Chasing the Whimsy

By Chasing the Whimsy

Embark on a thrilling adventure through time as a 40-year-old dad bridges the generation gap with his two dynamic kids! Watch as Gen X clashes with Gen Z in a whimsical blend of entertaining stories a... more

· Kids & Family

5

99 ratings

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FAQs about Chasing the Whimsy:

How many episodes does Chasing the Whimsy have?

The podcast currently has 199 episodes available.

Chasing the Whimsy episodes:

February 09, 2026 #160: Old Man CarCasts More Highway Memories
In this episode of Chasing the Whimsy, host Ben reflects on his daily commute, sharing personal anecdotes and memories associated with different routes. He discusses the challenges of driving, family interactions during commutes, and the nostalgia tied to various locations. The conversation flows through technical setups, traffic patterns, and creative family projects, culminating in a thoughtful exploration of personal growth and experiences on the road.

#commuting, #family, #driving, #nostalgia, #reflections, #dailyroutine, #traffic, #personalstories, #creativity, #technology

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Website: ChasingtheWhimsy.com
Email: [email protected]
Patreon: @ChasingtheWhimsy
Twitter/X: @ChaseTheWhimsy
Instagram: @ChasingTheWhimsy
Youtube: @ChasingTheWhimsy
TikTok: @ChasingTheWhimsy
...more
47min
February 02, 2026 #159: Old Man’s Near Perfect Day (Car Cast)
In this episode of Chasing the Whimsy, host Ben reflects on a day filled with family activities, including celebrating his mom's birthday, shopping adventures, and creative projects. He shares insights into his children's personalities, their interactions, and the joy of spending quality time together. The conversation also touches on the creation of a whimsical journal designed to inspire creativity and collaboration among family members.

#family, #creativity, #celebrations, #shopping, #journals, #parenting, #reflections, #adventures, #interactions, #fun
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Website: ChasingtheWhimsy.com
Email: [email protected]
Patreon: @ChasingtheWhimsy
Twitter/X: @ChaseTheWhimsy
Instagram: @ChasingTheWhimsy
Youtube: @ChasingTheWhimsy
TikTok: @ChasingTheWhimsy

...more
34min
January 30, 2026 CTW Presents: Whimsy Getting College Ready with Shellee Howard
In this episode, host Ben speaks with Shellee Howard, founder of College Ready, about the intricacies of college preparation, admissions, and scholarship opportunities. They discuss the importance of starting early, navigating the FAFSA, crafting standout applications, and understanding the college essay process. Shellee emphasizes the need for students to engage in meaningful extracurricular activities and to be genuine in their applications. The conversation also touches on the pressures students face and how families can support them without adding stress.
- College Ready Websitehttps://collegereadyplan.com/
- How to Send Your Student to College Without Losing Your Mind or Your Money Kindle Edition
https://a.co/d/7w6Yrn3
-The College Admissions PLAN Simplified: A Busy Parent's P.L.A.N. to a Debt-Free Degree Kindle Edition
https://a.co/d/6xTocGF
#collegepreparation, #scholarships, #collegeadmissions, #FAFSA, #collegeessays, #studentsuccess, #academicplanning, #extracurricularactivities, #financialaid, collegereadiness
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Website: ChasingtheWhimsy.com
Email: [email protected]
Patreon: @ChasingtheWhimsy
Twitter/X: @ChaseTheWhimsy
Instagram: @ChasingTheWhimsy
Youtube: @ChasingTheWhimsy
TikTok: @ChasingTheWhimsy
...more
1h 3min
January 26, 2026 #158: Starting Over and Courtney’s New Life
In this episode of Chasing the Whimsy, host Ben reconnects with Courtney, who shares her experiences living in Michigan after moving from Arizona. They discuss the challenges of adapting to cold weather, the ups and downs of her new job, and the joys and struggles of living independently with her cats. Courtney reflects on her personal growth, the importance of her relationships, and the humorous mishaps that come with her new life. Despite the challenges, she expresses gratitude for her newfound freedom and the support from her father.

Chasing the Whimsy, Courtney, weather, life changes, personal growth, work life, relationships, Michigan, podcast

Opening Theme created by Remedial M-Theory
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Website: ChasingtheWhimsy.com
Email: [email protected]
Patreon: @ChasingtheWhimsy
Twitter/X: @ChaseTheWhimsy
Instagram: @ChasingTheWhimsy
Youtube: @ChasingTheWhimsy
TikTok: @ChasingTheWhimsy
...more
1h 3min
January 19, 2026 #157: Old Man’s Highway of Memories
Old Man takes listeners on a reflective drive to work, sharing personal anecdotes and thoughts that arise during the journey. The conversation begins with a light-hearted introduction, where the host expresses a mix of excitement and urgency as they prepare for work. As they drive, they recount memories tied to various locations, including their childhood home, parks, and significant landmarks, illustrating how these places have shaped their experiences over the years. The host also reflects on the passage of time, the impact of their job on personal relationships, and the desire for change in their life, all while navigating familiar routes that evoke nostalgia and contemplation.#personalanecdotes, #dailycommute, #nostalgia, #worklifebalance, #selfreflection, #lifechanges, #podcasting, #driving stories

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Website: ChasingtheWhimsy.com
Email: [email protected]
Patreon: @ChasingtheWhimsy
Twitter/X: @ChaseTheWhimsy
Instagram: @ChasingTheWhimsy
Youtube: @ChasingTheWhimsy
TikTok: @ChasingTheWhimsy
...more
31min
January 12, 2026 #156- Welcome Inside Old Man’s Head (Take 2)
In this episode of Chasing the Whimsy, the host reflects on personal growth, family dynamics, and the challenges of creativity. The conversation delves into the therapeutic nature of discussing emotions, unexpected family interactions, and the impact of loneliness on mental health. The host shares insights on navigating relationships with children and the evolving concept of a nostalgia tour, all while maintaining a hopeful outlook for the future.

#podcast, #selfreflection, #familydynamics, #creativity, #emotionalgrowth, #loneliness, #nostalgia, #videoprojects, #personaldevelopment, #mentalhealth
Opening Theme created by Remedial M-Theory
Follow, Subscribe, Like, Comment, and Share:
Website: ChasingtheWhimsy.com
Email: [email protected]
Patreon: @ChasingtheWhimsy
Twitter/X: @ChaseTheWhimsy
Instagram: @ChasingTheWhimsy
Youtube: @ChasingTheWhimsy
TikTok: @ChasingTheWhimsy
...more
51min
January 05, 2026 #155: Sophia’s First Holiday Break from School
In this episode of Chasing the Whimsy, host Ben engages in a delightful conversation with his child about school, holiday adventures, playground activities, and the joys of pretend play. They discuss the excitement of returning to school, favorite toys for show and tell, and memorable family outings. The conversation also touches on New Year's reflections, upcoming birthdays, and the fun of video games, showcasing the imaginative world of childhood.
#podcast, #family, #children, #playtime, #school, #holidays, #creativity, #videogames, #parenting, #storytelling

Opening Theme created by Remedial M-Theory
Follow, Subscribe, Like, Comment, and Share:
Website: ChasingtheWhimsy.com
Email: [email protected]
Patreon: @ChasingtheWhimsy
Twitter/X: @ChaseTheWhimsy
Instagram: @ChasingTheWhimsy
Youtube: @ChasingTheWhimsy
TikTok: @ChasingTheWhimsy

...more
27min
December 31, 2025 #154: Whimsy Looks Back at ‘25 and Excited for ’26
In this episode, the hosts reflect on the year 2025, discussing their experiences, milestones, and personal growth throughout the year. They share insights from their podcasting journey, including the number of episodes produced, conventions attended, and the impact of community engagement. The conversation also touches on family dynamics, personal reflections, and aspirations for the upcoming year, 2026, emphasizing the importance of work-life balance and the joy of creating meaningful connections.

#2025review, #podcasting, #familydynamics, #conventions, #personalgrowth, #milestones, #communityengagement, #futuregoals, #reflections

Opening Theme created by Remedial M-Theory
Follow, Subscribe, Like, Comment, and Share:
Website: ChasingtheWhimsy.com
Email: [email protected]
Patreon: @ChasingtheWhimsy
Twitter/X: @ChaseTheWhimsy
Instagram: @ChasingTheWhimsy
Youtube: @ChasingTheWhimsy
TikTok: @ChasingTheWhimsy
...more
1h 14min
December 29, 2025 #153: Passion of the Fry Renaissance
In this episode, the hosts discuss a variety of topics including their recent recording hiatus, upcoming holiday plans, and the creative process behind their podcast scripts. They delve into inflation and the rising costs of living, particularly in relation to food prices. The conversation shifts to their favorite fast food chains, comparing menu items and personal preferences. They also reflect on movies from 1991, sharing nostalgic memories and insights. The episode concludes with plans for future episodes and a light-hearted discussion about their podcasting journey.

#podcast, #games, #inflation, #fastfood, #movies, #holiday, #creativity, #personalinsights, #nostalgia, #mindpockets

Opening Theme created by Remedial M-Theory
Follow, Subscribe, Like, Comment, and Share:
Website: ChasingtheWhimsy.com
Email: [email protected]
Patreon: @ChasingtheWhimsy
Twitter/X: @ChaseTheWhimsy
Instagram: @ChasingTheWhimsy
Youtube: @ChasingTheWhimsy
TikTok: @ChasingTheWhimsy

...more
1h 28min
December 22, 2025 #152: Flower Saves Christmas - A Challenge Episode
In this holiday episode of Chasing the Whimsy, the hosts engage in a lively discussion about their holiday shopping habits, the creation of a Christmas story, and their favorite Christmas movies. They explore the cultural significance of these films, debate what constitutes a Christmas movie, and share personal anecdotes about gift-giving traditions and family bonding during the festive season.
#holidayshopping, #Christmastraditions, #Christmasstory, #Christmasmovies, #giftgiving, #familybonding, #holidayspirit, #festiveseason, #Christmascheer,#holidaydiscussions

Opening Theme created by Remedial M-Theory
Follow, Subscribe, Like, Comment, and Share:
Website: ChasingtheWhimsy.com
Email: [email protected]
Patreon: @ChasingtheWhimsy
Twitter/X: @ChaseTheWhimsy
Instagram: @ChasingTheWhimsy
Youtube: @ChasingTheWhimsy
TikTok: @ChasingTheWhimsy
...more
1h 14min

FAQs about Chasing the Whimsy:

How many episodes does Chasing the Whimsy have?

The podcast currently has 199 episodes available.