In this episode, host Shawn Terrell shares personal anecdotes about prioritizing life experiences over mundane tasks like lawn care, drawing parallels to how dentists should approach their financial futures.
The conversation emphasizes the need for a strategic approach to retirement planning, including income strategies, tax optimization, and intentional legacy planning.
Shawn also believes that not all dentists will need to stress about their finances in their post clinical lives.
Chapters
00:00 Introduction to Life After Dentistry
06:11 Deciding How Much to Care About Money
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Dentist Exit Planning:
Website: dentistexit.com
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In this episode, Shawn Terrell provides updates on his own Roth IRA conversion, which was previously discussed on Podcast Episode 95, released in January of 2025.
In this update episode, Shawn dicusses what he learned about his Roth conversion when filing his 2024 taxes and analyzes his decision to execute this tax planning strategy.
He reflects on the federal and state tax implications, the importance of accurate tax reporting, and strategies to avoid underpayment penalties.
He shares insights on planning for tax conversions and emphasizes the long-term benefits of converting to a Roth IRA, despite some unexpected challenges during the process.
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Dentist Exit Planning:
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In this episode of Dentists, Puns and Money, host Shawn Terrell discusses the recent market volatility and its implications for dentists nearing retirement.
Shawn emphasizes the importance of acknowledging anxiety about financial losses, understanding the cyclical nature of the market, and having a solid financial plan in place.
He also highlights the need to look for opportunities during market dips and advises listeners to limit exposure to anxiety-inducing news and social media.
Chapters
00:00 Introduction to Market Volatility
02:51 Understanding Market Fluctuations
05:28 Planning for Financial Security
08:40 Navigating News and Anxiety
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Dentist Exit Planning:
Website: dentistexit.com
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In this episode of Dentists, Puns, and Money, host Shawn Terrell discusses the multifaceted aspects of retirement beyond financial planning.
He emphasizes the importance of maintaining physical health, staying updated with technology, nurturing friendships, and finding purpose in life after clinical practice.
Through personal anecdotes and insights, Shawn highlights how these elements contribute to a fulfilling retirement experience.
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Dentist Exit Planning:
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In this 100th episode of the podcast, host Shawn Terrell reflects on the evolution of 'Dentists, Puns and Money' since its inception during the pandemic. He discusses changes in format, frequency, and personal experiences, particularly regarding health challenges.
Shawn emphasizes the importance of recognizing both changes and constants in life, especially for dentists planning their future after clinical practice.
He encourages listeners to contemplate what truly matters in their financial and personal lives as they transition into retirement.
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Dentist Exit Planning:
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In this episode, Shawn Terrell discusses the importance of living a fulfilling life beyond the confines of dentistry. He introduces the concept of a 'billboard question' inspired by Tim Ferriss, encouraging listeners to reflect on their life philosophies.
Takeaways
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Dentist Exit Planning:
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Summary
In this episode of Dentists, Puns, and Money, host Shawn Terrell discusses the unexpected challenges faced by dental practice owners and the importance of financial planning for life after clinical dentistry. He shares a story of a practice owner who experienced a series of unfortunate events, emphasizing the need to expect the unexpected.
Takeaways
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Dentist Exit Planning:
Website: dentistexit.com
Email Shawn at: shawn@dentistexit.com
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Summary
In this episode of Dentists, Puns and Money, host Shawn Terrell discusses the importance of tax preparation for dentists, sharing personal anecdotes and practical tips. He emphasizes the significance of a tax filing checklist to avoid common mistakes and ensure all necessary documents are accounted for.
Takeaways
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Dentist Exit Planning:
Website: dentistexit.com
Email Shawn at: shawn@dentistexit.com
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In this episode of 'Dentists, Puns and Money', host Shawn Terrell uses a popular internet meme from a few years back to explore challenges older clients sometimes have with navigating technology. This could be a growing issue as more and more Baby Boomers enter retirement and are charged with using newer technology to handle the financial piece of their post-clinical life. Shawn emphasizes the importance of human interaction and support in navigating these technological hurdles and seeks feedback from the audience on potential solutions.
Takeaways
 
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Email Shawn at: shawn@dentistexit.com
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In this episode, Shawn Terrell discusses the importance of being your own best client or patient, and how that relates to his own personal financial situation. He shares his experience with his own Roth IRA conversions and what he learned about timing and strategy in tax planning. As tax laws change after 2025, he provides insights on how to navigate these changes effectively to optimize tax savings.
Takeaways
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Dentist Exit Planning:
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In this episode, Shawn Terrell discusses essential financial planning strategies for dentists in 2025, focusing on key numbers that will impact retirement savings and tax planning. He highlights the importance of understanding catch-up contributions, especially for those nearing retirement, and provides resources for listeners to access updated financial information.
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Takeaways
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Dentist Exit Planning:
Website: dentistexit.com
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In this episode of Dentists, Puns, and Money, host Shawn Terrell discusses essential financial considerations for dentists as they approach the end of 2024. He emphasizes the importance of planning for taxes, including converting to a Roth IRA, understanding required minimum distributions, and utilizing tax loss harvesting strategies. Shawn also highlights the significance of being aware of income thresholds that could affect tax brackets and offers a downloadable checklist for listeners to help them stay organized during the busy holiday season.
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Takeaways
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Dentist Exit Planning:
Website: dentistexit.com
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In this episode, Shawn Terrell shares valuable money lessons learned from his near-death experience and strokes in 2023. He emphasizes the importance of organization, accessibility of important documents, and the necessity of disability insurance. Through personal anecdotes and practical advice, he encourages listeners to take proactive steps in managing their finances and preparing for unforeseen circumstances.
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Takeaways
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Dentist Exit Planning:
Website: dentistexit.com
Email Shawn at: shawn@dentistexit.com
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Summary
In this episode, Shawn Terrell reflects on his near-death experience and shares profound life lessons learned from it. He discusses the importance of balancing work and life, the inevitability of health changes, and the significance of relationships during tough times. Shawn emphasizes the need to enjoy life in the present rather than waiting for retirement and highlights how unexpected challenges can reshape our perspectives.
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Takeaways
People spend too much of their lives focused on work.
It's important to enjoy life while you're in the middle of it.
Health changes can become a central focus of life.
You can't account for everything in life.
Pay attention to who shows up for you during hard times.
Not everyone wants to think about dying.
Friends may show support in different ways.
Life is unpredictable and requires flexibility.
The importance of health cannot be overstated.
No dress rehearsal, this is our lives.
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Summary
In this episode, Shawn Terrell shares his harrowing experience of suffering a second stroke in June 2023. He recounts the moments leading up to the stroke, the struggle to call for help, and the emergency response that ultimately saved his life. After a thrombectomy procedure, he reflects on his recovery journey and the support from his family and healthcare professionals. Shawn emphasizes the importance of awareness and quick action in medical emergencies, and he invites listeners to share their thoughts on future topics for the podcast.
Takeaways
The realization of having a stroke can be shocking.
Immediate help is crucial during a medical emergency.
Communication can be challenging when incapacitated.
Family support plays a vital role in recovery.
Medical professionals can make a significant difference.
Awareness of stroke symptoms is essential.
Recovery can be a long and challenging process.
Surviving a stroke can lead to a new perspective on life.
Listener feedback can guide future podcast topics.
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Website: dentistexit.com
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Keywords
stroke, health challenges, recovery, emergency response, personal story, resilience, medical journey, family support, thrombectomy, ICU
Summary
In this episode, Shawn Terrell shares his personal health journey, detailing the alarming onset of double vision that led to a series of medical evaluations and ultimately a diagnosis of arterial dissection following a small stroke. He recounts the emotional and physical challenges faced during his hospital transfers, the diagnostic process, and the subsequent treatment plan that emphasized recovery through time. Shawn reflects on the experience, highlighting the importance of awareness and timely medical intervention.
Sound Bites
"I started experiencing double-vision."
"I had a small stroke, which sort of blew me away."
"No brain tumor, good. Arterial dissection, bad."
Takeaways
The onset of double vision can indicate serious health issues.
Emergency medical responses can be critical in health crises.
Understanding strokes is essential for timely treatment.
Arterial dissections can lead to significant health complications.
Recovery from a stroke often requires patience and time.
Hospital experiences can be emotionally challenging.
Communication with medical professionals is vital during emergencies.
Personal health journeys can be unpredictable and frightening.
Awareness of symptoms can lead to quicker medical intervention.
Support from loved ones is crucial during health challenges.
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Website: dentistexit.com
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Summary
In this episode of 'Dentists, Puns and Money', host Shawn Terrell returns after a long hiatus due to health issues, specifically two strokes he experienced in June 2023. He discusses his recovery journey and outlines the new format of the podcast, which will focus on solo episodes and the intersection of life and financial planning for dentists. Shawn emphasizes the importance of sharing his personal health story as part of his narrative moving forward, aiming to connect with listeners on a deeper level.
Takeaways
Shawn Terrell returns to podcasting after a year-long break.
He experienced two strokes in June 2023, impacting his life significantly.
The podcast will focus on solo episodes for the time being.
Future topics will integrate life experiences with financial planning.
Shawn aims to share his health journey to connect with listeners.
He emphasizes the importance of understanding personal stories in professional contexts.
The podcast will now include video content alongside audio.
Regularity in podcast releases is a priority moving forward.
Shawn wants to weave personal experiences into financial discussions.
He expresses gratitude to listeners for their support. 
Find out more about how our firm helps dentists exiting clinical with tax planning and income optimization by visiting our website, which is dentistexit.com.
Dentist Exit Planning Resources:
Website: dentistexit.com
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Keywords
dentistry, podcast, financial planning, health journey, personal story, life intersection, near-death experience, solo podcast, podcast format, dentist exit planning
In this episode Dentists, Puns, & Money, we visit with Dr. Jeff Priluck.
Dr. Priluck is a semi-retired dentist from the Atlanta, GA area who has chosen to remain active with clinical dentistry, even after selling his private dental practice that he owned for 38 years. 
He's continued to practice part-time because he loves clinical dentistry. 
Learn more about his transition into semi-retirement in this episode. 
Among the topics Dr. Jeff and Shawn discuss: 
Plus, Dr. Jeff's joke at the end of our episode is an all-timer: 
As a reminder, you can get all the information discussed in today’s conversation by visiting our website dentistexit.com and clicking on the Podcast tab.
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More information about Dr. Jeff Priluck and this episode:
LinkedIn: linkedin.com/in/jeffrey-priluck-3aa51b45/
Email: drpriluck@aol.com
Lolabees Dental Coaching: lolabeescareercoaching.com
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Dentist Exit Planning Resources:
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Schedule a Discovery Meeting with Shawn
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In this episode Dentists, Puns, & Money, we visit with Robert Montgomery III, Esquire.
Robert is an attorney with a specialty focus on the legal and business needs of dentists.
In 1997, Rob founded Your Dental Lawyer, a boutique law firm based in Philadelphia, and he's been working with dentists ever since.
Among the topics Robert and Shawn discuss:
Rob has worked on over a thousand dental deals during his career, ranging from practice start-ups to equity buy-ins and complex practice acquisitions.
Rob focuses his practice on the legal and business needs of the firm’s dental clients, advising on practice acquisitions
and sales, practice start-ups and lease negotiations, buy-ins, partnership agreements, employment matters, forming
and structuring dental service organizations, operational issues, financing, real estate sales and acquisitions, as well as
general corporate and business matters.
Rob regularly lectures to audiences across the country and is a frequent speaker for Ideal Practices, a highly regarded
national dental practice start-up consulting firm.
Rob is also the co-founder and co-host of The Dental Amigos Podcast.
As a reminder, you can get all the information discussed in today’s conversation by visiting our website dentistexit.com and clicking on the Podcast tab. 
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More information about Robert Montgomery III and his dental-related connections:
Firm Website: YourDentalLawyer.com
Consulting Website: IdealPractices.com
Podcast Website: TheDentalAmigos.com
Instagram: yourdentallawyer
Facebook: facebook.com/dentallaw
LinkedIn: linkedin.com/in/roberthmontgomeryiii
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Health Savings Accounts don't often attract as much attention as Backdoor Roth IRA's or other tax savings strategies.
But HSA's can be a valuable piece of a lifetime tax reduction plan with better understanding and better execution of a long-term contribution and distibrution strategies
In this episode Dentists, Puns, & Money, Shawn Terrell shares the 13 Things You Might Not Know About Health Savings Accounts.
Listen to learn more about:
Find out more about how our firm helps dentists exiting clinical with tax planning and income optimization by visiting our website, which is dentistexit.com.
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Dentist Exit Planning Resources:
Website: dentistexit.com
Schedule a Discovery Meeting with Shawn
Sign-Up for Dentist Exit Email Newsletter
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