Invest In Yourself: the Digital Entrepreneur Podcast - S1 • E157: Reid Tileston.MP3

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1. "Reid Tileston joins Phil Better to Reveal the Secrets Behind Multi-Million Dollar Exits!" 2. "Reid Tileston joins Phil Better to Share His Jaw-Dropping Entrepreneurial Journey and 10x Success!" 3. "Reid Tileston joins Phil Better to Discuss His Wildest Business Acquisitions and Personal Adventures!" 4. "Reid Tileston joins Phil Better to Unveil The Power of Relationships and Grit in Business!" 5. "Reid Tileston joins Phil Better to Explain How He Made QuickBooks His Best Friend in Business!"

Apple Podcast Summary

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Ready to take your entrepreneurial game to the next level? Dive into this electrifying episode with our guest, Reid Tileston, a true master of business acquisition and ownership. With over 15 years of experience, Reid reveals the secrets behind his success in acquiring, growing, and selling companies with jaw-dropping returns. Learn how to navigate the minefields of business ownership, build meaningful relationships, and find fulfillment beyond profits. Don’t miss this opportunity to absorb his invaluable insights and strategies. Hit play to unlock these game-changing insights now!

Podcast Show Notes

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**Episode Title:** Achieving Entrepreneurial Success with Grit: Insights from Reid Tileston **Summary:** In this episode of "Invest in Yourself: the Digital Entrepreneur Podcast," host Phil Better sits down with Reid Tileston, a seasoned entrepreneur, author, and keynote speaker. With 15 years of entrepreneurial experience, Reid has successfully acquired, grown, and sold multiple businesses, worked with industry giants like Harley Davidson and Microsoft, and is passionate about educating future business leaders. Tune in for an inspiring conversation on resilience, the value of relationships, and practical advice on acquiring and managing businesses. Learn how Reid's personal challenges and triumphs have shaped his entrepreneurial journey, and discover actionable takeaways to help you thrive in your own ventures. **Timestamps:** - 00:00 - Introduction by Phil Better - 02:30 - Reid Tileston’s Background and Journey - 06:15 - Early Entrepreneurial Experience and Lessons - 12:00 - Philosophy on Business Ownership - 17:45 - Importance of Business Relationships - 21:30 - Insights on Business Acquisition - 26:50 - Emotional and Operational Challenges in the First 100 Days - 33:40 - Reid’s Personal Practices for Success - 37:20 - Key Takeaways and Final Thoughts - 41:15 - Discussion on Reid’s Book "GRITted Done" - 45:00 - Call to Action and Conclusion **Guest Bio:** Reid Tileston is a distinguished serial entrepreneur with a robust portfolio of successfully acquired, grown, and sold businesses. His work with top brands like Harley Davidson, Microsoft, and John Deere has earned him recognition from The Wall Street Journal and Crain’s. An adjunct professor at the University of Chicago Booth School of Business, Reid co-created the Entrepreneurial through Acquisition course and conducts impactful doctoral research. Reid is an Eagle Scout, Ironman triathlete, and outdoor enthusiast who incorporates his passion for adventure into his holistic approach to business and life. **Key Takeaways:** 1. **Resilience and Grit:** Reid’s journey highlights the importance of resilience in overcoming business challenges. 2. **Value of Relationships:** Building and maintaining strong relationships can open doors to new opportunities and aid in business growth. 3. **Importance of Diligence:** Conduct thorough diligence when acquiring businesses to understand the hidden challenges and ensure strong cash/liquidity positions. 4. **Emotional Intelligence:** Empathy plays a critical role in smooth business acquisitions and transitions, often more important than monetary offers. 5. **Personal Well-being:** Consistent self-care routines, like daily workouts and meditation, are essential for sustaining a high-performance lifestyle. 6. **Practical Advice:** Reid’s personal practices and experiences offer valuable lessons for aspiring entrepreneurs on grit and strategic business management. **Resources and Links:** - Reid Tileston’s Book: [GRITted Done](https://www.gridteddone.com) | [Amazon Link](https://www.amazon.com) - Follow Reid on LinkedIn: [Reid Tileston’s LinkedIn](https://www.linkedin.com/in/reidtileston) **Call to Action:** If you enjoyed this episode, please subscribe to our podcast, leave a review, and share it with friends who might find it beneficial. For more insights and updates, visit our [podcast website](https://www.investinyourselfpodcast.com) and follow us on [social media links]. **Contact Information:** - **Phil Better (Host):** - LinkedIn: [Phil Better’s LinkedIn](https://www.linkedin.com/in/philbetter) - Twitter: [@PhilBetter](https://www.twitter.com/philbetter) - **Reid Tileston (Guest):** - LinkedIn: [Reid Tileston’s LinkedIn](https://www.linkedin.com/in/reidtileston) - Website: [Reid Tileston’s Website](https://www.gridteddone.com) **SEO Keywords:** Entrepreneurial success, business acquisition, resilience in business, Reid Tileston, digital entrepreneur podcast, business relationships, grit in entrepreneurship, acquiring businesses, personal well-being in business, entrepreneurial journey. **Professional Formatting:** - Use bullet points and numbered lists for easy readability. - Include bold subheadings for each section to facilitate navigation. - Ensure clickable links are accessible and clearly labeled. - Maintain a consistent font style and size throughout the show notes.

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Entrepreneurship, Reid Tileston, business acquisition, grit, entrepreneurial mindset, small business challenges, Harley Davidson, Milwaukee Bucks, John Deere, Tough Mudder, Master Lock, Microsoft, University of Chicago Booth School of Business, entrepreneurial through acquisition, Eagle Scout, Ironman triathlete, marketing strategies, controlling business owner, bootstrapping, existing businesses, resilience in business, emotional challenges, cash flow management, business ownership philosophy, empathy in business, liquidity positions, first 100 days of business ownership, personal well-being, cold water immersion, GRITted Done, rejuvenating conversations, entrepreneurial relationships, advisory and mentorship, academic contributions, structured habits, future vision, swim the English Channel, climb the 7 summits.

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**Title: "Investing in Yourself: Lessons from Serial Entrepreneur Reid Tileston"** **Summary: Discover insightful lessons on entrepreneurship and self-investment from renowned entrepreneur and keynote speaker Reid Tileston on Phil Better’s podcast.** ```html <!DOCTYPE html> <html lang="en"> <head> <meta charset="UTF-8"> <meta name="viewport" content="width=device-width, initial-scale=1.0"> <title>Investing in Yourself: Lessons from Serial Entrepreneur Reid Tileston</title> </head> <body> <h1>Investing in Yourself: Lessons from Serial Entrepreneur Reid Tileston</h1> <p>Discover insightful lessons on entrepreneurship and self-investment from renowned entrepreneur and keynote speaker Reid Tileston on Phil Better’s podcast.</p> <section> <h2>Introduction</h2> <p> On this episode of the <strong>Invest in Yourself: the Digital Entrepreneur Podcast</strong>, host Phil Better brings to the microphone a true business titan, <em>Reid Tileston</em>. With an impressive portfolio spanning 15 years, Reid has acquired, grown, and successfully sold four companies, earning a staggering 10x return on his most recent venture. He’s worked with prestigious brands like Harley Davidson and Microsoft, and he's a recognized figure in the business world. </p> </section> <section> <h2>Entrepreneurial Journey</h2> <p> Reid offers a wealth of knowledge for aspiring entrepreneurs looking to invest in themselves. His journey started with helping his brother Trevor run a limo service business—a venture that initially lost money but turned into a valuable learning experience. "That early failure taught me the importance of resilience and the ability to pivot," Reid shared. The determined entrepreneur emphasizes the significance of viewing every challenge as an opportunity for growth. </p> </section> <section> <h2>Philosophy on Business Ownership</h2> <p> Reid’s approach to business is deeply rooted in ownership and navigation. He believes in the power of being a controlling business owner. "It's not just about owning a business; it's about owning the process and navigating the venture personally," he explains. Whether bootstrapping from scratch or acquiring pre-existing businesses, Reid’s philosophy underscores the importance of personal involvement and hands-on management. </p> </section> <section> <h2>Empathy in Business Transactions</h2> <p> Reid also shares valuable insights into the emotional dynamics involved in business acquisitions. "Understanding the seller's motivations and showing genuine empathy can outweigh higher monetary offers," he states. This perspective sheds light on the often-overlooked human element of business transactions, emphasizing the importance of building meaningful relationships. </p> </section> <section> <h2>Self-Investment and Well-being</h2> <p> A significant portion of the conversation revolves around self-investment and personal well-being. Reid attributes his sustained high-performance lifestyle to daily workouts, meditation, and cold water immersions. He stresses the importance of 'rejuvenating conversations' with close friends and mentors. "These interactions help me feel connected, centered, and prepared to face challenges," Reid notes. </p> </section> <section> <h2>Conclusion</h2> <p> Reid Tileston’s story is a compelling testament to the power of resilience, relationships, and personal well-being in entrepreneurship. As he looks forward to continuing his role as an adjunct professor and venturing into new entrepreneurial landscapes, Reid remains committed to helping others find their path to success. For budding entrepreneurs, his advice is to focus on positive and intentional living, emphasizing that past negative experiences should not define one's future. </p> </section> <footer> <p> For more insights from Reid Tileston, tune into the <strong>Invest in Yourself: the Digital Entrepreneur Podcast</strong>, available wherever you get your podcasts. Don’t forget to check out Reid's book <em>GRITted Done</em> on <a href="https://www.amazon.com">Amazon</a> and visit his website at <a href="https://www.gritteddone.com">gritteddone.com</a>. </p> </footer> </body> </html> ```

10 year old advice

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# Chapter: Advice from the Future: Embracing Your Best Self Imagine being transported through time and finding yourself standing next to your future self. Now, imagine that this future version of you has experienced all the twists and turns, victories and setbacks that life has to offer. What wisdom would they impart to you to navigate the adventures that lie ahead? Reid Tileston, a successful entrepreneur, author, and keynote speaker, shared a poignant reflection during an episode of the "Invest in Yourself: the Digital Entrepreneur Podcast." Host Phil Better asked Reid to speak to his 10-year-old self, offering sage advice from the perspective of a seasoned, thriving adult. Reid’s words carried a powerful blend of empathy, experience, and heartfelt guidance. He wanted his younger self to understand a few essential truths: ### Let Go of Negative Experiences "Hey, younger me," Reid might say, "you’re going to face some tough times. There will be moments that hurt and experiences that make you feel small or inadequate. But I want you to know something very important: these negative experiences are not your fault. Let them go; don’t carry their weight." Life is full of moments that can leave a mark, but Reid emphasizes that it’s crucial to release the grip those experiences might have on your heart. They don’t define who you are or who you’ll become. ### Focus on the Positive "Focus on the positive aspects of life," continues Reid. "Look for the good in every situation, no matter how small. This mindset will help you stay hopeful and resilient." By actively seeking out the positive, Reid learned that he could transform his perspective on life’s challenges. It’s a powerful reminder to search for silver linings and to train your mind to see opportunities rather than obstacles. ### Live Intentionally "Make every moment count," he advises. "Be mindful of your actions and decisions. Think about what kind of person you want to be and take steps to become that individual." Intentional living means making deliberate choices. It’s about setting goals and pursuing them with determination. For Reid, this involved both personal and professional aspirations, all built upon a foundation of conscious, thoughtful living. ### Embrace Your Journey "Understand that your journey, with all its ups and downs, is uniquely yours. Cherish it and learn from it. Your path will not be the same as anyone else’s, and that’s what makes it special." Reid’s journey was filled with detours, unexpected turns, and unforgettable experiences. Embracing the journey means accepting and learning from every part of it, knowing that it’s building you into the person you’re meant to be. ### Find Your Support System "Surround yourself with people who uplift and rejuvenate you. Relationships are incredibly important; they’ll bring you so much joy and support." Reid found strength and rejuvenation in conversations with close friends and mentors. These relationships provided him with the encouragement and insight needed to overcome challenges. Building a supportive network of loved ones and trusted advisors is vital. ### Dream Big "Never be afraid to dream big and set high goals for yourself. Aim for the stars, whether that means climbing the tallest mountains or achieving great things in your career." Reid's personal aspirations include climbing the 7 summits and swimming the English Channel. These dreams push him to strive for greatness, illustrating the importance of setting lofty goals and working passionately towards achieving them. ### Compassion Matters Finally, Reid highlights a key component of his philosophy: compassion. "Be kind to others and understand their perspectives. Empathy will create strong, meaningful connections in your life." Empathy and kindness not only foster deeper relationships but also pave the way for navigating the complexities of life and business. Compassion creates a foundation upon which trust and collaboration can flourish. As you reflect on Reid's advice, remember that your story is still unfolding. Armed with these insights, you can navigate the adventures of growing up with resilience, positivity, and purpose. Embrace the journey, dream big, live intentionally, and always remember that you have the power to shape your own future.

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Post Caption: 🎙️ New Episode Alert! 🎙️ Discover how Reid Tileston turned his passion for entrepreneurship into a successful journey of acquiring and growing businesses. 🚀 Tune in to hear his story of resilience, creativity, and the power of relationships in business. 📌 Key Takeaways: 1️⃣ The importance of relationships in entrepreneurship and business ownership. 2️⃣ Understanding the pitfalls of buying a small business and how to navigate them. 3️⃣ The significance of grit and determination in overcoming business challenges. 🎧 Listen now on [Spotify, Apple Podcasts, etc.]. 👉 Link in bio!

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Post Caption: ✨ Meet Our Guest! ✨ This week, we’re featuring Reid Tileston, a dynamic serial entrepreneur who has mastered acquiring, growing, and selling companies in multiple industries. 📌 Fun Fact About Reid Tileston: Reid is not just an accomplished entrepreneur but also an adrenaline junkie and an Ironman triathlete, who thrives on adventures like racing up the world's tallest staircase in Switzerland. 💡 Reid will share his insights on: 🔑 The art of business acquisition and growth 🔑 Building meaningful relationships in entrepreneurship 🔑 Investing in yourself as a digital entrepreneur 💬 What’s your biggest question for Reid Tileston? Drop it below! 👇

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Post Caption: 💡 Words to Inspire Your Hustle: 💡 “There's no higher call in than being a business owner in 21st century America.” – Reid Tileston Tag someone who needs to hear this today! 🌟

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📚 Quick Tips for Aspiring Entrepreneurs 📚 Struggling with acquiring a business and ensuring it succeeds? Here are 3 proven strategies inspired by Reid Tileston’s insights: 1️⃣ **Focus on Cash Management:** Ensure your liquidity position is strong and remember that cash is king when acquiring a business. Make sure you have a solid financial cushion to handle unforeseen challenges. 2️⃣ **Use Empathy in Negotiations:** When dealing with previous business owners, understand their perspective. Show empathy as their business is their baby, and they might value a sense of security for it over the highest bid. 3️⃣ **Build and Maintain Relationships:** Not just with sellers, but also with employees and mentors. Strong relationships can lead to amazing opportunities and invaluable support throughout your entrepreneurial journey. 💡 Want more tips like this? Tune into the episode with Reid Tileston! 🎧 You can learn about building relationships, managing challenges, and finding success in entrepreneurship.

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Explore entrepreneurial insights with Reid Tileston on 'Invest in Yourself.' Discover strategies for acquiring businesses, cultivating grit, and leveraging relationships for success. Tune in for Reid's proven expertise and inspiring journey.

HTML timestamps - Chris

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```html <p>[00:00] Introduction – Phil Better introduces the episode and guest Reid Tileston.</p> <p>[00:02] Reid Tileston's Background – Overview of his achievements and contributions.</p> <p>[02:29] Entrepreneurial Motivation – Reid discusses his inspiration for entering entrepreneurship.</p> <p>[04:39] First Business Venture – Reid shares his start in business ownership inspired by his brother.</p> <p>[08:07] Transitioning Ventures – Reid talks about moving on to new business opportunities.</p> <p>[14:01] Grit in Entrepreneurship – Discussing the concept of grit in small business ownership.</p> <p>[18:23] Building Relationships – Emphasis on the importance of relationships in entrepreneurship.</p> <p>[23:55] Empathy in Business – Understanding the seller's perspective when acquiring businesses.</p> <p>[26:56] Investing in Yourself – Reid's strategies for personal investment and growth.</p> <p>[28:42] Future Goals – Reid’s vision for the next 10 years of his career and personal life.</p> <p>[31:34] Advice to Younger Self – Reid’s advice to his 10-year-old self focusing on positivity.</p> <p>[32:49] Closing and Contact – Closing thoughts and how to connect with Reid Tileston.</p> ```

List of Lessons - Chris

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```html <li>Empathy is crucial when acquiring a business to build trust with the previous owner.</li> <li>Relationships and connections are at the heart of entrepreneurial success.</li> <li>Understanding the seller's motivations and being malleable in negotiations can ease acquisitions.</li> <li>Maintaining a solid liquidity position is essential for navigating unknowns in business ownership.</li> <li>Invest in select rejuvenating relationships for personal and professional fulfillment.</li> <li>The journey of acquisition entrepreneurship requires time and supportive networks for success.</li> <li>Childhood experiences often influence adult behavior; focusing on current intentional life choices is key.</li> ```

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Digital Entrepreneurship;Entrepreneur Mindset;Business Growth;Authentic Leadership;Wealth Building

Book/Podcast

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Reid Tileston is a remarkable guest on "Invest In Yourself: The Digital Entrepreneur Podcast." He is a serial entrepreneur, author, and keynote speaker who has spent over 15 years mastering the art of entrepreneurial business ownership. As a successful business strategist, Reid has acquired, grown, and sold multiple companies, achieving impressive returns along the way. On top of being featured in the Wall Street Journal and Crain's, Reid authored the insightful book "Grit It Done," which offers frameworks and personal stories from his extensive experience. He is also an adjunct professor and doctoral researcher guiding future entrepreneurs at prestigious institutions. Reid’s book and teachings inspire entrepreneurs to achieve autonomy in business ownership with grit, tenacity, and focus.

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