opportunities. Here are some key points for building your startup ecosystem: – The startup world goes through cycles every 3-5 years with new technologies, companies, and programs, so…

Testing the Serial Entrepreneur Entrepreneurs who have failed are often strong leaders in their next venture. To know if a serial entrepreneur is on track to success after their first failure, check these points: – Character — if they don’t have character, then nothing else will matter. – Passion —…

Roadmap Investing In funding startups, it’s important to look at not just the current product, but the roadmap overall. Some technology markets have a long, rich future ahead while other markets do not. Look for the technologies that have a broad future with a clear trajectory. Startups propose products to…

Best Practices for Startups Raising Funding Raising funding is difficult. Here are some best practices for startups raising their next round: Investors are busy, so organize your fundraise around their schedule, not yours. Focus on investors who fund your stage and type of startup. Provide updates about your business and…

How to Become an Accredited Investor To invest in startups directly, one must be an accredited investor.  The Securities and Exchange Commission sets the criteria for who is accredited. Here’s a list of those who meet the criteria: Individuals who have a net worth exceeding $1M. Individuals who have earned…

How Investors Can Help Their Companies In funding startups, it’s important to choose companies you can help.  If you only write a check and nothing more, then the investing experience will be minimal. It’s only a return and nothing more.  It’s best to choose startups that you can help by…

After You Write the Check After you write the check, it’s important to remain engaged. Here are some key steps to follow: Stay in touch with the CEO and keep up-to-date on their status. Track the progress of the company to determine if it’s worth a follow-on investment. Review the…

Asset Allocation In angel investing, it’s important to set aside funds for startup investments. In most cases, investors dedicate 5%-15% of their discretionary funds to angel investing. There are several issues with asset allocation for angel investing compared to publicly-traded stocks, bonds, and mutual funds. Startup investments are illiquid as…

State Tax Credits Many states offer tax credits for startup investments. Those states with a state income tax will reduce your capital gains tax burden. The typical requirements are as follows: 1. The business must be a C-Corp or an LLC entity. 2. The entity was organized no more than…

Stock Options Stock options are a key part of the compensation of employees. These are called Incentive Stock Options or ISOs. If you exercise and sell the shares immediately, the proceeds will be taxed at the ordinary tax rates for the difference between the exercise price and the fair market…

Gains and Losses There’s an old saying, it’s not how much you make, it’s how much you keep that counts.  Tax management is an important topic for angel investors.  There are specific laws that give tax breaks to investors for startup investments. The first is called Section 1244 which gives…

When to Follow On In most startup funding, there will be a need for additional rounds of funding. Here are some questions to ask before making that follow-on investment: 1. Does the team demonstrate integrity? 2. Do they have traction in the market yet? 3. Do they hit milestones and…

Apply Your Investment Thesis to a Startup Before investing in a startup, apply your investment thesis to it to see if it makes sense. Write out the company’s strategy and how it fits into the overall market.   Review their position relative to the competition. For the target company, look for…

Building Your Investment Thesis — View of the Future For investing in a startup, consider the future and what will be needed then. Don’t just look at the world as it is today.   It takes several years to build a business and what you see now will inevitably change. Map…

Invest Early-Stage or Late-Stage – What’s the Challenge? Venture capital has two choices in funding startups.  They can go for early-stage companies or late-stage companies. So, which stage to focus on? The risks are higher for early-stage companies, but the valuations are lower. Any meaningful acquisition typically leads to a…

Diligencing the Exit In diligencing the startup’s exit strategy, check the following: – Do they have a list of potential buyers? – What companies are on the list? – What milestones must be met to qualify for a buyout? – What price is the going rate for buyouts in this…

Diligencing the Use of Funds In diligencing the startup’s use of funds, check the following points: – How much is spent on compensation? – Is it appropriate for an early-stage company? – How much is spent on sales, and does it align with the company’s sales strategies? – How much…

Diligencing the Terms  In diligencing the startup’s term sheet, check the following points: Is the valuation or cap rate appropriate for the stage of the company?  If it’s out of line, then other terms such as liquidation preferences may be needed. What dilution will the investors go through, such as…

Diligencing the Legal Issues In diligencing the startup’s legal documents, ask the following questions: For the intellectual property, ask what was filed and when? Did they file a provisional patent or a utility patent? It takes three years from the date of filing for the patent to be approved, so…

Diligencing the Team for Skills In diligencing the team, here are some key areas to check: Sales skills — the CEO and others must be able to sell their product or service.   In the early stages of a startup, there won’t be a dedicated sales force, and everyone on the…

Diligencing the Financials In diligencing the startup’s financials, ask the following questions: What is the key assumption behind the financials? Does it assume a product will reach the market at a specific time? Does it assume we’ll have hired new team members by a certain date? What funding does the…

Diligencing the Customers in the Market In diligencing the customers in the market, check for the following: 1. Who is the target customer?   2. What is the ideal customer profile? 3. What is the customer acquisition strategy and cost? 4. Do they have a standard process for acquiring customers? 5….

Diligencing the Competition In diligencing the competition, check to see how well the startup knows its competitors.   Do they know what the competitors offer, how they price it, and what their advantage is over that competitor? Even if the startup tells you there’s no competition, rest assured there is. Sometimes…

Diligencing the Demand In diligencing the demand for a startup’s product, here are some key points to check: Is the product a nice to have or a must-have? For customers buying the product, assess their budgets. Do they have deep pockets, or do they have average pockets? Assess their place…

Diligencing the Technology In diligencing the technology in a startup, here are some key questions to ask: How many of the tech modules have been completed and how many more must be completed before going to market? Does the technology provide a substantial advantage over the competition? One way to…

Diligencing the Team In diligencing a startup for investment, the team is one of the most critical factors and the one that is most often overlooked by investors. I see investors focus on the product, the market, and the competition and ignore the team assuming every skill is at the…

Sizing the Market In diligencing the market, look for a market that is large and has strong growth potential. If a new technology has spurred the growth of the market, then this may be a good time to invest. Markets that are behind on the latest technology are ripe for…

The A Team With the B Plan In funding startups, look for the A team working on the B plan. In this situation, the team can clearly accomplish the task at hand because they’ve done it before and the task is not that hard. The opposite of this is the…

Financial Analysis In diligencing a startup, analyze the financial statements to understand the business better. Here are key items to check: – Where does the revenue come from? – What could stop or halt the revenue? – How far is the company from profitability? – How much cash is on…

Business Model Analysis The business model shows where the company incurs costs in order to generate revenue.  In diligencing a startup, spend some time analyzing the business model to determine how robust and profitable it is. Check the revenue to see how much is recurring, repeating, or one-off. The more…

Due Diligence Mistakes There are several mistakes one can make in the due diligence process. Here are a few points to check: Focusing on every potential risk in the deal and not the primary risks. In this case, diligence turns into a never-ending slog with no endpoint. Many CEOs are…

The Risks in the Deal In diligencing a startup, focus on the key risks. Here’s a short list to review: The team — do they have the skills and will they remain committed to the company? The market — will the market continue to grow? The competition — will there…

Risks and Assumptions In diligencing a startup, it’s important to articulate the risks and the assumptions you have about the startup. Start by identifying the risks in the deal. The team, product, market, technology, and competition are key sources of risk.  List out each one and what risks the company…

Key Factors in Diligence There are several factors to achieve success in running a due diligence process. First, dedicate at least 20 hours to due diligence.   Many investors dedicate less than 20 minutes. Share your diligence findings with other investor groups in return for their findings. Apply your skills and…

Form C Disclosures for Crowdfunding Equity crowdfunding is a regulated fundraise by FINRA, the Financial Industry Regulatory Authority. A company can raise up to $5M on equity crowdfunding. Anyone can invest. Those who are not accredited investors are limited to $2,200 per year per company. Those raising funding must file…

What Is Reg CF Crowdfunding? Reg CF refers to the SEC regulation for equity crowdfunding. This form of crowdfunding offers the investor an equity stake in the company. By contrast, rewards platforms provide the product to those who provide funding. In equity crowdfunding, the investor must hold the stock for…

How Equity Crowdfunding Is Different From Traditional Fundraises Equity crowdfunding is different from traditional fundraises. Here is a list of differences to consider: Traditional fundraises expose your company to accredited investors which is a much smaller group. Equity crowdfunding exposes your company to the general public which brings greater branding…

Legal Issues in Equity Crowdfunding There are specific legal issues regarding equity crowdfunding campaigns. Here’s a list to keep in mind: The regulations for fundraising are as follows: Reg CF — SEC designation for an equity crowdfunding raise that lets anyone invest in a startup for equity up to $5M….

How Long Does It Take to Run an Equity Crowdfunding Campaign? In running an equity crowdfunding campaign you’ll need to budget time to prepare for the campaign as well as run it. Preparations include applying to launch a fundraise campaign. This requires completing a Form C and setting up your…