Startup Therapy

In today's Startup Therapy Podcast, Wil and Ryan discuss what happens when founders stay out of the game for too long. Startup founders can't afford lengthy breaks from the game because the skills and mindset crucial for entrepreneurship can weaken over time. Startups demand ongoing learning and adaptability due to their rapid evolution. But here's the burning question: Can you still come back strong after a break, ready to tackle the dynamic challenges of the startup world?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:17 When you’re not relevant anymore 03:58 The startup muscle 05:54 Challenges in re-entering the game 08:27 The difference between taking a rest and quasi-retiring 10:08 Too soon or too late? 12:51 Relationships and relevancy 15:17 You lose relevance, relationships, and your mind

In today's Startup Therapy Podcast, Wil and Ryan discuss if your dreams as a founder is an illusion. The dream seems so valuable because it's something you don't have right now. But it's essential to play test your goals and ask yourself if you'd truly enjoy it once you achieve them. Sometimes, the journey and the process of pursuing a startup are more important than the final outcome, so it's crucial to think about whether the sacrifices are really worth it for your long-term happiness and sense of purpose.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:08 What if your startup dream is bullsh*t? 03:11 Investing in something uncertain 07:59 Did you test-drive it? 09:45 The cost of being wrong 19:33 Assessing risk in a startup 25:53 It’s valuable now because you don’t have it 27:48 Recalibrate you

In today's Startup Therapy Podcast, Wil and Ryan discuss the topic of building a “big business”. Scaling rapidly can lead to market dominance and attract investors, but it also involves higher resource demands and potential pitfalls. On the other hand, building a profitable and sustainable business may allow for steady growth, reduced risks, and long-term viability. By reevaluating goals and priorities, founders may discover the benefits of a steady and enduring approach that aligns with their vision and values. So what’s it going to be? Are you going to go big or go home? Or are you going to go steady and go long?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:24 You don’t need to make a “big business” 06:13 Who is this big enough business for? 09:51 Building a profitable business is much easier

In today's Startup Therapy Podcast, Wil and Ryan discuss how all problems are not the end of the world for founders. While running a startup can be challenging and bring various obstacles, not every problem leads to failure or signifies the end. Startup founders often encounter a range of difficulties, including financial setbacks, operational hurdles, or competition. However, with resilience, adaptability, and problem-solving skills, founders can navigate these challenges, learn from them, and continue to grow their businesses. It's important for founders to maintain a positive mindset, seek support from mentors and networks, and view problems as opportunities for growth and improvement.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:38 Not all problems are apocalyptic 03:12 Startup problem vs.

In today's Startup Therapy Podcast, Wil and Ryan discuss why you should stop listening to investors. While investors can provide valuable insights and expertise, founders should exercise caution when relying too heavily on their advice. Investors often prioritize financial returns and short-term gains, whereas founders have a deep understanding of their vision and long-term goals. Over-reliance on investor advice may compromise the original vision and unique value proposition of the business, hindering its potential for growth and innovation. Founders should carefully evaluate and consider investor advice while staying true to their own vision and strategic direction.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:19 Investors are not fortune tellers 06:42 They just speculate everything 08:11 Wha

In today's Startup Therapy Podcast, Wil and Ryan discuss if you can actually build a startup in less than 40 hours a week. Building a successful startup typically requires a significant investment of time and effort. While it's theoretically possible to work on a startup for less than 40 hours a week, it may significantly impact the chances of success. Building a startup is not just one job; it involves planning, research, product development, marketing, and networking. By committing more hours initially, founders can accelerate the growth and development of their startup, potentially leading to a point where they can work fewer hours in the future. Ultimately, the time invested in the early stages can significantly influence the trajectory and potential success of a startup.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to

In today's Startup Therapy Podcast, Wil and Ryan discuss whether bootstrapped startups are less valuable than venture-funded startups. The value of a startup isn't only determined by its funding source. While venture-funded startups may have more money and support initially, bootstrapped startups can still be valuable and successful. Bootstrapping often leads to efficient operations, as founders have to focus on making money and becoming profitable without relying on outside investments. In the end, the value of a startup depends on things like its potential in the market, how much it's growing, how well its product fits the market, and the skills of its team, regardless of how it's funded.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:44 What do founders feel when they are not funded? 03:47 The

In today's Startup Therapy Podcast, Wil and Ryan discuss why founders don’t like to ask for help. Founders sometimes hold back from asking for help because they worry about losing control, looking weak, burdening others, or feeling like they have to do everything themselves. However, it's actually really important for founders to push past these concerns and ask for help. Getting guidance and support from experienced folks can give them awesome insights, expertise, and connections that can speed up their growth and success. It lets founders tap into different perspectives, learn from other people's experiences, and access resources that can help them tackle challenges and make smarter choices.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 03:58 You could learn something if you just ask for help 06:

In today's Startup Therapy Podcast, Wil and Ryan discuss if founders can design their startups around their life. Should your life adjust to your startup or could you design your startup to fit your lifestyle? It's all about making intentional choices and taking small steps to align your business with your desired lifestyle. By carefully planning, testing things out, and being open to adjustments, you can create a startup that fits seamlessly into your personal life instead of consuming it. It's all about finding that sweet spot where work and life complement each other.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:26 Beyond binary thinking 02:08 What was your lifestyle 10 years ago? 05:46 Baby steps to improve your life 07:09 Starting a work-from-home setup 09:30 Remote work and personal healt

In today's Startup Therapy Podcast, Wil and Ryan discuss how founders can stay in the game longer. Most founders want the result faster without thinking about longevity and sustainability. In the fast-paced world of startups, thinking long-term is a total game-changer. It's like stepping back and getting the big picture, setting up a rock-solid foundation, and planning for sustainable growth. When founders shift their focus from quick wins to the long haul, they become masters at spotting obstacles, riding market waves, and making smart choices that match their ultimate vision. Thinking long-term not only toughens you up, but it also attracts investors and partners who are in it for the long run, boosting your chances of scoring lasting success in the crazy world of startups.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to

In today's Startup Therapy Podcast, Wil and Ryan discuss the toll on everyone around a founder. This topic is close to every founder's heart: the ripple effect their journey has on everyone around them. Let’s deep dive into the nitty-gritty of how being a founder impacts family, friends, and relationships. Being a founder can take a toll on everyone around you in different ways. Your family might feel the strain of your demanding schedule and the ups and downs of the startup rollercoaster. Friends might sense a disconnect as your focus shifts. It's all about finding that delicate balance and keeping the lines of communication open, so you can navigate the challenges together and maintain those important relationships along the way.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:00 The toll on eve

In today's Startup Therapy Podcast, Wil and Ryan discuss the problem with early praise and big hypes at the beginning of a startup, with no assurance of success. We've all seen the flashy headlines and big promises of new startups, but does the hype actually translate to success? Join us as we dive into why early praise can be a double-edged sword for any budding entrepreneur.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:57 Can the startup live up to the hype? 02:10 Getting scared of competitors because of the hype they’re getting 05:38 The start is not the finish 07:19 The hype cycle in tech industry 10:43 False positives in the funding round 14:09 Marketing and hiring hype 14:48 Sometimes the companies with no big announcements become successful 19:30 The hype of crypto and blockchain 22:23 T

In today's Startup Therapy Podcast, Wil and Ryan discuss how being a founder is an integral part of your identity, and setbacks with one startup shouldn't make you doubt your ability to succeed in the role. So even if your current venture doesn't work out, you're likely to keep pursuing new startup opportunities because it's simply part of who you are. After all, being a founder isn't just a job – it's a deeply ingrained part of your DNA.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:24 You’re still a founder even if your startups end 03:11 Success is not a determining factor 05:59 Being a founder is not a job title 08:08 Founder DNA 12:06 What if and why not? 13:36 The founder mentality as employees 18:28 This feeling of failing won’t last forever 20:16 You will always be a founder

In today's Startup Therapy Podcast, Wil and Ryan explore the history behind the invention of the 20-something-year-old founder phenomenon. With the changing landscape of technology and business, more and more young people are starting successful companies. The episode discusses the opportunities available to young people today, and how starting a business has evolved over the years. Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:09 Being a young founder 09:23 An opportunity for young people 10:55 How to start a business before vs. now 20:02 There was no other people to talk to 25:59 When the youth started to take over 31:42 You can stand on the shoulders of giants 35:12 What else can a 20-something-year-old do?

In today’s Startup Therapy Podcast, Wil and Ryan discuss the founder's ego and when is it too much. We all know that confidence is key when you're starting a business, but sometimes it can be hard to tell when that confidence has turned into full-on arrogance. This can hold you back from trying new things and making the best decisions for your company. So how do you avoid this trap? Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:39 Confidence vs. Arrogance 05:30 Question everything you think you know 06:31 Be comfortable with being wrong 10:32 It’s preventing you from trying new things 13:34 The “Everything is wrong except for me” mindset 15:35 When ego clouds your decision 17:06 Make every problem your fault 19:50 The blame game 23:34 Not accepting defeat 25:39 How to manage your ego 27:14 Ego

In today’s Startup Therapy Podcast, Wil and Ryan discuss founder imposter syndrome. As a startup founder, it's common to feel like you don't have all the answers, especially in the early days. But even after years of experience, do you still struggle with feeling like a fraud or pretending to know more than you do? Imposter syndrome can be tough, whether you're a seasoned startup pro or just starting out. But with the right mindset and tools, you can learn to recognize and overcome those nagging self-doubts.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:33 When does imposter syndrome go away? 03:03 Moments where you don’t know what you’re doing 09:31 Jumping into variables 15:09 ‘Fake it till you make it’ mindset 17:21 The more you know, the more you don’t know 20:50 Dangers of comparison 25:27

In today’s Startup Therapy Podcast, Wil and Ryan discuss how long is a founder's lifetime. In a startup cycle as well as the founder’s lifetime, a lot of things could happen. You will get to try different things and experience different highlights in your career. Having more chances to try something different can be a great advantage for founders in their career journey. With each new venture and experience, founders gain valuable skills and knowledge that can help them succeed in their future endeavors. Additionally, trying new things can also lead to personal growth and self-discovery, which is important for maintaining a healthy work-life balance.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:24 Startup Lifecycle 03:19 A lot of things can happen 04:54 Distinctive lifetime 07:36 You have many

In today’s Startup Therapy Podcast, Wil and Ryan discuss how founders often miss out on paying themselves and why it's essential to grab the chance when it happens. You know how some founders think, "I don't deserve this yet" or "I should put this money back into the business"? Rather than risking a missed chance, it's best to take advantage of the opportunity while it's available. You might not get this chance again, o seize the moment and take that money off the table now.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:27 The “I don’t deserve this yet” mindset 05:18 Slowly taking chips off the table 08:51 Think of it as your money  15:01 Take that shot right now 17:33 Belief in exponentially as a certainty 22:56 The probability of that greater future is low 26:18 You’re digging a hole for yours

In today’s Startup Therapy Podcast, Wil and Ryan discuss founder guilt in the wake of a failed startup. While it's perfectly natural to feel disappointed when a startup fails, it's not cool to let guilt eat away at you. It's important to recognize that success in the startup world is never a guarantee and that failures are an inevitable part of the process. The key is to bounce back from setbacks and keep pushing forward, no matter how tough things get.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:22 The people you feel guilty to 04:50 Disappointment vs. guilt 06:52 Guilt brings out liability 08:07 Failures in startups  10:04 Why do we sentence ourselves to an imaginary prison of guilt 13:21 Learn how to handle failure 15:23 You have to keep going 17:19 Transfer the negative energy to a positiv

In today’s Startup Therapy Podcast, Wil and Ryan discuss transparency in startup companies. Being honest with your customers and clients will help you attract more people to your company, but excessive sharing of information and transparency could also create some problems. In today’s episode, we’ll find out: how much transparency is too much and do you really need to be transparent about everything?Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: Startup Therapy Podcast  https://www.startups.com/begin Join our Network of Top Founders  Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:22 We come from environments that lack transparency 03:13 Every news is good news 04:46 Why do we embrace transparency? 05:59 When things fail, transparency suddenly doesn’t matter 09:49 The difference between transparency and honesty 16:15 Transparency is good when you’re certain of the outcome 20:29 The consequences of transparency 25:01 It’s the found