Discussion Topics

As the startup grows it will add new entries to the cap table including new hires, option pools, advisors, as well as new investors. Here’s a list of potential changes to the cap table to watch for: New hires and options pools must be added. Employees who leave before all options are vested will have […]

Cap Table stands for Capitalization Table and tracks the equity ownership in the company. This includes the number of shares each one owns and what percentage of the company it represents. It also lists the total number of shares issued as well as the number of authorized shares by the board. Your number of shares […]

An advisory board is a group of three to five people who provide advice on how to grow your startup. They bring experience, contacts, and domain expertise. Advisory boards help the company grow and succeed. In recruiting for your advisory board, consider the following: Recruit diverse skills, networks, and experiences so they don’t overlap. Use […]

Once you’ve found an advisor you want to bring on board, consider the compensation. It’s important to pay the advisor something for their time and experience. Real work requires real pay. Not all advisors bring the same level of support to the startup. Also, consider that equity increases in value as the company grows. Later-stage […]

In recruiting an advisor, check to see if they have what it takes to be a good one: Have they been through the wringer?   Those who have been tested, such as nearing bankruptcy or going bankrupt will have a deeper understanding of the challenges in running a startup. Will their work with you put them […]

Here are some warning signs you may be talking to the wrong advisor: Their primary business-building experience came two tech generations ago. They have business experience but only in one area such as sales or marketing. They can relate their experience but have difficulty understanding your situation. They have a strong ego and center most […]

Once you decide you need an advisor, you’ll need to find and select one. Here are some key points to consider: Start with your network and expand out from there. Hold several conversations with the candidate advisor before making a decision. If you need to raise awareness for your startup, consider a thought leader in […]

In working with an advisor for your startup, look for these characteristics: – The advisor has first-hand experience in the industry, running a business, closing sales, and more. – They listen and can relate your problems to actionable solutions. – They have been through the same challenges and experiences as you are going through. – […]

In choosing a startup to advise, it’s important to find the right fit. Here are some key points to make sure you are a good advisor to the startup. Spend time with the startup to really understand if you can add value and if they are ready for an advisor. Make sure you communicate well […]

Advisors take many roles in their work with startups. You can use advisors to fill gaps in the early stage of the startup. Some advisors provide support as informal advisors.  There’s no set goals, meetings, or formal advisor agreement. This is the most common way startups work with advisors. Those advisors signed up with an […]

There are several types of advisors you can choose to help your startup. Here’s a list to consider: The Brand Name – This type of advisor offers their name to your company.   This can be helpful to attract investors, employees, and customers.  They typically bring some value in the form of advice, but it’s primarily […]

Good advisors bring good value to your startup. Great advisors bring great value. Spend time identifying the right advisor. In recruiting an advisor, pose specific questions and gauge the response. How does it rank compared to feedback from other sources? It should be the best or near the best of responses. If they advise other […]

As an investor in a startup, you may want to provide additional value and sign up as an advisor. Here are some key points to consider: – Choose startups that you can help. – Make clear the work you plan to do such as introductions, networking, advising on the domain, or just sharing business experience. […]

Advisors can be very helpful to startup founders.  Here are steps to consider in selecting an advisor: 1. Check your company needs for the coming two years and determine what is missing. 2. Look for advisors who add value to the team by bringing the necessary skills and experience the team doesn’t already have. 3. […]

Just as you have an ideal customer profile, so you should have an ideal advisor profile. Start with your industry and growth strategy and look for founders who have experience in the same. Look for someone who has already gone through what you are going through now. Start with those who are local and reach […]

Advisors can help startups achieve higher growth, avoid problems along the way, and give the founder confidence. Here are some key points in choosing an advisor for your startup: – Avoid the “dabbler”. These advisors want to dabble with startups but don’t have any substantial experience to share. – Avoid “Yes” men. These advisors confirm […]

Advisors can be helpful to your startup. Here are some key points to consider to determine if you need one: – If you haven’t run a startup before you’ll most likely need an advisor. – If you plan to raise funding, you’ll find advisors add gravitas to the team as well as potential contacts. – […]

The Convertible Note is a commonly used investment structure for funding startups. It’s a short-term debt instrument that converts into equity later. If the issuer wants a debt instrument without conversion to equity, a promissory note would be a better option. With a Convertible Note, the investor receives accruing interest while holding the note. It […]

Equity is used for investment purposes to give the investor an ownership stake in the company. To calculate your ownership percentage you take the number of shares you are purchasing and divide it by the total number of outstanding shares. Another way to calculate your ownership is to use the pre-money-plus-investment-equal-post-money valuation equation. Each share […]

SAFE stands for Simple Agreement for Future Equity. SAFE notes were created to provide a convertible note-like structure for startup funding but without interest rates or maturity dates.  The SAFE note operates like a warrant which gives the investor the right to buy shares in a future-priced round. SAFEs are similar to convertible notes as […]

The traditional method of going public with an IPO is being challenged by a new model called a Direct Listing.   The IPO is typically run by an investment bank which hypes the new offering to investors to create a market. This oversubscription creates artificial demand for the stock.   After launching the IPO, the issuing company’s […]

In raising funding or selling your business you may consider using an investment banker.  Here are some key points to consider in making the decision: They can build out the dataroom and do the appropriate research of competitors and comps.  An investment banker can create competition for your acquisition thus raising the buyout value.  Fees […]

In negotiating the exit with an acquirer, you’ll need to know the following: 1. Key metrics about your business, both those that show the company in a positive light as well as a negative one. 2. The total addressable market for your company. 3. The top three opportunities your company can attack. 4. The company’s […]

Most startups are launched with the idea of selling the business for a substantial gain in five to seven years. Many companies reach that stage and find they can’t sell the business, at least not for the price they want. Here are some options: – Reduce your burn rate to zero and keep running the […]

In setting the exit, most investors look to maximize the exit value. It’s important to remember that the metric investors use, IRR or Internal Rate of Return, has a time component to it. The faster the exit, the higher the IRR. As an investor, consider pursuing the highest IRR and not just the biggest dollar […]

Most exits come from another company buying the startup.  It takes six months to a year to complete a buyout. Delays often come from the startup not being prepared or ready for the M&A process. Also, setting a valuation and final terms can take substantial time for research and negotiations. To shorten the time consider […]

In selling a business there are two types of buyers: strategic buyers and financial buyers. Strategic buyers look for companies that can enhance their current business. Financial buyers look for companies that generate cash. Their motivations and careabouts are different. The strategic buyer will look to see how closely the acquisition is to the buyer’s […]

Startups should start planning for an exit after they achieve product-market fit.  Here are some key points to consider when planning your approach to an acquirer: – What are the key metrics the acquirer will look for? – What are the company’s metrics and how do they currently look? – How big is the market […]

There are several ways to exit a business. You can sell the business to another company or investor. This provides liquidity to the owners.    The downside is, it’s not clear what happens to the employees and the direction of the company. You can develop an employee stock ownership plan. This transfers ownership to the employees […]

Most startup exits come through acquisition by another company.  In planning for an exit, you need to develop a strategic plan that prepares your business for the target acquirer. Here are some key steps: Identify the target acquirer and make contact with the CEO and VPs of the company to discuss a potential acquisition in […]

Investors should gain alignment with the startup about the exit before making the investment. This includes the size and timing of the exit. There needs to be some clear thinking and research about who will buy the company and how much they will pay.   The investors and the startup need to work together to achieve […]

There are several options for selling your business. Here are some of them: Strategic – This is a buyer that buys your business as it provides strategic value for their company. Financial  – This buyer looks solely at the financials, in particular, the cash flow, and buys the company without consideration to the strategic implications […]

Even in the early days of the startup, the CEO must keep in mind the exit.  The investors funded with the anticipation of a return. While the vision of an exit may seem like a distant future, the decisions taken at the beginning often impact the exit at the end. Selection of business model and […]

Startup investors look for an exit in the 5-7 year range. As a startup, you need to consider the exit from the beginning as the exit strategy can inform your decisions around funding, hiring, and more. Here are several exit options to consider: – Mergers and acquisitions – most companies exit by being bought by […]

Here are some key steps to take in planning the exit for your company: – Understand why you are exiting the business.   – Is this exit going to be seller motivated or buyer motivated? – Explore the options. Consider who would be the best acquirer or which company would be best to merge with. – […]

There are many reasons to exit the business. Here are some key ones to consider: – The company is ready to go IPO. By taking the company public, new ownership comes into place. – The market has changed dramatically putting the future of the business into question. – The business failed and can no longer […]

For every business, there comes a time to sell it. Ask these questions to find if now is the right time to sell your business. Do you still want to run the business? You may want to move on to new projects and opportunities and the current business may no longer be fulfilling. Do you […]

Startups have a high failure rate. What percentage fails? Out of 100 startups/investments: -75 will fail or turn into a lifestyle business within 2 years  -25 will remain on the venture track after 2 years Of those 25: -half will die or turn into a lifestyle business between years 2-4 -15 will remain on the […]

Running a fundraise with investors is similar to running a sales funnel with prospects. You must take the investor through the stages of awareness, interest, desire, and commitment. Here are the steps you need to take: Stage 1: Awareness – identify and contact an initial list of investors. Start with an ideal investor profile. Categorize […]

After you’ve had an introduction and talked with the investor either in person or on the phone, it’s important to follow up with the investor to answer questions, update about progress, and walk through diligence. Investors are not interested in spending time to hear about your forecast, they are looking for updates about your progress […]

In startups, cash is king. It’s the key financial metric to watch. Growth may be going straight up, customer traction may be better than ever, but if cash runs out then it all comes crashing down. Cash management is a daily exercise.   The first step is to understand every inflow and outflow of cash.   Set […]

Platform products facilitate two-sided marketplaces that match buyers to sellers.   The most common metrics used in platform products are buyer/seller metrics, inventory metrics, and transaction metrics. Buyer/seller metrics include the number of buyers and sellers on the platform. Also, the growth of buyers/sellers and the number of repeat buyers/sellers should be measured. For inventory, metrics […]

Many startups use SAFE notes and Convertible Notes for their early-stage investments. So what’s the difference? A convertible note is a debt instrument that converts into equity later upon an event such as raising an equity round or reaching a maturity date. A SAFE is a Simple Agreement for Future Equity which is a warrant […]

Storytelling is a key skill for any startup raising funding. In the early days of a startup, the product and team aren’t fully developed and customers are typically not fully engaged.   The investors look to the founders to understand the potential of the business.   The founder who can articulate a clear vision of the company […]

In seeking a buyer for the company, there are two basic choices: a strategic buyer or a financial buyer.   The strategic buyer is typically a company in your industry that is seeking to acquire technology, teams, a customer base, or brands. They will look at those aspects of your business for a potential fit with […]

After you complete your fundraise and thanked those who helped you, take time to prepare for the next fundraise. Take the investor prospects, the ones who did not invest, and add them to a list to update every 3 to 6 months about your progress.   Investors are often curious about how the business turned out, […]

After the fundraise is complete, wrap up the current raise by doing the following: 1. Thank those investors who helped you, as many of your contacts made introductions, offered advice, and more. 2. Also, thank team members, friends, colleagues, and providers who assisted you.  3. Close up the due diligence box and store it where […]

I’m often asked what return angels and venture capital investors seek in their startup investments. Angels generally seek around a 30% IRR (Internal Rate of Return). That would be 3X their investment in four years. For longer timeframes, angel investors will be looking for a 5X-10X return for a startup investment. The longer it takes […]

Investors calculate their returns using metrics ROI and IRR. So what’s the difference? ROI is the return on investment without respect to time. IRR is the internal rate of return which is the return on investment with respect to time. If I invest $100K and 5 years later I receive a return of $300,000, then […]

I’ve seen CEOs pitch and when asked about their numbers, they defer to a CFO or someone else for the answers. This is not a good look for the CEO. Investors want to know you are on top of it, and knowing your numbers is one indication of it. As a startup, you should know […]