On the Way (OTW) with Ryan and Aaron Caradonna

Hosted by Ryan Caradonna

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Latest episode

Feb 2024

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About the show

Entrepreneurship | Sports & Entertainment | Life

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12 recent

February 1, 202442 min

12: 1 Million Subs + 160 Million Views - Mike Rosa (Anabolic Aliens, Founder of Exerprise) shares his winning mindset, tricks and insights

- Routine beats motivation every time—how to set up your “frequency” to guarantee a more successful routine - Building an audience from 0 to 1 million subscribers by using a simple Problem-Solution template - Choosing an authentic mission by serving your younger self or others close to you Follow Mike! IG: @anabolicaliens Youtube: @anabolicaliens App Store: Exerprise Workout Meal Planner

January 18, 202453 min

11: James Develin (NFL/Business Owner) - Winning 3 Super Bowls by Doing What Others Are Unwilling To Do

What does it take to thrive in the high-pressure world of the NFL? In this episode of OTW, Aaron and I explore this question with James Develin, NFL Veteran and 3x Super Bowl Champion who played alongside Tom Brady and under Coach Bill Belichick on the New England Patriots during the dynasty years. This episode is more than just football though; it's about resilience, teamwork, and the pursuit of excellence. Enjoy Episode 11 !

January 8, 202447 min

10: Printing Success: how Austin Boyd (CEO, Alive Print Shop) turned simple written goals into a multi-million-dollar business

New year, new episode! On our first OTW episode of 2024, we hosted Austin Boyd. Austin has been running his business since he was a teenager, has had extraordinary success (millions in revenue, partnerships with celebrities, major league sports teams) and yet is one of the most humble people we’ve met. He shares a ton of wisdom on his journey and tips for building a sustainable business and growth mindset. In this episode we discuss: ✍🏽 Making $40,000 off school spirit merch as a Junior in High School—and learning hard lessons blowing through it 🐐 Losing 85% of revenue overnight when the pandemic hit, betting the farm on M&A and coming out with stronger performance than ever ⚡ How Austin thinks through hiring and organizational growth—via classifications of Technicians, Managers, and Entrepreneurs We learned a ton in this episode and think you will too—enjoy Episode 10!

December 27, 202330 min

9: Making a Blockbuster Movie in the Hollywood Hills with Conor Holway (Founder, Golden Deer Productions)

Happy holidays y’all! Aaron and I brought the always charismatic Conor Holway onto the podcast to share some wisdom on everything from running events to producing his debut feature-length film Conrad the Last Defender. In this episode we discuss: How Conor hacked his way to hosting his first 50/100 person events and paid sponsorships at “The Snake Pit” Parlaying little wins into achieving a grand roadmap – Conor’s tactical tips for achieving his North Star vision of producing a Marvel Movie Hollywood economics—the actual costs and payoff potential of producing a film The pitch Conor used to recruit a star cast member who’s done over $1Bn at the Box Office Hope you enjoy episode 9!

December 13, 202352 min

8: Mastering the Fundamentals with Arian Galavis (Partner, Perkins Coie)

We’re back! On this episode, Aaron and I got the privilege of hosting Arian Galavis on the show. Arian is a true renaissance man. He’s a Corporate/M&A Attorney by trade but moonlights as pro-level pianist…playing a wide array of music ranging from Beethoven to Blink-182 in his spare time. Arian shared a ton of wisdom on the importance of passion, fundamentals and consistency whether learning a new skill or striving to make Partner at a top law firm. In this episode we discuss: - Methods to fundamentally learning anything (vs. memorization), as illustrated by Arian’s training in classical piano - The mindset and actions it took to go from being a “terrible Junior Associate” to Partner - What a superstar Analyst/Associate looks like in Big Law / Investment Banking - Tactical advice for first time Business sellers We learned a ton in this episode and think you will too! Enjoy episode 8!

December 5, 202357 min

7: Holding Serve in Tennis and Business with Bharani Sankar (Product, Runwise)

Howdy! Aaron and I had the pleasure of hosting Bharani Sankar on this week’s episode of On the Way. Bharani is a former state title winner & D1 tennis player who’s parlayed his mindset and approach to Product roles at high-growth startups that have raised millions of dollars. In this episode we cover the following: - Learning discipline through collegiate tennis and translating it to career - The importance of knowing your “game” strategy: playing offensive vs. avoiding unforced errors - Overcoming fear of putting yourself out there as a creative (whether making music, a podcast or a technology product) - Getting in touch with identity fueling motivation and purpose - The idea that Indian-Americans are due for a breakthrough in music, sports and entertainment – who will be the “Bad Bunny” breakthrough talent? Enjoy Episode 7!

November 27, 202357 min

6: Mixing Business with Passion with Matt "Rapta" Raposo (EQ Tickets)

Special EQ edition of the pod today! Aaron and I brought our co-founder, Matt “Rapta” Raposo onto the show. This is a fun one because we know Rapta’s story pretty well (having worked with him at EQ for the last 2+ yrs), BUT even we learned a ton about his story in this conversation. In this episode we cover the following: - 💰Getting recruited by a Major record label and what these contracts actually look like - 🪄How musicians should think about AI + example use cases - 🧑‍🤝‍🧑Tips for building a team—whether as an artist or as a startup - 🎵 Rapta’s creative process when making a song Enjoy Episode 6!

November 15, 202357 min

5: Chad Sonkin (Edge Theory Labs) - The Universe Rewards Action

All I can say is try skipping your coffee this morning and listen to this episode instead. Aaron and I had the pleasure of hosting Chad Sonkin on the Pod. Chad will inject energy into your day, I can personally guarantee that. Besides being one of the most energetic, positive people we know, in this episode we discuss the following topics: - Biasing towards action – “the universe rewards action” - Sales tips, tricks and hacks from someone who has worked at unicorn tech and consumer companies - All things cold plunge – the science, mental and physical benefits - An in-episode breathing exercise! Enjoy Episode 5!

October 30, 20231 hr 0 min

4: Find Your Way through the Rabbit Hole with Richard Jackson (Oklahoma Deputy Attorney General & Marine)

We’re back! For this week’s episode we got to spend time with @Richard Jackson. RJ is a swiss army knife—he’s a Marine, an attorney, an angel investor, a crypto-enthusiast and even a retired bodybuilder. In this episode we discuss: Lessons from the Marine Corp – building mental toughness, discipline and focus How RJ created his current title (Oklahoma Deputy Attorney General for Cybersecurity, Technology, and Digital Assets) leveraging all of his interests and experiences RJ’s insane NCAAF attendance track record (~100+ games in the last 10 years) and turning his passion for sports into entrepreneurial outlets (startups, investments) Where RJ sees investment/startup opportunities within the next-gen technologies that have recently emerged—Blockchain, AI, etc.—and how the US can use entrepreneurship to remain a global leader in innovation Mantra: “I am the river, I am the rock” Hope you enjoy Episode 4 with RJ!

October 17, 202341 min

3: Robert DeWolff (SEQL) - Breaking the Mold

Robert (SEQL) is an energizer bunny. He keeps it real...really real about all things startups, motivation, and winning. If you're looking to start a venture or raise capital, there's a lot to learn in this episode about the realities of the journey. In this episode we discuss: You must find complementary teammates in business and in life Energy is often the one element you can control as a founder—bring it every day. Fundraising tactics Robert learned raising from tops VCs and Athletes such as DeAndre Hopkins and Barry Sanders SEQLs Growth Strategy moving forward and what Robert looks for in hiring Enjoy! --- Website: https://www.seql.com/ Linkedin: https://www.linkedin.com/in/robert-de-wolff