
Feel the Boot
Feel the Boot delivers advice and experience to entrepreneurs, helping them create and grow successful businesses. We help founders go from overwhelmed entrepreneur to successful CEO.
Latest episodes

Feb 18, 2022 • 13min
69. When to sell your startup? ♂️ Equity and Valuation vs. Risk
When to sell your startup? 🤷♂️ Equity and Valuation vs. RiskWhen should you take an offer for your startup?What is the risk of continuing vs. the immediate reward? It is critical to consider if and at what price you would consider selling your company before the offer arrives. When it does, the big $$$ may muddle your thinking.In this episode, I discuss how to systematically analyze these questions and share my experiences selling my first company. Watch the video: https://ftb.bz/69V Read this as a blog: https://ftb.bz/69BSign up for one-on-one coaching: https://ftb.bz/JoinJoin the Founders Alliance: https://ftb.bz/AllianceSee our other videos on running your startup: https://ftb.bz/Running-your-startupAll the rest of our playlists and videos: https://ftb.bz/Channel

Feb 11, 2022 • 9min
68. How to recruit the perfect advisors (or directors) for your startup
Recruit startup advisors 👨🦳 board of directorsYour advisors can make or break your startupLearn how to identify and recruit the perfect startup advisory board Read the blog: https://ftb.bz/68BWatch the video: https://ftb.bz/68V Join us to access free one-on-one office hours: https://ftb.bz/JoinMeet other entrepreneurs at the Founders Alliance: https://ftb.bz/Alliance In this episode I share a step by step method for building a startup advisory board or board of directors. You will learn how to identify and recruit advisors.Advisors can help you with startup funding, angel investors, venture capital, pitch decks, growth hacking, startup marketing, product sales, PR, and more.

Feb 4, 2022 • 3min
67. Blitzscaling vs. the 4 hour work week – choose the kind of company you want to create and run.
Blitzscaling 🤔 4 hour work weekWhat kind of startup do you want to create and run?Be clear on your desires to achieve the journey and outcome you want.Read the blog version here: https://ftb.bz/67BWatch the video: https://ftb.bz/67VJoin the founder alliance: https://ftb.bz/allianceIn this episode I ask founders to think about the kind of startup journey and outcome they want. Consider things like bootstrapping vs. venture capital. Going for unicorn status vs. building a lifestyle business.Are you open to working 100 hour work weeks, or are you looking for a 4 hour work week allowing time for your favorite activities?Do you want to be a serial entrepreneur, ride this train all the way to the end of the line, or get a payout and retire?

Jan 27, 2022 • 10min
66. Pre-revenue startup funding: valuations & venture capital
Learn how angel investors and venture capitalists determine your startup’s valuationI share three formal methodologies and the secret technique most angels actually use Join Feel the Boot to access one-on-on coaching https://ftb.bz/JoinMeet other founders in the Founders Alliance https://ftb.bz/AllianceRead the full blog from this episode https://ftb.bz/66BWatch the video https://ftb.bz/66V Calculating preseed valuations can be tricky because you have little to no revenue to base it on.Both Angel Investors and Venture Capital companies have a number of valuation methodologies they can use.Startup funding requires setting a pre-money valuation for the company, which are the end point of a negotiation between the investor and the startup founder. Related topics:Pre-seed, slidebean, crowdfunding, equity, y combinator, startup pitch, pitch deck, startup news, startup grind, growth hacking, ycombinator, how to start an online business

Jan 19, 2022 • 10min
65. Task Management ✍️ make time for strategic thinking
Task Management ✍️ make time for strategic thinkingUse these two time management and prioritization frameworksto ensure you accomplish your high priority strategic objectives Founders and CEOs can often get in the trap of working on mundane tasks while failing to take time to do the critical strategic thinking that will make the company soar. I found two frameworks that helped me in my startup, and I will walk you through them in this episode.Read the transcript here: https://ftb.bz/65BWatch the Video: https://ftb.bz/65V Subscribe to our newsletter and get a link to schedule one-on-one office hours with me. https://ftb.bz/joinMeet other founder at the Founders Alliance. https://ftb.bz/AllianceThe “what does the business require of you” concept comes from the seminal book “The Effective Executive” by Peter Drucker. https://amzn.to/3fyEdg6

Dec 30, 2021 • 5min
64. Feel the Boot 2021 year in review
2021 was a big year for us at Feel the Boot. We experienced lots of growth, and I want to thank all of you for making such a fantastic experience.The best part of this year has been getting to interact with so many of you founders. I had many more one-on-one coaching sessions than in previous years. I've loved talking to so many of you. If you took advantage of them, I hope you have found them helpful.I've learned a tremendous amount from getting to take a quick peek behind the curtain of so many different kinds of companies. Many of these conversations directly inspired the episodes you saw this year, and I'm sure they will continue to do so.It's been interesting to see how COVID has impacted my angel investing and advising experience. When I used to do in-person meetings and in-person events, the drive times were significant. Now that I'm doing everything virtually, the massive expansion in the number of people I can help and the diversity of places they can come from completely altered the way I approach this whole business. The scale I can achieve with an all virtual process is incredible. There's no way I'll be going back to the old way of doing things.2021 has been a fantastic year for the YouTube channel. We've more than tripled in size. We started the year with less than 200 subscribers and will end just a hair short of 600, and people watched our videos over 16 thousand times. That number blows my mind because there's no possible way I would be able to reach anywhere near that many founders on a one-on-one basis.It's been interesting to look at the year's most popular videos. I was surprised to see that the most popular ones tended to be quite technical. I will try to do more of those in the coming year.The top three were: Understanding stock options from the employee perspective https://ftb.bz/9V How to create financials for early-stage pre-seed startups that will wow investors https://ftb.bz/28V Nine things angel investors look for in startup fundraising pitches https://ftb.bz/31V While I already have a long list of potential episodes, I'm always looking for new topics to cover. I want to create what you want to hear, so please reach out and let me know what episodes you'd like to see. You can do that by reaching out to me on social media. I'm most active on Twitter, Facebook, and LinkedIn. Or you can use the contact form at Feel the Boot.This year also saw the introduction of Swift Kicks, a series of videos less than 1 minute in length.They turned out to be very popular because I can post the whole video to social media rather than just a little bit of an introduction to it and then a link over to YouTube. Some Swift Kicks are highlights from longer episodes, while others are short standalone answers to specific questions.In 2022, I'm hoping to do more of everything. More videos, more shorts, and more one-on-one coaching with all of you.We'll also be exploring some new kinds of content. Hopefully, I'll be putting out more materials that you can use as workbooks for your startup. I've got lots of ideas, but we'll see what I can manage to execute on along with everything else I've got going.Thanks for coming along with me on this journey over the last year. It's been a great pleasure.If you want to stay in touch, the best ways are following Feel the Boot on social media: https://ftb.bz/twitter https://ftb.bz/LinkedIn https://ftb.bz/FacebookIf you want to stay in touch with other founders interested in this kind of Feel the Boot content, come to the Feel the Boot Founders Alliance https://ftb.bz/Alliance.Until next time, next year, Ciao!

Dec 10, 2021 • 47min
63. Focus on the fundamentals to create a marketing strategy for your startup – Tim Fitzpatrick Interview
Many founders skip the marketing fundamentals and strategic thinking and jump directly to executing on some set of ad-hoc initiatives.Then they wonder why their marketing is not working.While I have done a lot of marketing over the years, it is not my core expertise. So, I interviewed Tim Fitzpatrick with Rialto Marketing, who is an expert.We talked about the fundamentals of marketing strategy and some great tips on implementing them in practice. Table of Contents:Missing the FundamentalsDefining your target customerCrafting the storyCreating a 90 day planWhat to measureThe power of channels LinksTim provided some free resources for you: https://www.rialtomarketing.com/feel-the-boot-the-science-of-startups/Join other Founders for help, advice, and support at the Founders Alliance: https://ftb.bz/AllianceAbout our guest Tim FitzpatrickTim is an entrepreneur/business owner with expertise in marketing and business growth. He has 20+ years of entrepreneurial experience with a passion for developing and growing businesses. That passion served him well in operating and managing a wholesale distribution company he co-owned for nine years. The company grew an average of 60% a year before being acquired in 2005.Since then, he’s had failures and successes that have been valuable learning experiences. He started Rialto Marketing in 2013 and has been helping service businesses simplify marketing so they can grow with less stress. Most people overcomplicate marketing. It doesn't have to be that way.

Nov 19, 2021 • 7min
62. Design your C-suite with care. Consider the next 2 years of your startup when handing out titles
Job titles in startups are usually loosely defined and casually managed. In many cases, founders hand out very senior-sounding titles to their co-founders and early hires.While everyone likes having a fancy-sounding job title, they can come back to bite the company later as it grows.The one big title you need to have in the company is a CEO. Investors, partners, vendors, and employees all need to know who speaks authoritatively for the company. They are both the face of the company and the person with ultimate operational control. Beyond that, in an early-stage company, titles are somewhat arbitrary. Sometimes they are silly or descriptive, but often founders give all the early employees very senior titles like CTO, CMO, or Vice President of whatever.Early on, these inflated titles do little harm and can make everyone feel important. The problem comes later.Check out the written version of this episode here https://ftb.bz/62BGet the video version here https://ftb.bz/62V Get all the other episodes on our website https://ftb.bz/ Get all the videos on our YouTube channel https://ftb.bz/YouTube To get access to free one-on-one coaching with me, join our mailing list here: https://ftb.bz/Join

Oct 29, 2021 • 14min
61. Understand founder equity dilution and how your decisions impact what you keep.
In this episode, I talk about dilution, the process by which your ownership in the company shrinks as you bring in investment. The decisions you make, and the terms you negotiate, can drastically alter your payout at exit.Read the article version of this content here: https://ftb.bz/61BListen to the Podcast: https://ftb.bz/Podcast Join Feel the Boot: https://ftb.bz/JoinJoin the Founders Alliance: https://ftb.bz/AllianceGet episode on control and ownership: https://ftb.bz/11B

Sep 20, 2021 • 22min
60. Top Insights From 25 Years as a Founder, Angel, and Advisor
PodcastI have learned a lot of things about business and the entrepreneurial experience over the last twenty-five years. During that time, I was a founder, CEO, Chief Scientist, angel investor, and startup advisor. I recently gave a live talk at the Founder Institute, where I talked about my most significant insights about the startup world, business, and life.The attendees loved it, so I immediately started working on a version for Feel the Boot.Get the blog here: https://ftb.bz/60BWatch the video: https://ftb.bz/60VJoin Feel the Boot and get the link for one-on-one coaching: https://ftb.bz/joinJoin the Founders Alliance group: https://ftb.bz/allianceSo, here are the insights in no particular order:Validate early and oftenYou can't overcommunicateEverything a founder says is amplifiedNetworking is not schmoozingGet over your aversion to sellingTalk about benefits, not featuresUnderstand the person across the tableStyle and aesthetics matterYou don't scale, and delegation sucksStartups are a marathon
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