Beyond Retirement: How to Design an Encore Career with Purpose — Jack Calhoun

Send us Fan Mail

On Healthy Mind, Healthy Life, host Avik Chakraborty digs into what really happens after you step away from the career you spent decades building. Guest Jack Calhoun, Founder & President of Encore Career Lab, explains why financial freedom alone doesn’t equal fulfillment, how identity loss creeps in post-exit, and how to build an intentional second act that blends purpose, autonomy, and meaningful impact. We cover the pitfalls of the “endless vacation” myth, the value of structure and accountability, and practical steps to map your encore path—so you don’t drift, but design. Optimized for YouTube, Facebook, Instagram, and LinkedIn search: encore career, post-retirement purpose, second act career, identity after work, purposeful retirement, midlife reinvention, career transition coaching.

About the guest  

Jack Calhoun grew a wealth-management firm from $50M to $1.5B AUM, exited in his early 50s, and learned firsthand that money planning isn’t life planning. Through Encore Career Lab, he helps high-achieving professionals craft mission-driven “encore” careers that use their unique abilities, wisdom, and autonomy.

Key takeaways  

• Retirement as “endless vacation” wears thin; purpose, structure, and community sustain wellbeing.

• Identity loss post-career is common; plan for purpose as intentionally as you plan finances.

• Design your encore around autonomy: what you do, for whom, where, and how.

• Mine your lived experience (“what I know now that I wish I knew then”) into advisory, coaching, or consulting offers.

• Don’t jump into low-fit ventures; pressure-test ideas with a clear framework before committing capital.

• Purposeful work in midlife can be both fulfilling and lucrative—scale is a choice.

• Future-proof now: build skills, relationships, and small pilots before your exit.

 

How to connect with the guest  

• Website: EncoreCareerLab.com

• LinkedIn: Jack Calhoun (search on LinkedIn)

• Email: jack@encorecareerlab.com

 

Want to be a guest on Healthy Mind, Healthy Life? DM on PM - Send me a message on PodMatchDM Me Here:https://www.podmatch.com/hostdetailpreview/avik

 

Disclaimer: This video is for educational and informational purposes only. The views expressed are the personal opinions of the guest and do not reflect the views of the host or Healthy Mind By Avik™️. We do not intend to harm, defame, or discredit any person, organization, brand, product, country, or profession mentioned. All third-party media used remain the property of their respective owners and are used under fair use for informational purposes. By watching, you acknowledge and accept this disclaimer.

Healthy Mind By Avik™️ is a global platform redefining mental health as a necessity, not a luxury. Born during the pandemic, it’s become a sanctuary for healing, growth, and mindful living. Hosted by Avik Chakraborty—storyteller, survivor, wellness advocate—this channel shares powerful podcasts and soul-nurturing conversations on:• Mental Health & Emotional Well-being• Mindfulness & Spiritual Growth• Holistic Healing & Conscious Living• Trauma Recovery & Self-Empowerment

With over 4,400+ episodes and 168.4K+ global listeners, join us as we unite voices, break stigma, and build a world where every story matters.Subscribe and be part of this healing journey.

ContactBrand: Healthy Mind By Avik™Email: join@healthymindbyavik.com | podcast@healthymindbyavik.comWebsite: www.healthymindbyavik.comBased in: India & USA

Open to collaborations, guest appearances, coaching, and strategic partnerships. Let's connect to create a ripple effect of positivity.

CHECK PODCAST SHOWS & BE A GUEST:Listen to our 17 Podcast Shows: https://www.podbean.com/podcast-network/healthymindbyavikBe a guest on our other shows: https://www.healthymindbyavik.com/beaguestVideo Testimonial: https://www.healthymindbyavik.com/testimonialsJoin Our Guest & Listener Community: https://nas.io/healthymindSubscribe To Newsletter: https://healthymindbyavik.substack.com/

OUR SERVICESBusiness Podcast Management - https://ourofferings.healthymindbyavik.com/corporatepodcasting/Individual Podcast Management - https://ourofferings.healthymindbyavik.com/Podcasting/Share Your Story With World - https://ourofferings.healthymindbyavik.com/shareyourstory

STAY TUNED AND FOLLOW US!Medium - https://medium.com/@contentbyavikYouTube - https://www.youtube.com/@healthymindbyavikInstagram - https://www.instagram.com/healthyminds.pod/Facebook - https://www.facebook.com/podcast.healthymindLinkedin Page - https://www.linkedin.com/company/healthymindbyavikLinkedIn - https://www.linkedin.com/in/avikchakrabortypodcaster/Twitter - https://twitter.com/podhealthclubPinterest - https://www.pinterest.com/Avikpodhealth/

SHARE YOUR REVIEWShare your Google Review - https://www.podpage.com/bizblend/reviews/new/Share a video Testimonial (displayed on our website) - https://famewall.healthymindbyavik.com/

Because every story matters and yours could be the one that lights the way!

#podmatch #healthymind #healthymindbyavik #wellness #HealthyMindByAvik #MentalHealthAwareness#comedypodcast #truecrimepodcast #historypodcast, #startupspodcast #podcasthost #podcasttips, #podcaststudio #podcastseries #podcastformentalhealth #podcastforentrepreneurs, #podcastformoms #femalepodcasters, #podcastcommunity #podcastgoals #podcastrecommendations #bestpodcast, #podc

Support the show

Want to Be a Guest on Healthy Mind, Healthy Life? 👉  DM me on PodMatch 

💬 Want to come on the show? Be a Guest 

🌐 Explore the full network  | 📨 Newsletter | 👥 LinkedIn Community

This isn't self-help. It's self-honesty.

💼 Sponsor Our Show | 🎬 Check Our Services

📌 Disclaimer This episode is for educational and informational purposes only. Guest views are personal and do not represent the host or Healthy Mind by Avik™. The Network does not verify or endorse guest statements. Nothing here is medical, legal, financial, or professional advice, please consult a qualified professional. Engage critically. Third-party content referenced under fair use. Guests are responsible for their own statements. Concerns? Contact us | Full disclaimer.

By listening, you accept this disclaimer in full.