Learn how autonomy inside a company can offer entrepreneurial freedom—and the mindset behind closing high-stakes sales. ============================ Get the Monday Minute my weekly email with 3 personal recs for travel, culture, and living beyond borders you can read in 60 seconds. ============================ ON THIS EPISODE Sean Tierney starts off by sharing the beginnings of his entrepreneurial tendencies and tells the story of how he made over $1,000 on one sales initiative in 8th grade. He then takes us through his decade long journey as a serial entrepreneur, running party bus and pub crawl companies, raising 750K for his startup Jumpbox, creating a short-sale real estate education company, experimenting with art and music businesses, trying to launch Survival School TV, and running the Lean Start Up Circle in Phoenix Arizona. Sean then explains how he gravitated towards “Intrapreneurship” and ended up taking a job as the Sales Director at Pagely, where he can be very creative and innovative and act with a high degree of autonomy but still be in a salaried position with a paycheck and not have to take the risks associated with entrepreneurship. He talks about the Leviathan system he developed for Pagely and some of the lessons he has learned. He also talks about the key to closing any sale, whether it’s an individual customer or a Fortune 500 company. Sean goes on to talk about how he works remotely as a nomad and shares a story about closing a deal while tethered to his phone driving through a hail storm in Ireland. Sean shares other travel adventures as well, including how he got his paragliding certification in complete white out conditions. Sean also shares his musical background, talks about his love for hip hop, and performs his original song “Blind”. He also talks about his Charity Makeover initiative, Season 2 of his Nomad Podcast, and explains how his Nomad Prep Academy helps people become digital nomads. He also shares his morning routine, productivity habits and explains his concepts of “punching past the board” and “reverse goal planning”. → Full show notes with direct links to everything discussed are available here. ============================ FIND YOUR NEXT EPISODE Explore The Maverick Show Starter Packs — some of my favorite conversations curated by theme so you can easily find the episodes that match your interests. ============================ FREE RESOURCES FOR YOU See my Top 10 Travel Apps See my Top 10 Books that Shaped the Way I Travel See my 7 Keys For Building A Remote Business (Even in a space that’s not traditionally virtual) Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn See the Travel Gear I Use and Recommend See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use) ============================ ENJOYING THE SHOW? Follow The Maverick Show on Instagram and DM Matt to continue the conversation Please leave a rating and review — it really helps the show and I read each one personally Support the show by buying me a coffee — espressos help me produce significantly better podcast episodes!

Intrapreneurship, Charity Makeovers and The Key to Closing Sales with Sean Tierney (Ep 39)

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Learn how autonomy inside a company can offer entrepreneurial freedom—and the mindset behind closing high-stakes sales.  ============================  Get the Monday Minute my weekly email with 3 personal recs for travel, culture, and living beyond borders you can read in 60 seconds.  ============================  ON THIS EPISODE  Sean Tierney starts off by sharing the beginnings of his entrepreneurial tendencies and tells the story of how he made over $1,000 on one sales initiative in 8th grade. He then takes us through his decade long journey as a serial entrepreneur, running party bus and pub crawl companies, raising 750K for his startup Jumpbox, creating a short-sale real estate education company, experimenting with art and music businesses, trying to launch Survival School TV, and running the Lean Start Up Circle in Phoenix Arizona. Sean then explains how he gravitated towards “Intrapreneurship” and ended up taking a job as the Sales Director at Pagely, where he can be very creative and innovative and act with a high degree of autonomy but still be in a salaried position with a paycheck and not have to take the risks associated with entrepreneurship. He talks about the Leviathan system he developed for Pagely and some of the lessons he has learned. He also talks about the key to closing any sale, whether it’s an individual customer or a Fortune 500 company. Sean goes on to talk about how he works remotely as a nomad and shares a story about closing a deal while tethered to his phone driving through a hail storm in Ireland. Sean shares other travel adventures as well, including how he got his paragliding certification in complete white out conditions. Sean also shares his musical background, talks about his love for hip hop, and performs his original song “Blind”. He also talks about his Charity Makeover initiative, Season 2 of his Nomad Podcast, and explains how his Nomad Prep Academy helps people become digital nomads. He also shares his morning routine, productivity habits and explains his concepts of “punching past the board” and “reverse goal planning”.  → Full show notes with direct links to everything discussed are available here.  ============================  FIND YOUR NEXT EPISODE  Explore The Maverick Show Starter Packs — some of my favorite conversations curated by theme so you can easily find the episodes that match your interests.  ============================  FREE RESOURCES FOR YOU  See my Top 10 Travel Apps  See my Top 10 Books that Shaped the Way I Travel  See my 7 Keys For Building A Remote Business (Even in a space that’s not traditionally virtual)  Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn  See the Travel Gear I Use and Recommend  See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use)  ============================  ENJOYING THE SHOW?  Follow The Maverick Show on Instagram and DM Matt to continue the conversation  Please leave a rating and review — it really helps the show and I read each one personally  Support the show by buying me a coffee — espressos help me produce significantly better podcast episodes!

The Maverick Show is a global travel podcast about what really happens when people cross borders and build lives across cultures. Hosted by full-time world traveler Matt Bowles, each episode features intimate, unfiltered conversations (often over a bottle of wine) exploring the human stories behind global travel and what the journey teaches us about the world and ourselves.  Guests include expats, digital nomads, women and diaspora storytellers, worldschooling families, and human rights advocates, all sharing travel stories that are funny, moving, and deeply human.  In addition to hearing about extraordinary places and the people who live there, you’ll learn what it’s really like to move abroad, build an expat life, or travel long-term, as guests open up about their personal journeys navigating culture, race, power, identity, and belonging in an unequal world. If you’ve ever felt that travel changes you in ways no one talks about, you’re in the right place.  The Maverick Show hit the Top 100 on Apple Podcasts (including #1 in Places & Travel), was ranked in the Top 1% of podcasts globally by Listen Notes, and was named the #1 Digital Nomad Podcast and #1 Remote Work Podcast by Million Podcasts — with hundreds of five-star listener reviews.

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