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Feel the Boot

Feel the Boot

130 episodes — Page 3 of 3

Ep 3030. Elizabeth Gore’s Feel the Boot Interview

Elizabeth Gore, co-founder and president of Alice (helloalice.com), recently joined me to talk about her entrepreneurial journey and to share some insights with other founders. Alice is a free multi-channel platform powered by AI technology that guides business owners by providing access to funding, networks, and services.You can also watch this as a video: https://ftb.bz/30VBefore that, she was the entrepreneur in residence at Dell Technologies, served in the Peace Corps, and much more.We talked about how she became an entrepreneur and how her background contributes to her capabilities as a co-founder.We discussed why women and minorities are at a massive disadvantage as entrepreneurs, and the particular challenges of being a founder/parent.Finally, she shared several tips that will be of great help to any small business owner, particularly during the COVID-19 epidemic.

May 24, 202026 min

Ep 2929. Escape the busyness trap that tricks entrepreneurs into working hard while accomplishing little

Over the last couple of months, I have been incredibly busy with Feel the Boot and other projects. I have been setting up schedules, writing blogs, recording interviews, posting content, advising companies, and the like. All of the associated deadlines have been stacking up, making me feel stressed while not making much progress on my main strategic goals.Then suddenly, I realized that I had been caught by the busyness trap … again!You can get this as a video.Or read the blog on our website here.The busyness trap is when you get caught in a pattern of doing a lot but accomplishing little. In this installment, I look at: why entrepreneurs are so easily caught in the trap, what it means for your startup, what gets lost when you are in the trap, and some approaches to escaping from it.Why are entrepreneurs so vulnerable to this trap?For many, being busy has become a status symbol. When people ask, “how are you?” we say “busy” or even “it’s been crazy.” We brag about long hours, but rarely in the context of any strategic objectives.Another cause is guilt. I often feel guilty when I am not busy. I will do meaningless little things at my computer rather than walk away. Sometimes I find myself doing completely wasteful activities rather than leave the office. I find myself thinking that there might be a link to a useful article on Twitter if I just scroll down a few more pages.Stress can often lead to busyness. When you know there is a lot to do, you may focus on doing a lot of things. With no time to look up, you laser in on knocking off that next task, answering that next email, scheduling that next post, or whatever other tasks are on your to-do list, without pausing to think whether those are the most important things to be doing.For entrepreneurs, busyness is self-imposed. No external boss breaths down your neck, making sure you are filling every moment with productive activity. Although we might have learned the habit from prior employment, we have the power to change that pattern now.What does busyness mean for your startup?First, there can be diminishing returns from working longer and harder. Value produced does not scale linearly with hours spent on the job. Productivity drops off sharply after too long on the job.When I was in graduate school, pursuing a Ph.D. in Astrophysics, I had to take a two-day test covering all aspects of undergraduate and graduate-level physics. For months my life revolved around studying for that test, cramming my head with every possible detail, equation, and technique. I wallpapered my living room in equations big enough to read from the other side of the room to help me have all the information instantly available at any time.I quickly discovered that I was only good for about three hours per day of focused high-intensity mental effort. Working longer than that accomplished nothing more and left me fatigued. Eventually, I had to give myself permission to structure my days around that reality and do only less brain intensive things outside of those 3 hours.I need to remind myself that the opposite of busyness is not laziness. It is a purposeful choice about what to do and when.What gets lost when you get busy?A lot of important things can get dropped or missed as we get busier. As an example, look at the essential activities that I have been allowing to fall to the wayside.I don’t read nearly as much as I would like. Reading is fuel for my idea engine. When I am going through a good non-fiction book, I regularly stop to take notes on new ideas and projects.Busyness prevents me from making time to talk to people outside of structured meetings. Open-ended conversations bring forth all kinds of fantastic concepts and cement relationships that will be valuable later on.I find it hard to stop and “sharpen my saw” while in the middle of work chaos. It feels like wasted time, even though these meta-activities can lead to substantial overall productivity boosts. Intellectually, I know that improving skills, workflows, and organization structures can all pay big dividends. Yet I stay caught in the demands of the moment.I feel like I am missing out on opportunities. Being heads down in the weeds can mean that I don’t take time to notice openings or to take advantage of changing situations.I remember a lesson about relaxation from my Kung-Fu instructor. Tension makes your body slow, while a relaxed body is fast.The same is true of a relaxed mind that can perceive opportunities for action that would miss when locked into a narrow channel. When you are stressed, opportunity looks like one more thing to do, so you avoid it.The biggest thing I miss out on is pure thinking time without a specific plan, so my mind can wander over possibilities. I keep a waterproof pad of paper in my shower because of all the thoughts that pop up while engaging in that mindless activity. Long walks, or just sitting staring into a fire, can often be the most effective use of my time, if only I permit myself to

May 17, 202010 min

Ep 2828. How to create financials for early stage pre-seed startups that will wow investors

Any time you are talking to an investor, whether in a pitch deck or during due diligence, they expect you to show financial projections. Many founders run into trouble with this when the company is mostly or entirely pre-revenue. You might wonder what you can show with no track-record. Even so, financial projections are still essential both to the investor and to your strategy.Right off the bat, let's be honest. Angels know that your numbers are going to be wrong. That is the only thing they can be sure of.Angel investors are an idiosyncratic bunch; we all have different things we are looking for in a business and in financial projections. I want to see the founder tell a not impossible story about their company’s success. We all know that it is likely that you will need to pivot at some point, but you still need to show that your initial plan could work and produce substantial returns on my investment. Of course, that means you will have a chart showing hockey-stick growth. But don't just make up the numbers, show that they are plausible, or better yet likely.Read the blog version: https://ftb.bz/startup-financialsListen to the podcast: https://ftb.bz/podcastLinks from the episode:Embrace the Pivot- https://youtu.be/OEDmau9ljoUWhy do Angels Demand 20X returns - https://youtu.be/J7tnKZW7TXgThe Three Kinds of Virality - https://youtu.be/jyxTtZ6Gl0wTest Driving Your Business - https://youtu.be/MLJQMRIIm7Q

May 3, 202012 min

Ep 2727. How To Launch A Startup With Zero Capital

Video: https://ftb.bz/27V Blog: https://ftb.bz/27B Episode on testing assumptions: https://ftb.bz/21B-testing-assumptionsStarting a business with nothingA viewer recently asked me how he could launch a startup when he does not have any significant savings or wealthy connections. With just an idea, but no source of capital, he is going to have to do this the hard way because no outside investor will ever fund a first-time entrepreneur with only an idea. If an entrepreneur has a significant track record of successful exits, then they might be able to get investment in their idea, but at that point, they would also have friends and family with money.If you are in this position, your first step is research and lots of it. You need to know everything about your business and market. Fortunately, it takes little or no money to conduct this kind of research and experimentation. For a company starting with no capital, avoiding waste and mistakes is even more critical. I wrote an entire episode on testing assumptions.Can you build it yourself?Engineers found most tech startups because they can build the initial prototypes themselves. They use their time, rather than cash to launch the company, avoiding the whole problem of fundraising on an idea.If you are launching a software-based business, can you code it yourself? You don't need to be the best programmer, just good enough to create a proof of concept or prototype that can demonstrate and validate the company's premise. I wrote much of the early code for Anonymizer and a few other products. I am not a professional developer, and that software was spaghetti code of the worst kind. But it got us initial customers and demonstrated that the idea was valuable or, in some cases, not. The same concept applies equally to hardware and service-based businesses if you have the needed skills.With just enough functionality to demonstrate your capability, and to validate customer demand and engagement with the solution, you are ready to bring your company to outside investors.If you can't build it yourselfBut what if you are an expert in business, sales, or marketing but have none of the skills required to create the solution? After you have finished all of the research and testing you can do without a product in hand, you must start evangelizing your startup to more technical entrepreneurs.Many technically skilled individuals want to be entrepreneurs but don't have an idea for their own business. Get them excited about your idea and bring them onboard. It may take a long time to find the person who both has the skills you need, and fully appreciates and shares your vision.This person will be your co-founder. They can spend their time creating the prototype and MVP while you focus on networking, pre-marketing, creating visibility, and yet more research. Mutually respectful technical and non-technical founding teams are incredibly powerful and attractive to investors. Your new technical co-founder will expect, and deserves, a substantial stake in the company. You literally could not do this without them, and they are not getting paid any salary.Spend time not moneyPeople often say that we should always spend money to save time. In this no-money situation, the opposite advice applies. In an unfunded startup, you are using time, which you have, to avoid spending money, which you don't. Beyond creating your prototype / MVP and doing research & testing, many of the other activities you should pursue depend on whether you are creating a consumer-focused offering or a B2B company.Consumer· Leverage free tools and online communities to get beta testers and early users. ProductHunt.com is a good example.· Engage in social media to build a following and create excitement about what is coming.· Participate in relevant online communities that will provide visibility, future users, advisors, partners, and investors.· Leverage PR if your solution is newsworthy. A company I help gets amazing PR because he is a veteran who makes a device addressing PTSD.· Use inexpensive online ads to test your messaging and the market need. You can learn a lot from just $100.B2B· Network with everyone in the space, in person, on LinkedIn, in forums, etc.· Ask for referrals and introductions to potential partners and customers.· Join associations and groups (that are cheap or free)· Attend industry events (that are cheap or free)· Spend time meeting and talking with potential customers, not to sell them but to learn from them.For everyone· Attend and present at pitch contests to hone your message, meet other entrepreneurs, and connect to advisors & investors.· Join quality accelerators or incubators for networking, logistical support, discounts, and sometimes funding.· Find potential advisors and sell them on the exciting prospects for your business. They can help with strategy, tactics, and growth. They should also make introductions and generally provide an experienced outside perspective.A long hard

Apr 19, 202011 min

Ep 2626. Five critical steps to save your startup during a catastrophe like COVID-19

During any economic crisis, startups need to take immediate and radical action to stay alive. While I wrote this in response to the pandemic, the advice applies to any situation creating an existential threat to your company.My most significant experience with this kind of challenge was in the aftermath of the tech bubble bursting in 2000. Everything in the dot com sector seemed to grind to a halt. Surviving required that we significantly change the way we operated. The following five actions saved the company.1. Reset Expectations2. Seek Opportunity3. Hoard Cash4. Slash Costs5. Don’t Pay Your BillsWatch the video of this episode: https://youtu.be/_fqYF2qREawRead the blog version: https://ftb.bz/Crisis-survival

Apr 5, 20209 min

Ep 2525. In startups, distractions are everywhere. Entrepreneurs must find the fine balance of intense focus without rigidity.

Blog: https://ftb.bz/25PBVideo: https://ftb.bz/25PVIntroFounders can be like hound dogs on a trail. They are tracking a scent, absolutely focused on their objective. Then suddenly: Squirrel! The CEO races off after some new enticing goal, possibly causing catastrophic damage to the core business. For all companies, but especially for startups, focus is critical.A founder I advise recently asked if they needed to be looking for an opportunity to pivot. They had seen the "Feel the Boot" on pivots and thought I was saying that they should be trying to pivot. My actual point was that while pivots end up being necessary for most companies, and should not be avoided, they are not something to seek out on their own. Changing direction without purpose is just a random walk. Pivots are a response to an underperforming business plan.The founder suggested that I should create a balancing episode about the importance of focus. So, here it is.Sources of DistractionThere are countless sources of distraction for an entrepreneur. News and social media are overflowing with new shiny objects: some new tech stack, development tool, development methodology, cloud service, API, marketing channel, etc. New technologies are particularly distracting to engineer founders.New markets can be another big distraction. Suddenly you realize that a whole different class of people needs something similar to what you are already building, and surely it would not be too hard to accommodate them as well. Right?Existing customers can also drive distraction. They will ask for new features or capabilities specific to their circumstances. It can be tempting to drop everything to give them what they want. While these might be great ideas, always consider them within the broader product roadmap and customer base.One company I am helping makes a wonderfully simple and effective medical device. One potential customer wants to have motion tracking and networking added to it so they can collect data on the users. The founder wants to add that capability. I am less enthusiastic. While this might be a productive new direction, my concern is that it will delay the product by at least several months. At the same time, it is not clear that adding this feature would increase sales and margins overall, or that the customer would refuse to buy without it.On the other hand, distractions can also come from advisors, so be careful when listening to them (me). We have lots of ideas that can help your business but might not be something you can address right now.All of these distractions are incredibly attractive because the grass always looks greener in the fields you have not explored yet. You know the challenges with what you are trying to do now, but those new things look easy.Benefits of FocusEntrepreneurs need to focus because they have way too many ideas. Scanty time and cash resources require a tight focus on only those efforts and deliverables central to the business. Creating the perfect minimum viable product addressing the needs of a narrowly defined customer set can be all you need to start the business growing.That single targeted and polished offering can generate far higher returns than creating additional parallel capabilities within your solution.Focus also helps clarify your vision to several different audiences. Your teams, from development to marketing, will all understand exactly what the company does and what you are trying to accomplish. Your potential investors will see what you are selling, who you are selling to, and appreciate the business model. Your prospective customers will gain a clear idea of how your offerings fit into their business and address their pain points.Pain of DigressionLack of focus leads to being spread too thin. Each of the multiple activities you pursue receives fewer resources than required. Even with perfect focus, in most startups the core of the business gets less attention than it needs, so with parallel efforts, the shortfall multiplies.We lose a tremendous amount of time and energy every time we switch tasks or change priorities. For that reason alone, we should never change direction frivolously. I have seen many projects in easily distracted organizations that never get finished because the constant reshuffling of tasks repeatedly pushes the completion date over the horizon.I think this killed one of the companies I helped last year. They wanted to create a comprehensive experience for their users, and so tried to provide a whole range of features that people said they wanted to see. However, this diffusion of effort left the core invitation and new user onboarding capabilities underdeveloped and untested. Those processes were awkward and complex. As a result, users never really engaged in the platform at all, making it impossible to raise additional capital and dooming the business.The Balancing ActFounders need to find a balance between focus and flexibility. It is a Zen thing, like when my Tai-Chi instru

Mar 22, 202016 min

Ep 2424. Why do most founders and entrepreneurs feel like frauds and suffer from impostor syndrome?

Watch the video: https://ftb.bz/impostor-videoRead the blog: https://ftb.bz/impostor-blogThe topics for these blogs come from the things I discuss most often with founders. Once they have started to trust me, they almost always talk about how they feel like frauds who will soon be caught and exposed. Even the most talented and successful feel this way. That is when I tell my favorite anecdote from author Neil Gaiman. http://journal.neilgaiman.com/2017/05/the-neil-story-with-additional-footnote.htmlSome years ago, I was lucky enough invited to a gathering of great and good people: artists and scientists, writers and discoverers of things. And I felt that at any moment they would realize that I didn’t qualify to be there, among these people who had really done things.On my second or third night there, I was standing at the back of the hall, while a musical entertainment happened, and I started talking to a very nice, polite, elderly gentleman about several things, including our shared first name*. And then he pointed to the hall of people, and said words to the effect of, “I just look at all these people, and I think, what the heck am I doing here? They’ve made amazing things. I just went where I was sent.”And I said, “Yes. But you were the first man on the moon. I think that counts for something.”And I felt a bit better. Because if Neil Armstrong felt like an imposter, maybe everyone did. Maybe there weren’t any grown-ups, only people who had worked hard and also got lucky and were slightly out of their depth, all of us doing the best job we could, which is all we can really hope for.Impostor SyndromePeople with impostor syndrome engage in a psychological pattern of doubting their competence and accomplishments. In short, they feel like frauds. They attribute any successes or recognition to either luck or deception. A UK study https://www.thehubevents.com/resources/impostor-syndrome-survey-results-116/ shows just how common this is, with 85% of people admitting to feeling inadequate or incompetent at work. Most of those people suffer in silence because they think they are alone in this. Only 25% are aware of the existence of impostor syndrome. Entrepreneurs with these feelings are often paralyzed with self-doubt, harming their businesses and chances for success.I experience impostor syndrome all the time, despite any objective evidence to the contrary. For example: I studied astrophysics in graduate school. I founded a company and brought it to a successful exit. I have been invited to speak at conferences around the world. I have dozens of published articles. I am regularly sought out as an authority on multiple subjects.Yet, I had a hard time writing that paragraph or believing those statements. In particular, I feel impostor syndrome every time I write or record for Feel the Boot.I suspect that impostor syndrome is even more common among entrepreneurs than in the general population. We are high achieving people with high expectations. Our role models tend to be the most successful founders and CEOs in the world, people like Steve Jobs, Elon Musk, or Jeff Bezos. If they are our reference for what we should be as founders, it is no wonder we feel that we fall short. We also tend to surround ourselves with amazing people, far above the average, which skews our perspective on our qualities.Anti-Impostor SyndromeThere is a mirror image to impostor syndrome in a set of people with no doubt about their worth or ability. Interestingly, where people with impostor syndrome underestimate their competence, this other group generally overestimates it.The Dunning-Kruger effect describes this odd relationship where self-assessed competence is often inversely proportional to actual competence. High performing entrepreneurs tend to assume that everyone around them is at or above their level.I think that part of this has to do with knowing what we don’t know. The greater your knowledge of a subject, the more you understand the vast extent of your ignorance. With each increase in knowledge or skill, we simultaneously discover an even larger set of new things about which we are ignorant. In my experience, true experts are humble in the face of the ocean of unknowns they can see.Conversely, people who only know a little often think that is everything there is to know.A Vaccine Against Impostor Syndrome.Just recognizing the existence, and near ubiquity, of impostor syndrome among founders can go a long way to reducing its impact. Thinking of Neil Armstrong’s self-doubt gets me through many crises of confidence.Knowing that we tend to undervalue our true areas of expertise, try to take a hard and realistic look at your abilities. Recognize where you are strong, and hire or otherwise compensate for the areas where you are objectively weaker.One path to recognizing our strengths is to start taking compliments seriously. If you regularly hear positive and specific statements about yourself or your work, believe them!Many of us suf

Mar 8, 202010 min

Ep 2323. Why are even successful startups and entrepreneurs having trouble raising their Series-A rounds?

When I talk to startup founders or angel investors, one topic has started to dominate the conversations: the lack of A round financing.Video: https://ftb.bz/a-round-videoBlog: https://ftb.bz/a-round-blogPodcast: https://ftb.bz/podcastMany founders and seed stage investors have a story for how a startup will grow. Initially friends and family will fund early prototypes. About six months later, once there is some traction and market interest, angel investors will fund the work required to demonstrate product market fit. Six months to a year after that the company will close a $5 million series-A round that will fund explosive growth.But in reality, it is taking much longer to reach that A round investment, often a number of years. So the CEO needs to find other ways of funding the business until it happens, or skip further funding entirely.I am working with several companies right now that: have working products, that customers like, are growing, and generating revenue. Yet, after multiple years of effort, they still can’t close that A-Round.The problem with A rounds is structural. Funds are getting bigger which leads to larger investments. Investments of any size require a similar amount of work from the VC firm. With a larger amount of cash to deploy and a roughly constant amount of labor available, the rounds need to be larger. Rather than investing $5m, I am hearing that many investors won’t invest less than $15m.Of course, with that larger investment comes higher expectations. Reaching those higher hurdles takes longer and consumes more cash. The entrepreneur typically needs to to back to angel and seed round investors multiple times before they clear them.At Anonymizer, we raised a total of $2.5 million over about 7 years, all from angel investors. The slow growth in the consumer space never got us to a place where we could bring in VC with their larger investments, even in the more permissive late 1990’s environment. As it turned out, that saved us when the market crashed in 2000 because we were small and lean, unlike some well funded competitors who had high burn rates but no prospect for additional money.Other than in the medical space, which seems to have its own set of industry specific hurdles, I am seeing three paths to A-round funding.The first is to be growing exponentially. While 30% year over year growth is respectable, the VC are looking for 30% month over month, doubling every quarter. In addition to that, they are looking for strong fundamentals and unit economics. Finally, they want to see a clear path to continued growth at that pace. With all that in place, the investment decision is fairly easy.Another path is to have the right history or some unfair advantage. If you have multiple massive prior exits investors are much more likely to take a chance on this next venture. Similarly, if you have a rockstar team of people with track records of amazing execution, they will have more confidence that they can do so again. Finally, investors tend to move as a herd. If you have extremely impressive investors in your seed round, they will know the general partners at the VC firms and be able to leverage their reputations to secure the investment.The final path is to create enough track record to remove the risk. If the company has been executing for several years showing reasonable growth and reliable results, it will be in a position where a $15 million investment is warranted and relatively safe.Anonymizer never did raise an A round. Once we did our big pivot towards the national security community we started generating revenue faster than we could effectively spend it. While the VC might have been interested in us, we no longer needed them.Like Anonymizer, you might choose take many small investments until the company is self sustaining. Alternatively, you might be able to bootstrap the business with little or no funding at all.Sometimes the problem with growth is timing. The market forces and conditions are not yet right for your business. If that is the case, and you are confident they will be aligned soon, then just surviving till then can be the right strategy.Finally, it might be a sign that your business model is just not going to work. You either need to pivot to something that will generate the growth you need, or you should wind things down and look for a new opportunity entirely.Fortunately, two companies I have helped recently scored A-Round funding. One through the medical device exception, and the other through the long track record of reliable growth approach.The key is to build your business in a way that it can succeed even if the A round funding take much longer than expected or never happens at all. Model your finances without that investment to make sure the company has a viable plan B for survival and success. In this new reality, angel and seed investors need to see that kind of robust business model.

Feb 23, 20208 min

Ep 2222. One thing most successful companies share: a pivot

Almost all successful companies share one thing in common: a pivot. When your startup hits a wall, the best path may be to change direction to go around it, rather than trying to bash your way through. Learning and adapting can be the best path to growth and success.Video: https://ftb.bz/Pivot-videoBlog: https://ftb.bz/Pivot-blog

Feb 10, 202010 min

Ep 2121. Build a strong foundation for your startup by testing assumptions first

Entrepreneurs are always enthusiastic about their next business idea. They often avoid asking the hard questions that could undermine their plans. In this episode, I explore the importance of testing your assumptions and how to actually do it. Early experiments will reduce your risk and impress potential investors.Video: https://youtu.be/MLJQMRIIm7QBlog: https://FeelTheBoot.com/blog/test-driving-your-business

Jan 27, 20209 min

Ep 2020. Passion is the secret weapon of successful entrepreneurs. Learn how to identify and leverage it.

Everyone has been told to follow their passion. What they don’t learn is how to identify and leverage that passion. That energy is the unfair advantage of the best entrepreneurs. This episode shows how to connect your business to your passion with examples from my own path to startup success.Video: https://youtu.be/_4NvC0SEU3QBlog: https://FeelTheBoot.com/blog/powerofpassion

Jan 13, 20209 min

Ep 1919. Raising Capital: Why you need more money than you think

When you are raising funds for your startup, one of the biggest questions is, How much should I ask for? Don’t let concerns about dilution tempt you into raising too little money in your investment rounds.Video: https://youtu.be/20NbJ9LxTagBlog: https://FeelTheBoot/blog/raising-enough-capital

Dec 30, 20195 min

Ep 1818. While starting a business, when should you quit your day job?

One of the most frightening moments as an entrepreneur is when you finally quit your day job. Fortunately you can risk reduce that transition and improve your chances for angel funding at the same time.https://youtu.be/jUY-Vjz83lohttps://FeelTheBoot.com/blog/quityourdayjob

Dec 16, 20199 min

Ep 1717. Nail the start of your investment pitch

I lose interest in most of the pitches I see within the first thirty seconds. After that, it is incredibly difficult to get me back on board. This is a common experience with most investors. I am going to share with you what goes wrong and how to nail the opening of your pitch.Video: https://youtu.be/88FOE093LsQBlog: https://www.feeltheboot.com/blog/hook-investors

Dec 2, 20196 min

Ep 1616. Why founders don’t delegate as much as they should

Most growing startups quickly reach a point where they are choked by the founder’s limited time. As humans, we simply don’t scale well. There is only so much that efficient work and forgone sleep can squeeze out of a day. The problem is that the entrepreneurs need to delegate more of their responsibilities. This is not an intuitive process for most of us. The typical career path is all about accumulation responsibility and power. Rising through the ranks and building ever larger fiefdoms. As a founder, you go through the opposite process. Founders start off doing literally everything. They are CEO, accountant, customer support, and janitor. Between there and running a large successful company, they need to delegate almost all of that.Video: https://youtu.be/S_KTNIM5UMsBlog: https://www.feeltheboot.com/blog/delegation

Nov 18, 201911 min

Ep 1515. Priorities and Perseverance: Finding balance and moving forward in the face of major adversity

I recorded the video for this episode in a hotel room while evacuated from my home because of the Kincade fire in Northern California. I wondered if I should just skip this episode because I was feeling very stressed and distracted. I decided that it might be interesting to do a short episode about how sometimes life makes you look at where your true priorities lie. Video: http://bit.ly/2pCGfWa Blog: http://bit.ly/32a7qVtVideo: http://bit.ly/2pCGfWaBlog: http://bit.ly/32a7qVt

Nov 4, 20195 min

Ep 1414. My #1 advice to startups: Always be due diligence ready

When founders come to me for advice, they are often looking for help with pitching, fundraising, strategy, or security. At some point, they will often ask what one piece of advice I would give them. I always tell them “stay due diligence ready”. This comes from my personal experience of being totally unprepared when an offer to buy my business come out of the blue five years after starting. What followed was months of the hardest work and longest days I have ever experienced. We had to obtain signatures from former employees and past vendors for work done years earlier. We hunted through old emails for key contracts and agreements. It was a mess. If we had started keeping all of our records organized early on, and kept them up to date, we could have avoided all that pain. In the end, the deal fell through and it was for the best, but it was an experience I will never forget. The bottom line is that it is much easier to stay due diligence ready than to get due diligence ready, and the earlier you start the simpler the process will be. Investors will want different things, so it is impossible to be perfectly prepared but with the right systems and processes you can be 99% ready and able to fill in that last part with minimal effort. The following is my list of the records you need to have close to hand and up to date.Video: https://youtu.be/4dMpbfNaB-MBlog: https://www.feeltheboot.com/blog/duediligenceready

Oct 21, 201910 min

Ep 1313. The three kinds of viral growth and how to use them in your startup

Virality is the holy grail of business growth strategies. In this installment I explain the three kinds of virality and how you can leverage them in your startup. Investors love viral business models, but are also skeptical of the claim. Through early testing and clear analysis, you can show why your company has the potential for viral hyper-growth.Video: https://www.youtube.com/watch?v=jyxTtZ6Gl0wBlog: https://www.feeltheboot.com/blog/virality

Oct 7, 201915 min

Ep 1212. How to pitch your blockchain startup to a skeptical investors

If you are launching a blockchain based company, I have some specific advice for you. Right now, I see many times more blockchain and Initial Coin Offering pitches than anything else. And most of them are bad. This creates additional hurdles that I want to help you navigate. The tsunami of blockchain pitches causes investors to set the bar very high. At the same time, the entrepreneurs are making a lot of unforced errors. Learn what these other founders are doing wrong and how you can deliver a pitch that will stand out and interest investors.Video: https://youtu.be/jOAcvAyttJYBlog: https://feeltheboot.com/blog/blockchain-pitching-mistakes

Sep 23, 201916 min

Ep 1111. Understanding Control and Power in Your Startup

Your business is your baby. You don’t want anyone to take it. But holding on too tight could smother it. Understanding the dynamics of power and control in a startup will allow you to grow and succeed. 51% ownership is less important than you might think and the contortions required to hold that number can scare off the investors you need.Video: https://bit.ly/51percent-videoBlog: https://bit.ly/51percent-blog

Sep 9, 20198 min

Ep 1010. Understanding how and why to leverage stock options in your startup

Founders and entrepreneurs need to understand the inner workings of stock options. Otherwise they can waste equity, disappoint key employees, and dilute their ownership. In this episode I cover: Why you should issue options How to create an option plan Setting up the initial option pool Negotiating changes to the option pool How many options to grant an employee How to vest optionsVideo: http://bit.ly/stock-options-explained-videoBlog: http://bit.ly/stock-options-bloghttps://tools.ltse.com/sizing-the-option-pool-whats-normal-95e0f2bc0b88https://gust.com/launch/blog/how-much-equity-should-you-offer-your-startup-team-membershttps://firstround.com/review/The-Right-Way-to-Grant-Equity-to-Your-Employees/

Aug 26, 201915 min

Ep 99. Understanding stock options from the employee perspective

Many times, when giving out stock options, I found that the recipient did not understand them. Options are one of the most important employee motivators and a big part of their compensation, and confusion substantially reduces their effectiveness. This episode is devoted to educating employee about the options they receive and helping founders explain them to their teams.Video: http://bit.ly/options-explained-videoBlog: http://bit.ly/options-explained-blog

Aug 12, 201914 min

Ep 88. Pre-Seed Through A and Beyond: What are all those investment rounds?

Founders are confused about all the different terms used for funding, and what they all mean. Are they ready for a seed round and what does it take to get an A round? Learn what each kind of investment round means, what to expect, and what investors will expect from the business. Making the right ask to the right people at the right time is one of the keys to startup fundraising.Video: https://bit.ly/investment-rounds-explained-videoBlog: https://bit.ly/investment-rounds-explained

Jul 29, 201915 min

Ep 77. Why ideas matter less than execution to investors and your startup business

Media and popular culture focuses excess attention on flashy “big ideas”, but it is excellent “execution” that separates the massive successes from the failures. Too many founders focus on finding that perfect idea, rather than making a great business out of a good idea. Investors need to know how you are going to grow. Focus on the things that you are going to do more than on the big picture.Video: http://bit.ly/execution-over-ideas-videoBlog: http://bit.ly/execution-over-ideas

Jul 15, 201913 min

Ep 66. How to get funding for your startup company - answering a viewer question

Trying and failing to raise funds for your startup business? In this episode I answer a viewer question asking for suggestions. Learn what it takes to get funding from early stage investors.Video: http://bit.ly/finding-investors-vidBlog: http://bit.ly/finding-investorsLinks mentioned in the podcast:The Angel Capital Association https://www.angelcapitalassociation.orgBlog on Why Angel Investors need high returns https://www.feeltheboot.com/blog/greedy-angel-investorsTwo lists of Community Development Financial Institutions https://fitsmallbusiness.com/community-development-financial-institutions-cdfi-list/ https://about.bankofamerica.com/en-us/partnering-locally/cdfi-list.htmlMy previous video on how to build a presentation: https://www.feeltheboot.com/blog/2019/4/1/bad-presentations-can-scuttle-your-startup-make-yours-soar

Jul 1, 201928 min

Ep 55. The two pitch decks you need to get angel investment

Your investor pitch may be failing because you are using the wrong deck! I have seen many otherwise good investment pitches fall flat because the speaker used a deck that was not optimized for the environment. Sometimes you will pitch in person, and sometimes your deck will be read alone. In this episode I cover how to triumph in both scenarios.Blog: https://www.feeltheboot.com/blog/startups-need-two-pitchdecksVideo: https://www.youtube.com/watch?v=d-QhA47gWmg

Jun 17, 20197 min

Ep 44. Your Non Disclosure Agreement can poison the well for angel investment

Asking for an NDA up-front can kill your chances for investment. Non-disclosure agreements have their place but they can stop a conversation with angels or VCs before it starts. Handle this situation correctly and you will have nothing to fear.Blog: https://www.feeltheboot.com/blog/no-nda-before-pitchVideo: https://www.youtube.com/watch?v=ZyI34GCDUj4

Jun 3, 20196 min

Ep 33. Are angels greedy to demand a massive 20X return on investment?

Angel investors demand massive potential returns. Understanding why is the key to a successful pitch. Entrepreneurs in startups need to know the economics that drive angel investors and the harsh reality of how many startups fail.Blog: https://www.feeltheboot.com/blog/greedy-angel-investorsVideo: https://www.youtube.com/watch?v=J7tnKZW7TXg

May 20, 20197 min

Ep 22. Why I don’t care about your technology!

Engineer entrepreneurs love their technology, but that can be their downfall. In an investor pitch, when and if you talk about your technology can make a huge difference. Leading with, and focusing on, technology is the biggest mistake I see many engineer entrepreneurs make. The technology is often what they are most passionate about and was the reason they created the company. Technology is also where they feel most comfortable and can speak most confidently. Unfortunately that comes at the expense of focus on customers and their pain points.Read the blog version of this episode here: https://www.feeltheboot.com/blog/angel-pitch-deck-not-technologyWatch the video version of this episode here: https://www.youtube.com/watch?v=BLpHXWGQsrE

May 6, 20199 min

Ep 11. Is your passion project worth a day of your vacation time?

Are you having trouble getting your big project off the ground? I had a hard time finding the time to launch Feel The Boot. Eventually I realized that I would have to take some time away from my day job to just make it happen. I suspect that this is a very common experience. If you have a question, topic suggestion, or feedback, message me on Twitter @LanceCottrell or contact me through the https://FeelTheBoot.com websiteBlog: https://www.feeltheboot.com/blog/unsticking-your-passion-projectVideo: https://www.youtube.com/watch?v=apK2eGBiiOY

Apr 22, 20196 min