Phoenix Prosperity Podcast
”Welcome to ’The Phoenix Prosperity Podcast,’ where wealth meets legacy. Join your host, Tim Fergestad, as we explore the journeys of Phoenix’s finest to success and beyond.”
This podcast will examine the powerful interplay between personal achievement and the enduring legacy it creates. And Tim explores the idea that success isn’t just about what you achieve but what you leave behind for others, focusing on the impact of wealth used wisely.
Find the Phoenix Prosperity Podcast wherever you get your podcasts and build your legacy.
Hosted by Tim Fergestad, Ph.D. More at https://timfergestad.com/
”Welcome to ’The Phoenix Prosperity Podcast,’ where wealth meets legacy. Join your host, Tim Fergestad, as we explore the journeys of Phoenix’s finest to success and beyond.”
This podcast will examine the powerful interplay between personal achievement and the enduring legacy it creates. And Tim explores the idea that success isn’t just about what you achieve but what you leave behind for others, focusing on the impact of wealth used wisely.
Find the Phoenix Prosperity Podcast wherever you get your podcasts and build your legacy.
Hosted by Tim Fergestad, Ph.D. More at https://timfergestad.com/
Episodes

26 minutes ago
Leading Global Teams in a Digital World with Jay Kapadia
26 minutes ago
26 minutes ago
34 min
Leading Global Teams in a Digital World with Jay Kapadia
What does it take to lead people when technology, teams, and entire industries are changing faster than ever?
In this episode of the Phoenix Prosperity Podcast, Tim Fergestad talks with technology executive Jay Kapadia about the leadership principles that stay important even when everything else changes.
Jay brings more than 23 years of experience in technology, software, and life sciences. His career has taken him from semiconductor technology to software development, SaaS products, and leadership of teams working across countries and cultures.
Jay explains why great leadership starts with values. He shares his idea of three "permission to play" values: mental fitness, physical fitness, and financial fitness. These create a foundation for leaders to build their core and aspirational values.
Tim and Jay also explore what happens as companies grow. Jay believes one of the first things to break is decision-making when leaders are not in the room. Maintaining culture requires leaders to communicate their values and expectations repeatedly so people understand how to make good decisions on their own.
Jay also shares the importance of creating a "learn-it-all" culture instead of a "know-it-all" culture. Experience matters, but yesterday's answers may not solve today's problems. AI, changing markets, new customer expectations, and global teams make curiosity and adaptability more valuable than ever.
The conversation also explores the challenges of leading teams across the United States, India, France, Italy, and other parts of the world. Different cultures communicate, debate, and respond to leadership differently. Understanding those differences can help leaders avoid taking communication styles personally and keep everyone focused on a shared goal.
Jay also discusses one leadership lesson he learned the hard way: delaying difficult conversations can hurt an entire team. Leaders need to address problems with candor while still treating people with respect.
Throughout the conversation, Jay returns to a simple idea: leaders do not need to have every answer. They need strong values, curiosity, good people around them, and confidence that the team can adapt together.
Listen in for a thoughtful conversation about building strong teams and becoming a better leader in a world that never stops changing.
----------------------------------- Interested in being part of this? Please visit our guest invitation page where you can learn more and fill out a brief questionnaire to get started: https://phoenixprosperitypodcast.com/guest It’s going to be enlightening and, most importantly, a lot of fun. I’d love for you to be a part of it!
26 minutes ago
34 min

3 days ago
3 days ago
34 min
Healthcare, AI & Human Judgement with Jeff Spight
What will make a great leader stand out when AI can analyze data, build strategies, and recommend decisions in seconds?
Tim Fergestad sits down with healthcare entrepreneur and Stanford MBA Jeff Spight to explore that question and much more.
Jeff has spent more than 20 years building and leading healthcare organizations across behavioral health, value-based care, Medicare Advantage, and specialty healthcare. His work has given him a close look at some of the biggest challenges in healthcare—and why solving the right problem matters more than building a complicated solution.
Jeff shares the story behind MIND 24-7, an Arizona behavioral health organization designed around a simple idea: when someone is in a mental health crisis, get them in front of the right professional quickly. He explains how rethinking the traditional process helped create a different approach to behavioral healthcare for both adults and children.
Tim and Jeff also discuss Jeff's work with Covenant Specialty Health and his vision for more patient-centered cancer care. Jeff explains how changing incentives, bringing specialists into treatment decisions, and using AI to identify potential clinical trials could help patients get better access to the right care.
Then the conversation turns to AI and leadership.
As AI becomes better at analysis, Jeff believes one human capability will become increasingly valuable: judgment.
AI can help leaders evaluate choices quickly, but leaders still need to know which questions to ask, which problems actually matter, and when the best answer may be something outside the obvious choices.
Jeff also introduces his idea of a “Judgment Gym”—a way to deliberately practice making better decisions in a world where technology can do more of the analytical work for us.
It’s a thoughtful conversation about healthcare, mental health, leadership, AI, and why keeping people at the center of the problem still matters.
----------------------------------- Interested in being part of this? Please visit our guest invitation page where you can learn more and fill out a brief questionnaire to get started: https://phoenixprosperitypodcast.com/guest It’s going to be enlightening and, most importantly, a lot of fun. I’d love for you to be a part of it!
Hosted by Tim Fergestad, Ph.D. More at https://timfergestad.com/
3 days ago
34 min

Sep 10, 2026
Sep 10, 2026
20 min
Buying Right, Operating Better: Multifamily with Gary Lipsky
What does it take to succeed in multifamily real estate when the market changes?
In this episode of the Phoenix Prosperity Podcast, Tim Fergestad sits down with Gary Lipsky, founder and president of Break of Day Capital. Gary has raised more than $100 million and acquired over 2,000 apartment units.
Gary shares some of the biggest lessons he has learned along the way. One of the most important is the danger of taking on too much debt. Cheap money and high leverage can make projected returns look better, but they can also create serious problems when interest rates and market conditions change.
Tim and Gary also talk about why Gary has focused heavily on Arizona, especially Tucson. Gary explains why knowing one market deeply can give an investor an advantage. Strong broker relationships, years of local data, and hands-on operations can help an investor spot opportunities that others miss.
Gary also explains what “true value-add” means. It is not just putting new finishes inside apartments and raising rents. Better management, fixing neglected properties, improving the resident experience, and creating a better place to live can all add real value.
The conversation also covers what passive investors should look for before choosing a real estate sponsor. Gary believes investors should look beyond a projected IRR and ask important questions about the sponsor. Do they have experience? Do they communicate well? Do they invest alongside their investors? Do they truly know the markets where they buy?
Gary and Tim also discuss today’s multifamily market and why Gary believes conservative underwriting is especially important. Rather than relying on aggressive rent growth or optimistic exit assumptions, he focuses on buying well, knowing the market, and operating properties effectively over time.
Gary also shares why he is optimistic about the opportunities ahead for multifamily investors.
----------------------------------- Interested in being part of this? Please visit our guest invitation page where you can learn more and fill out a brief questionnaire to get started: https://phoenixprosperitypodcast.com/guest It’s going to be enlightening and, most importantly, a lot of fun. I’d love for you to be a part of it!
Hosted by Tim Fergestad, Ph.D. More at https://timfergestad.com/
Sep 10, 2026
20 min

Sep 8, 2026
Sep 8, 2026
40 min
Healthcare Regulations, Real Estate & Senior Living with Jennifer Wassermann
What does it really take to own and operate an assisted living business?
In this episode of the Phoenix Prosperity Podcast, Tim Fergestad sits down with Jennifer Wassermann, a healthcare regulatory attorney, commercial real estate professional, and former assisted living owner.
Jennifer brings a rare point of view. She has worked with senior housing as an investor and owner, lived through the challenges of operating assisted living homes before, during, and after COVID, and now helps healthcare businesses and professionals navigate complex legal and regulatory issues.
Tim and Jennifer talk about the growing need for senior living as people live longer and require more help later in life. They explore the differences between residential assisted living homes and larger assisted living centers, and why the right choice depends on much more than a beautiful building.
Jennifer also explains why assisted living should never be viewed as simply a real estate investment. Behind every bed is a person who needs care, and behind every facility is a heavily regulated business that must operate 24 hours a day, 365 days a year.
The conversation covers nutrition, hydration, staffing, resident safety, licensing, inspections, professional board complaints, and some of the mistakes that can create serious problems for otherwise caring and capable operators.
Jennifer also shares why owners cannot simply assume their managers are handling every compliance requirement. In a regulated industry, good intentions are not enough. Owners and operators need to understand their responsibilities and make sure the proper systems are being followed.
Tim and Jennifer also discuss what happens when healthcare professionals or businesses disagree with a state agency. Jennifer explains how administrative hearings and appeals can give licensees a way to challenge government decisions and protect their businesses and careers.
For Jennifer, senior living ultimately comes back to people. Caring for older and vulnerable adults can be rewarding, but it also carries tremendous responsibility.
If you are involved in assisted living, healthcare, senior housing, commercial real estate, or another regulated healthcare business, this episode offers an inside look at the opportunities, risks, and responsibilities that come with serving this growing population.
----------------------------------- Interested in being part of this? Please visit our guest invitation page where you can learn more and fill out a brief questionnaire to get started: https://phoenixprosperitypodcast.com/guest It’s going to be enlightening and, most importantly, a lot of fun. I’d love for you to be a part of it!
Hosted by Tim Fergestad, Ph.D. More at https://timfergestad.com/
Sep 8, 2026
40 min

Aug 27, 2026
Aug 27, 2026
26 min
What does it take to stop working only in your business and start building a business that can grow beyond you?
In this episode of the Phoenix Prosperity Podcast with Tim Fergestad, Tim sits down with Justin Tash, co-founder of BTL Family Law and creator of Growth Pilot OS.
Justin and his partners started BTL Family Law with four people, a co-working space, $10,000, and a credit card. Over the years, they grew the firm into a seven-figure family law practice serving the Phoenix metro area.
But that growth required Justin to make an important change. He realized that whenever his legal caseload became busy, the growth of the firm slowed down. Eventually, he stopped taking clients and shifted his focus to growing and developing the business. As Justin puts it, he went from being an attorney who owned a law firm to a CEO who happened to be an attorney.
Tim and Justin discuss why consistency often matters more than chasing the newest marketing idea. Justin explains how small daily actions can compound over time and why entrepreneurs need to stay focused on what is already working.
They also talk about hiring, culture, delegation, and systems. Justin shares why professional service businesses need systems that remove frustration without taking away the human relationships that clients value.
Justin also introduces Growth Pilot OS, a web-based platform he created for early-stage entrepreneurs and solopreneurs. The system helps business owners create a focused 30-day plan, track daily activities and KPIs, and build accountability into their routines. Its AI-powered tools are designed not simply to give entrepreneurs answers, but to help them think through problems, ask better questions, and become more confident decision-makers.
Justin also shares one of the biggest lessons he would take back to the beginning of his entrepreneurial journey: know exactly who you want to serve and stay focused on that customer.
----------------------------------- Interested in being part of this? Please visit our guest invitation page where you can learn more and fill out a brief questionnaire to get started: https://phoenixprosperitypodcast.com/guest It’s going to be enlightening and, most importantly, a lot of fun. I’d love for you to be a part of it!
Aug 27, 2026
26 min

Aug 25, 2026
Breaking Into Companies with Trevin Edgeworth
Aug 25, 2026
Aug 25, 2026
39 min
In this episode of the Phoenix Prosperity Podcast, Tim Fergestad talks with cybersecurity leader Trevin Edgeworth about the fascinating world of red teaming. Trevin has spent about 25 years in cybersecurity and has built and led security programs and red teams for major organizations.
Trevin explains that red teaming is much more than trying to hack into a computer. A real attacker may use technology, physical access, social engineering, phishing, stolen credentials, or a combination of methods. Red teams safely recreate these attacks with a company's permission to discover what could happen before a real attacker gets the chance.
Tim and Trevin also explore how artificial intelligence is changing cybersecurity. AI can help attackers find vulnerabilities, create more convincing phishing messages, and analyze huge amounts of information. At the same time, AI gives cybersecurity professionals powerful new tools. Trevin describes AI as an "Iron Man suit" for security professionals — technology that makes skilled people more capable rather than replacing the human in the middle.
The conversation also covers one of the biggest cybersecurity risks of all: people. Phishing attacks have become much harder to spot because AI can create polished, convincing messages. Trevin explains why people need to pay more attention to the context of an email instead of simply looking for spelling mistakes or bad grammar.
For business owners, Trevin shares common weaknesses his teams have discovered across hundreds of red-team engagements. These include poor network segmentation, passwords and credentials stored where they shouldn't be, users receiving more access than they need, inadequate protections around employees, and security products that are installed without being customized for the company's actual environment.
----------------------------------- Interested in being part of this? Please visit our guest invitation page where you can learn more and fill out a brief questionnaire to get started: https://phoenixprosperitypodcast.com/guest It’s going to be enlightening and, most importantly, a lot of fun. I’d love for you to be a part of it!
Aug 25, 2026
39 min

Aug 24, 2026

Aug 21, 2026
The Work Behind the Laughs with Tony Vicich
Aug 21, 2026
Aug 21, 2026
49 min
In this episode of the Phoenix Prosperity Podcast, Tim Fergestad sits down with veteran comedian, entrepreneur, and ComedySchools.com founder Tony Vicich to talk about the work that happens long before a comedian steps into the spotlight.
Tony spent 15 years touring as a stand-up comedian before an unexpected opportunity led him into teaching. What started with a small workshop in a San Diego hotel boardroom eventually grew into ComedySchools.com, where Tony has helped aspiring comedians develop their skills and find their own voices.
Tony explains why becoming a strong performer is less about trying to “act like a comic” and more about learning how to be yourself while people are watching. As he puts it, that takes practice.
The conversation also explores what Tony has learned from decades of teaching. One of the biggest lessons is empathy. Instead of tearing students down, Tony believes his role is to help them discover what works for them while continuing to learn alongside them.
Tim and Tony also discuss the difference between being naturally funny and being able to consistently perform on stage. Tony shares stories of former students, including Josh McDermitt and Michael Longfellow, and explains why determination, instruction, and good practice matter more than expecting instant success.
They also explore the business behind comedy, how the industry has changed since Tony began performing, the impact of social media, and why Tony believes artificial intelligence could actually help create a new golden age for live entertainment.
For Tony, success in comedy comes back to something simple: learn how to do the work, practice it well, and keep showing up.
----------------------------------- Interested in being part of this? Please visit our guest invitation page where you can learn more and fill out a brief questionnaire to get started: https://phoenixprosperitypodcast.com/guest It’s going to be enlightening and, most importantly, a lot of fun. I’d love for you to be a part of it!
Aug 21, 2026
49 min

Aug 19, 2026
Aug 19, 2026
54 min
In this episode of the Phoenix Prosperity Podcast, Tim Fergestad welcomes back physician, scientist, biotech leader, and investor Bret Bostwick for a wide-ranging conversation about family, curiosity, biotechnology, artificial intelligence, and making thoughtful choices about how we spend our time.
Bret shares why he treats information much like a diet. Rather than constantly consuming news, research, and social media, he prefers high-quality information in smaller amounts, followed by time to think. That same philosophy carries into his approach to parenting. Bret discusses the value of intentional boredom, giving children room to explore their curiosity, and being thoughtful about smartphones and screen time.
The conversation also explores Bret and his wife's decision to move their family onto a catamaran for two years. They homeschooled—or "boat schooled"—their children while traveling through the Bahamas, Caribbean, and East Coast of the United States. Bret explains why the family eventually returned to life on land and why he thinks of life in chapters rather than trying to fit every experience into every season.
From there, Tim and Bret dive into science.
Bret explains what first fascinated him about the Human Genome Project and how that interest led him into medical genetics, biotechnology, and drug development. He offers an accessible explanation of RNA interference and discusses his experience helping bring this technology into the human brain.
They also explore some of the biggest opportunities ahead for medicine. Bret describes how artificial intelligence may uncover information already hiding inside EKGs, mammograms, electronic health records, genomic data, and other medical information collected every day.
Finally, Bret and Tim look toward a future in which AI may exceed human intelligence. Bret describes this moment as having a front-row seat to an extraordinary period in human history—one filled with enormous opportunity, unanswered questions, and real risks.
----------------------------------- Interested in being part of this? Please visit our guest invitation page where you can learn more and fill out a brief questionnaire to get started: https://phoenixprosperitypodcast.com/guest It’s going to be enlightening and, most importantly, a lot of fun. I’d love for you to be a part of it!
Aug 19, 2026
54 min

Aug 12, 2026
Aug 12, 2026
40 min
Building Success as a Couple: Marriage, Money, and the Six F’s with Vince Mathis
What happens when a couple intentionally plans their future together instead of simply reacting to life's challenges?
In this episode of the Phoenix Prosperity Podcast, Tim Fergestad sits down with Vince Mathis—Army Reserve officer, corporate analytics leader, real estate investor, and co-founder of Epic Couples—to discuss how intentional conversations, shared goals, and strong communication can transform both relationships and financial success.
Vince shares his journey from growing up in a military family where he witnessed the challenges of marriage to building a thriving partnership with his wife, Allie. Together, they have grown a real estate portfolio of 35 rental units while creating Epic Couples, a community dedicated to helping couples strengthen their relationships through annual retreats and intentional goal-setting.
A major theme throughout the conversation is the importance of creating space for meaningful conversations. Vince explains how one evening spent discussing dreams, fears, and financial goals became the turning point that launched their investing journey and ultimately inspired the Epic Couples retreat experience.
Listeners will also discover Vince's framework known as the Six F's:
Faith & Mindset
Finance, Career & Business
Fitness & Health
Friends & Community
Family
Freedom
Rather than focusing on money alone, Vince explains how each area works together to build a balanced, fulfilling life.
Tim and Vince also discuss:
Why fear-setting can be more powerful than goal-setting
Lessons learned from investing in real estate across the country
How couples can divide responsibilities while working together
Building multiple streams of income without sacrificing family
The value of intentional retreats for personal and financial growth
Creating habits that lead to long-term success
Why community and accountability are essential for couples and entrepreneurs
----------------------------------- Interested in being part of this? Please visit our guest invitation page where you can learn more and fill out a brief questionnaire to get started: https://phoenixprosperitypodcast.com/guest It’s going to be enlightening and, most importantly, a lot of fun. I’d love for you to be a part of it!
Aug 12, 2026
40 min
About The Host
Tim Fergestad, Ph.D.
Tim is a scientist and private-market investor, and the founder of Oak Street Assets. He spent years in molecular neuroscience before moving into private markets, and he writes about applying scientific thinking to investing and decisions under uncertainty at timfergestad.com.








