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Today, we have the privilege of sitting down with Peter Saddington, a distinguished figure in the world of entrepreneurship, technology, and education. With a remarkable career spanning over two decades, Peter is not only a 3x startup founder but also an angel investor, Certified Scrum Trainer, and accomplished author. He holds three Masters degrees in Counseling, Education, and Religion, showcasing his diverse and profound knowledge. His expertise extends to the realm of agile methodologies, as he authored “The Agile Pocket Guide,” published by Wiley in 2012.
Peter’s entrepreneurial journey has seen him successfully navigate the dynamic tech industry and transition from web2 to web3 ventures, all while maintaining a strong focus on people, culture, and community. Today, we’ll delve into his insights on personal growth, business strategies, and the role of his childhood experiences in shaping the path that has brought him to where he is today. Please join me in welcoming Peter Saddington for what promises to be an enlightening and inspiring conversation.
Can you share some of your earliest memories or experiences that you believe had a significant impact on shaping your entrepreneurial mindset?
For most superheroes, their mutant abilities or superpowers show up during their early school years. For me, it was middle school. I was always drawn to patterns, seeing how different groups of kids in middle school grouped together. For me, patterns and data are a big part of my entrepreneurial journey. I never have novel ideas, or rather, ideas that nobody has thought of before. All of my best ideas are leverage massive amounts of data, patterns, and market trends. Then I build applications and ideas based on those data sets. This allows me to always be ‘ahead of the curve’ when it comes to executing on great ideas. I’m not the earliest in any market idea, but I always have more data than most to inform my decisions!
Were there any particular hobbies or interests you had as a child that you can now trace back to influencing your career and entrepreneurial endeavors?
Patterns, data, patterns, data. This made me quite adept at Magic the Gathering card games or any type of card game that required patterns, data, and trends. In another life I know I should have been a card gambler, frankly, I may pick that up later in life!
In your childhood, were there any role models or individuals who inspired you to pursue your current path as an entrepreneur and tech professional?
I was fortunate enough to have a father who was a big Fortune 50 executive. I was able to see his growth through the ranks of a 32+ year career at his company. While he never went out and built his own company, I was able to see how he effectively improved, changed, and molded company cultures to be optimized. For me, building companies have always been around relationships first: Find the right people, first, then begin working. My father was a master at building great relationships to help execute on initiatives. His public speaking was also profound in my life.
Can you recall a specific moment or incident from your childhood that served as a valuable life lesson and continues to guide your decision-making as an entrepreneur?
Remember group projects in school? I found out early that if you wanted something done right, you may as well do it yourself. Especially if the other students weren’t excited about it. I would tell them that I would do the entire project, they just need to sign their names. We always got A’s on our projects. While this may sound selfish and lacking maturity… these moments in life helped me understand that my future was MINE to build, I could rely on no-one else. This also reminds me that entrepreneurship is a lonely life. Nobody is going to help you build your dream. It is yours alone. If you don’t have the motivation to grind for a decade+ on your idea, then find a regular job.
Reflecting on your journey as a 3x startup founder and Certified Scrum Trainer, what pivotal moment or decision had the most significant impact on your personal growth, and how did it shape your entrepreneurial path?
After my first company was acquired after a 9 year grind, I fully realized what it takes to be successful. It also instilled in me the recipe for success: Do anything with intention and hard work for 10 years and you’ll be successful. Being successful and making money in America isn’t hard. Choose something. Do it with quality for 10 years, you’ll be fine.
As GarageID takes on the challenge of revolutionizing the car ownership experience, what futuristic features or services do you foresee integrating into the platform to stay ahead of industry trends and enhance the user experience?
There is no single platform in the world that enables everyday machine owners (car owners) to monetize and save on their car in one place. Upload your machine, our system sends you discounts and savings. What other system does that?
In your role as an enterprise coach, how do you envision the evolution of agile methodologies in the coming years, and what adaptations or innovations do you anticipate will be crucial for businesses to stay Agile in an ever-changing market?
Agile will continue to grow into the next 30 years. There really isn’t a better way of building products and software other than Scrum. I love teaching students monthly on the Scrum framework and the Agile philosophy. Both models make life far better!
As the author of “The Agile Pocket Guide,” you’ve contributed significantly to the agile methodologies landscape. How has your understanding of agility evolved over time, and how do you see it continuing to evolve in the future?
Agile will become less codified as a course or training or certification. I foresee a future where everything is built with Agile, it’ll just be the natural way of doing things.
With over 20 years in software development, what technological shifts or advancements have you found most challenging, and how did you adapt to stay ahead in the fast-paced tech industry?
I wrote my 3rd book on this, called Gravity – How I leveraged social media, community, and video to fundamentally improve my life, my work, and my businesses. We live in a mobile, video, and remote world now. It is time to leverage video and personal branding to ensure you’re competitive in this market. Get my book for free here – https://theagilevc.substack.com/p/exceed-expectations-give-abundantly
In your role as an enterprise coach, you’ve likely encountered various organizational challenges. Can you share a specific instance where you faced a significant coaching challenge and the key takeaways from that experience?
Coaching means you’re not playing. Coaches don’t play. They coach. I’ve learned to appreciate this role more and more over the last 20 years of doing Agile (since 2005). My job is to ask amazing questions, help people come together to problem solve, and facilitate powerful conversations that improve the system of work. As a younger man I spent a lot of time trying to convince people of better ways of building software and products. Today, I spend 90% of my time asking amazing questions. I highly recommend the book Asking Great Questions by Aileen Gibb, this book helped me in so many ways!
The automotive industry is undergoing rapid changes. How does GarageID position itself to capitalize on emerging trends, and what market dynamics do you believe will be most influential in the growth of the platform?
GarageID’s model has already been proven by my work on VINwiki, the worlds largest free database of cars on the planet. With over 9B datapoints over the last 7 years with user growth by 300 users/day, we already know how to ingest and collect data from the worlds car lovers. GarageID is in a position to take VINwiki (a web2 app) to Web3 and beyond leveraging blockchain and tokenization!
As someone deeply engaged in the startup ecosystem, what do you believe will be the defining characteristics of successful startups in the next decade, and how are you preparing for these shifts in your current endeavors?
I run a $16M venture fund called StaaS Fund and we deployed capital into 22 startups in 2022. The only two factors I care about when investing is perseverance and resilience. If the operator doesn’t/can’t show this as a character trait, I’m not investing. This essentially means that the entrepreneur clearly shows that he is capable of overcoming failure, obstacles, and rejections. Remember, it takes 10+ years to be ‘successful’ in anything.
How can people find out more about GarageID and connect with you?
Feel free to find me at