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In this candid conversation, Vivian Kvam sits down with Casey Putney to explore what it really feels like to step away from the stability of a 9–5 and into the unknown world of entrepreneurship. From leadership in the military and corporate life to the deeply personal reasons that sparked their transitions, Vivian and Casey open up about the fears, self-doubt, and internal conflict that come with leaving the safety net behind.
They reflect on the emotional toll of starting something new, the disconnect between passion and running a business, and how both their definitions of success have evolved over time—from chasing titles and income to valuing purpose, freedom, and flexibility.
Whether you’re thinking about a leap, in the middle of one, or just need to know you’re not alone, this episode is for you.
🔔 Subscribe & leave a review to support the show!
Go to RateThisPodcast.com/ridingtandem and follow the simple instructions.
Unpacking this episode min by min:
00:00 Exploring the Journey of Entrepreneurship
05:46 Identifying Leadership as a Passion
12:03 The Turning Point: Leaving Corporate America
18:01 The Reality of Entrepreneurship vs. Passion
31:50 Navigating the Entrepreneurial Journey
39:03 Facing Doubts and Fears
47:14 The Evolution of Purpose in Entrepreneurship
54:56 Defining Success Beyond Income
01:07:57 The Value of Freedom in Entrepreneurship
Related Episodes:
#6 Success after a massive layoff late in a career and starting a podcast recording studio - a candid conversation with Todd Studer
#8 Love your Mondays, leaving a miserable job & healthy business partnership tips - With Machaela Clark, co-owner of Tandem Works
#12 From corporate globetrotter to entrepreneurship: Neal Eilers' journey, building a successful business around his passion
Vivian Kvam:
Casey Putney:
Tandem Works Team:
FREE RESOURCES
Shop Our Favorite Tools and Things here https://thetandemworks.com/our-favorite-things
Receive the latest news, encouragement and inspiration from Vivian to your inbox by signing up here https://thetandemworks.com/newsletter-sign-up
Riding Tandem with Vivian Kvam
A podcast from Tandem Works
Email the team: [email protected]
By Tandem Works5
1515 ratings
In this candid conversation, Vivian Kvam sits down with Casey Putney to explore what it really feels like to step away from the stability of a 9–5 and into the unknown world of entrepreneurship. From leadership in the military and corporate life to the deeply personal reasons that sparked their transitions, Vivian and Casey open up about the fears, self-doubt, and internal conflict that come with leaving the safety net behind.
They reflect on the emotional toll of starting something new, the disconnect between passion and running a business, and how both their definitions of success have evolved over time—from chasing titles and income to valuing purpose, freedom, and flexibility.
Whether you’re thinking about a leap, in the middle of one, or just need to know you’re not alone, this episode is for you.
🔔 Subscribe & leave a review to support the show!
Go to RateThisPodcast.com/ridingtandem and follow the simple instructions.
Unpacking this episode min by min:
00:00 Exploring the Journey of Entrepreneurship
05:46 Identifying Leadership as a Passion
12:03 The Turning Point: Leaving Corporate America
18:01 The Reality of Entrepreneurship vs. Passion
31:50 Navigating the Entrepreneurial Journey
39:03 Facing Doubts and Fears
47:14 The Evolution of Purpose in Entrepreneurship
54:56 Defining Success Beyond Income
01:07:57 The Value of Freedom in Entrepreneurship
Related Episodes:
#6 Success after a massive layoff late in a career and starting a podcast recording studio - a candid conversation with Todd Studer
#8 Love your Mondays, leaving a miserable job & healthy business partnership tips - With Machaela Clark, co-owner of Tandem Works
#12 From corporate globetrotter to entrepreneurship: Neal Eilers' journey, building a successful business around his passion
Vivian Kvam:
Casey Putney:
Tandem Works Team:
FREE RESOURCES
Shop Our Favorite Tools and Things here https://thetandemworks.com/our-favorite-things
Receive the latest news, encouragement and inspiration from Vivian to your inbox by signing up here https://thetandemworks.com/newsletter-sign-up
Riding Tandem with Vivian Kvam
A podcast from Tandem Works
Email the team: [email protected]