A Life Rewritten After Tragedy: Weekender Hotels CEO on Sentencing, Sobriety and Starting Over episode artwork

EPISODE · Jun 26, 2025 · 51 MIN

A Life Rewritten After Tragedy: Weekender Hotels CEO on Sentencing, Sobriety and Starting Over

from Suite Success: Masters of Hospitality · host Skift

On this episode of Suite Success, host Katie Cline sits down with Keir Weimer, Founder and CEO of Weekender Hotels. His journey is one of profound transformation, marked by tragedy, resilience, and remarkable reinvention. At just 23 years old, Keir was involved in a tragic accident that claimed the life of his best friend. Sentenced to 2-6 years in prison, what followed was not just time served but a powerful personal transformation fueled by sobriety, radical self-ownership, and an unshakable commitment to starting over. Keir shares the challenges of rebuilding his life from the ground up, navigating the stigmas of his past, and charting a new path in luxury hospitality. From acquiring his first hotel with no prior experience to growing a portfolio of nine unique properties—with more on the way—he embodies what it means to turn hardship into opportunity. Listen for an inspiring conversation about the power of owning your story, embracing second chances, and building a future on your own terms. Connect with Keir: Weekender Website - ⁠⁠⁠⁠Link⁠⁠⁠⁠ Keir's LinkedIn - ⁠⁠⁠Link⁠⁠⁠ Weekender Instagram - ⁠⁠⁠⁠⁠Link⁠⁠⁠⁠⁠ Keir's Instagram - ⁠⁠⁠⁠Link⁠⁠⁠⁠ Thank you to this week's sponsors! Lodgify: ⁠⁠⁠⁠⁠⁠⁠https://www.lodgify.com/?afmc=28y⁠⁠⁠⁠⁠⁠⁠ Use code SUITE20 for 20% off all annual plans FeedCheck Visit ⁠⁠⁠⁠⁠⁠⁠⁠FeedCheck.co/SuiteSuccess⁠⁠⁠⁠⁠⁠⁠⁠ to book a demo! Flytographer Visit ⁠⁠⁠⁠⁠⁠⁠⁠flytographer.com/SuiteSuccess⁠⁠⁠⁠⁠⁠⁠⁠ for $25 off your first shoot! Links: Apple Podcasts - ⁠⁠⁠⁠⁠Link⁠⁠⁠⁠⁠ Spotify - ⁠⁠⁠⁠⁠Link⁠⁠⁠⁠⁠ Suite Success Website - ⁠⁠⁠⁠⁠Link⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠Connect with Katie⁠⁠⁠⁠⁠  — Suite Success is part of the ⁠⁠⁠⁠⁠Hospitality.FM⁠⁠⁠⁠⁠ podcast network and a Hospitality.FM Original. If you like this podcast, then you'll also love our other podcasts directly on Hospitality.FM! Thank you to all of the ⁠⁠⁠⁠⁠Hospitality.⁠⁠⁠⁠⁠FM Partners that help make this show possible, and if you like this show, please leave us a review and share it on your network!

On this episode of Suite Success, host Katie Cline sits down with Keir Weimer, Founder and CEO of Weekender Hotels. His journey is one of profound transformation, marked by tragedy, resilience, and remarkable reinvention. At just 23 years old, Keir was involved in a tragic accident that claimed the life of his best friend. Sentenced to 2-6 years in prison, what followed was not just time served but a powerful personal transformation fueled by sobriety, radical self-ownership, and an unshakable commitment to starting over. Keir shares the challenges of rebuilding his life from the ground up, navigating the stigmas of his past, and charting a new path in luxury hospitality. From acquiring his first hotel with no prior experience to growing a portfolio of nine unique properties—with more on the way—he embodies what it means to turn hardship into opportunity. Listen for an inspiring conversation about the power of owning your story, embracing second chances, and building a future on your own terms. Connect with Keir: Weekender Website - ⁠⁠⁠⁠Link⁠⁠⁠⁠ Keir's LinkedIn - ⁠⁠⁠Link⁠⁠⁠ Weekender Instagram - ⁠⁠⁠⁠⁠Link⁠⁠⁠⁠⁠ Keir's Instagram - ⁠⁠⁠⁠Link⁠⁠⁠⁠ Thank you to this week's sponsors! Lodgify: ⁠⁠⁠⁠⁠⁠⁠https://www.lodgify.com/?afmc=28y⁠⁠⁠⁠⁠⁠⁠ Use code SUITE20 for 20% off all annual plans FeedCheck Visit ⁠⁠⁠⁠⁠⁠⁠⁠FeedCheck.co/SuiteSuccess⁠⁠⁠⁠⁠⁠⁠⁠ to book a demo! Flytographer Visit ⁠⁠⁠⁠⁠⁠⁠⁠flytographer.com/SuiteSuccess⁠⁠⁠⁠⁠⁠⁠⁠ for $25 off your first shoot! Links: Apple Podcasts - ⁠⁠⁠⁠⁠Link⁠⁠⁠⁠⁠ Spotify - ⁠⁠⁠⁠⁠Link⁠⁠⁠⁠⁠ Suite Success Website - ⁠⁠⁠⁠⁠Link⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠Connect with Katie⁠⁠⁠⁠⁠  — Suite Success is part of the ⁠⁠⁠⁠⁠Hospitality.FM⁠⁠⁠⁠⁠ podcast network and a Hospitality.FM Original. If you like this podcast, then you'll also love our other podcasts directly on Hospitality.FM! Thank you to all of the ⁠⁠⁠⁠⁠Hospitality.⁠⁠⁠⁠⁠FM Partners that help make this show possible, and if you like this show, please leave us a review and share it on your network!

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A Life Rewritten After Tragedy: Weekender Hotels CEO on Sentencing, Sobriety and Starting Over

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Frequently Asked Questions

How long is this episode of Suite Success: Masters of Hospitality?

This episode is 51 minutes long.

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This episode was published on June 26, 2025.

What is this episode about?

On this episode of Suite Success, host Katie Cline sits down with Keir Weimer, Founder and CEO of Weekender Hotels. His journey is one of profound transformation, marked by tragedy, resilience, and remarkable reinvention. At just 23 years old,...

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