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Feel the Boot

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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
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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
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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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Aug 20, 2021 • 19min

59. Asking your customer these questions can prevent massive wasted effort

I noticed a pattern among founders I meet, and it is something I did too. We have an idea and immediately start working on it before validating it with our potential customers. In many cases, we have practically finished the product before we start showing it to people.But, if we guessed wrong we have wasted a colossal amount of work.I think I know why this happens. For technical founders, coding and development are our comfort zone. We're happiest when we're behind the keyboard in a dark room, banging out code and creating new software. Creating that solution is why we founded the company in the first place. Also, for introverts, getting out and talking to people makes us uncomfortable. Also, we often feel that we already know what the customers want and need.We know our customers and feel that we can stand in as a good model for them when designing our solutions.Unfortunately, you're not a good model for your customers unless you're building a tool for people who are exactly like you. I made that mistake.I was building the first stand-alone application version of Anonymizer. As a privacy passionate person, building for other similarly passionate people, I thought I could just make what I wanted for myself. The product was incredible. It provided very fine-grained control over all aspects of what information websites could collect and on which sites or pages they could collect it.Our customers hated it, and even I rarely used most of the features. I was not even a good model for what I wanted myself!After finally talking with our customers, the next version of the product had exactly one control: on/off. It was a huge hit.My error had significant consequences. We spent many months focused on that first product, costing us money we could not afford to lose. It also significantly delayed our entry into the market with a solution people wanted to use. Once we realized the direction we needed to go, we had to scrap almost everything we had built.It is almost impossible to get your app perfectly right the first time, and there is no substitute for the learning you gain when your product is in a customer's hands. But, the more you can learn, pivot, and iterate before you build anything, the faster and more efficient you will be.I noticed a pattern among founders I meet, and it is something I did too. We have an idea and immediately start working on it before validating it with our potential customers. In many cases, we have practically finished the product before we start showing it to people.I think I know why this happens. For technical founders, coding and development are our comfort zone. We're happiest when we're behind the keyboard in a dark room, banging out code and creating new software. Creating that solution is why we founded the company in the first place. Also, for introverts, getting out and talking to people makes us uncomfortable. Also, we often feel that we already know what the customers want and need.We know our customers and feel that we can stand in as a good model for them when designing our solutions.Unfortunately, you're not a good model for your customers unless you're building a tool for people who are exactly like you. I made that mistake.I was building the first stand-alone application version of Anonymizer. As a privacy passionate person, building for other similarly passionate people, I thought I could just make what I wanted for myself. The product was incredible. It provided very fine-grained control over all aspects of what information websites could collect and on which sites or pages they could collect it.Our customers hated it, and even I rarely used most of the features. I was not even a good model for what I wanted myself!After finally talking with our customers, the next version of the product had exactly one control: on/off. It was a huge hit.My error had significant consequences. We spent many months focused on that first product, costing us money we could not afford to lose. It also significantly delayed our entry into the market with a solution people wanted to use. Once we realized the direction we needed to go, we had to scrap almost everything we had built.It is almost impossible to get your app perfectly right the first time, and there is no substitute for the learning you gain when your product is in a customer's hands. But, the more you can learn, pivot, and iterate before you build anything, the faster and more efficient you will be. Read this as a blog: https://ftb.bz/59BWatch the Video: https://ftb.bz/59V Join the Feel the Boot Founders Alliance https://ftb.bz/allianceSubscribe to Boot Prints and access to free office hours: https://ftb.bz/join Contents:Why do we code first and talk later?What do you need to ask customers? 1-What is the size of the pain point?2-What priority is this problem?3-What features do they need?4-What are the alternatives?5-What are their implementation concerns?6-How do they think about price and value for this?7-What messaging resonates with them?Getting to statistical significanceDon't let customers lead you around by the walletWho should you be talking to?Considerations for marketplace businessesGet it mostly right before starting to buildShut up and take my money!
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Jul 30, 2021 • 19min

58. How I learned to master complex B2B sales meetings as an inexperienced startup founder

When I started as a founder, I struggled with sales meetings. My scientific instincts worked against me. I often wanted to prove that I was right and argue my way to a sale. Fortunately, between fantastic coaching and excruciating failures, I eventually turned sales meetings into a personal strength. I want to share some of my key learnings with you so you can avoid the whole "pain and suffering" part of the process. Read the blog version of this episode: https://ftb.bz/58BWatch the video: https://ftb.bz/58V Feel the Boot Founders Alliance: https://ftb.bz/allianceJoin Feel the Boot: https://ftb.bz/join
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Jul 14, 2021 • 35min

57. Startup Lifecycles and Surviving No Man’s Land – Ruth King Interview

Profitability Master Ruth King is the award-winning author of 5 books including “the Courage to be Profitable” and “Profit or Wealth?”  In this interview, we talked about the lifecycle of startups and particularly the challenges of a phase encountered by most companies that she calls “No Man’s Land.” Some of the specific topics we covered were:·      When to listen to friends encouraging you to start a company·      Talking to potential customers·      Characterizing your users·      Setting the right price·      Managing through No Man’s Land·      Transitioning from working in to working on your business·      Building an emergency fund to survive the inevitable crises LinksFeel the Boot “Boot Prints” signup: https://ftb.bz/joinFounder’s Alliance: https://ftb.bz/allianceBlog with transcript: https://ftb.bz/57BVideo of interview: https://ftb.bz/57V Recommended books:The Miracle Manager https://amzn.to/3ATK0GyThe Courage to be Profitable https://amzn.to/3ecnxdXProfit or Wealth? https://amzn.to/3kb0N1K About our guest, Ruth KingProfitability Master Ruth King has a passion for helping businesses get and stay profitable utilizing the latest systems/processes/technology.   After twelve years on the road, doing 200 flights per year, she knew there had to be a better way to reach business people who wanted to build their businesses and train their employees. She began training on the Internet in 1998 and began the first television like broadcasting in 2002. Her channels include www.hvacchannel.tv,  www.profitabilityrevolution.com and others. Ruth holds an MBA in Finance from Georgia State University and Bachelor's and Master's Degrees in Chemical Engineering from Tufts University and the University of Pennsylvania, respectively.  Her latest book, Profit or Wealth? reached #1 in October, 2020.  This book is preceded by The Ugly Truth about Cash and the #1 best-selling book, The Courage to be Profitable.  These two books were named two of 37 books start ups should read, along with the books of Napoleon Hill, Stephen Covey, Dale Carnegie and other esteemed authors.  She is also the author of two other award winning books, The Ugly Truth about Small Business and The Ugly Truth about Managing People. 
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Jun 7, 2021 • 21min

56. Bootstrapping vs. VC funding: which is right for your startup?

Should you bootstrap your startup to greatness or take outside investment to accelerate your growth? Making the right decision can determine if your company will succeed and change your payout at exit by orders of magnitude. Read the blog at https://ftb.bz/56BWatch the Video https://ftb.bz/55VJoin Feel the Boot for our newsletter and free personal coaching https://ftb.bz/joinMeet other founders in the Feel the Boot Founders Alliance group https://ftb.bz/alliance When is venture capital clearly the correct choice?When is bootstrapping clearly the correct choice?Implications for dilutionWhat if you have a modest exit?Managerial independenceResourcesResiliencyRelationshipsVC vs. Angel investorsBootstrapping vs. VC is not a binary choiceOther options for funding
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May 3, 2021 • 17min

55. Create a pitch deck that investors can read in seconds, because that may be all you get

Founders are often frustrated that, after struggling for weeks to perfect their pitch deck, investors just skim through it in a few seconds. Unfortunately, because they look at so many companies, they don't have a choice. I recently attended a webinar by Eric Bahn, GP and co-founder at Hustle Fund, where he talked about using better slide headlines to create a skimmable deck. His approach resonated with me, but I also had some additional thoughts on the topic. So, with his permission, I wrote this article to comment on and expand upon his concept.I created some example slides to demonstrate this concept. Take a look at the blog to see them https://ftb.bz/55B Eric suggests that the slide headlines should contain most of the vital information in the presentation. The contents of the slides only serve to support and amplify the titles. He advocates making the headlines complete sentences so that they can stand on their own. Furthermore, when read in order, they should create a comprehensible paragraph explaining the key aspects of the company and opportunity.This approach also has the advantage of helping you organize your slides. For readers to follow your message, presentations must flow logically and smoothly from topic to topic. Using complete sentences as headlines makes it obvious when your deck has a problem. Logical progression failures often happen when a deck goes through many rounds of revisions. A slide that made sense in its original position now does not follow from the previous ones. Reading through the headlines can quickly show you where you need to make changes.I encourage you to check out Eric's webinar. In addition to the presentation, he has extensive Q&A with the audience that helps explain the concept in more detail. Eric Bahn’s webinar https://youtu.be/z7icuhqPq5sBlog version of this episode: https://ftb.bz/55BVideo version https://ftb.bz/55V Founders Alliance https://ftb.bz/allianceJoin Feel the Boot https://ftb.bz/join
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Apr 23, 2021 • 15min

54. What projects to prioritize, and which you should kill, in your startup

Today I want to address a problem faced by many founders, prioritizing development projects in the face of conflicting opinions and pressures. Because resources are usually critically limited, you must narrowly focus your development resources. What are you going to build, and more importantly, what will not get built? The problem compounds when you are a non-technical founder/CEO, and your CTO, developers, investors, or others are pushing to prioritize specific projects about which you have doubts.  Join Feel the Boot for office hours https://ftb.bz/join Feel the Boot Founders Alliance https://ftb.bz/allianceBlog Version https://ftb.bz/54BYouTube Version https://ftb.bz/54V Podcast https://ftb.bz/podcast  0:00 Introduction2:54 What Not to Build10:08 What to Build I recently advised two founders in this situation. One was pressured by their CTO and the other by a potential angel investor. In both cases, they wanted to re-implement third-party code they had licensed and which was performing adequately. These applications were core to their business but fairly commonplace with the same basic functionality available from multiple vendors. Writing their own version would be a significant undertaking.It can be challenging for founders to push back against more technical team members because they hired them for precisely those missing skills. The trick is to avoid having a technical debate. Reframe the discussion in terms of business needs and priorities. Start the discussion by looking at your options in the context of the company’s limited development resources. It is usually a zero-sum situation where every effort displaces something else. Typically, there are many projects on the roadmap which are absolutely essential to your growth.
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Apr 9, 2021 • 25min

53. Virtual Pitching and Fundraising Over Zoom, What Founders Need to Know

At one time, almost all startup fundraising happened in person. Investors wanted to see the founders face-to-face to get a read on their passion, intensity, and integrity. With COVID, all that changed, and the industry quickly pivoted to conduct virtually all pitching and investing over video conferences, mostly Zoom. I don’t think we will ever go back to pitching entirely in person, so mastering remote fundraising is critical.A comment by Munly Leong on an earlier video prompted me to create this episode. He asked how he could find angels and VCs making investments using 100% virtual and remote processes. Before addressing the general advantages, disadvantages, and key tips for virtual pitching, I address his question specifically.0:00 How Virtual Pitching Changes Startup Fundraising2:36 Finding people willing to invest 100% virtually5:16 Finding investors for companies outside North America and Europe8:55 Upsides and downsides to virtual fundraising10:43 Pre-screening matters more12:37 The pitch is everything13:51 Present, Converse, Demo16:29 Improve your A/V setup19:37 Watch your audience24:27 Virtual pitching not so different I would love to hear about your experiences with online fundraising. Please let me know what you have seen, or any great stories, in the comments below.Till next time, Caio! ResourcesWebsites with Lists of angel investment groups and seed fundshttps://www.angelcapitalassociation.org/https://angel.cohttps://signal.nfx.com/https://crunchbase.com Referenced EpisodesWhy you need Two Pitch Decks: https://ftb.bz/5BFive Step Pitch Deck Process: https://ftb.bz/33BSlow Down While Pitching: https://ftb.bz/52BWhy Angels Demand 20X returns: https://ftb.bz/3BBuild a strong foundation by testing assumptions first: https://ftb.bz/21B

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