Episode 116 - RSUs vs. RSOs and What Employees Should Know

Episode 118 – JR Lay on Failure, Growth, & the Cost of Hustle Culture

What if the biggest turning point in your life starts with a difficult question? In this conversation, Jeremiah, Laura, and special guest JR Lay explore the tension many entrepreneurs and high achievers quietly carry beneath the surface. From identity and ambition to disruption, adaptability, and purpose, this discussion goes far beyond business strategy. JR shares personal stories about building businesses, navigating burnout, redefining failure, and learning how wisdom often grows through discomfort. Together, they unpack why perspective matters so much in seasons of uncertainty and how the stories we tell ourselves shape the future we create. Whether you are navigating a career transition, building a business, leading a family, or simply feeling stretched by change, this episode offers a thoughtful perspective on growth, resilience, and becoming who you are meant to become. #BuildingWealthyHabits #EntrepreneurMindset #PersonalGrowth #Leadership #FinancialPlanning #BusinessOwners #WealthManagement #Entrepreneur Chapters: 00:00 Why failure may be the wrong word 03:15 Disruption, perspective, and adaptability 07:30 Why your story is more valuable than you think 11:00 JR Lay's entrepreneurial journey and turning points 20:55 Faith, fear, discomfort, and personal growth Connect with JR Lay: LinkedIn: https://www.linkedin.com/in/jrwlay/ [https://www.linkedin.com/in/jrwlay/] Connect with Jeremiah: LinkedIn: https://www.linkedin.com/in/jeremiahjlee/ [https://www.linkedin.com/in/jeremiahjlee/] Email: Jeremiah@tricordadvisors.com [Jeremiah@tricordadvisors.com] Connect with Laura: LinkedIn: https://www.linkedin.com/in/laura-lee-59a83610/ [https://www.linkedin.com/in/laura-lee-59a83610/] Email: Laura@tricordadvisors.com [Laura@tricordadvisors.com] --- Information and ideas discussed are general in nature and should not be considered specific financial, legal, or tax advice. This content is for informational purposes only and does not create an advisory, fiduciary, or attorney-client relationship. All investments involve risk, including the possible loss of principal. Past performance does not guarantee future results. Examples discussed are hypothetical and for illustrative purposes only. Individual situations will vary. You should consult your own financial advisor, tax professional, or attorney before making any decisions. Advisory services offered through TriCord Advisors, Inc., a Registered Investment Adviser. Jeremiah Lee is a California licensed attorney. Randy Barkley is a life insurance agent (CA License #0518567).

Episode 117 - Don't Miss the Moment! Preparing for a Business Exit

A business sale can create uncertainty and a long list of financial and planning decisions all at once. The months before and after an exit often become an important planning window in a business owner's life. Jeremiah and Laura walk through several planning considerations that may help business owners prepare for a high-income year, evaluate tax planning considerations, and align financial decisions with long-term goals for family, charitable giving, and broader planning considerations. They also discuss why preparation matters long before a transaction is finalized and why coordinated planning with advisors, CPAs, and estate attorneys may help provide additional planning clarity. #BusinessOwner #TaxPlanning #EstatePlanning #FinancialPlanning #WealthManagement --- Information and ideas discussed are general comments and cannot be relied upon as pertaining to your specific situation, do not constitute legal/financial advice, and do not create an attorney-client or fiduciary relationship. Examples discussed are fictional. You should consult your own advisor/attorney and do your own diligence prior to making any decisions. Investments involve risk and the possibility of loss, including the loss of principal. All situations are different, and results may vary. Randy Barkley is a life insurance agent CA license # 0518567 and Jeremiah Lee is a California licensed attorney and is responsible for this communication. Advisory services offered through TriCord Advisors, Inc., a Registered Investment Advisory firm.

Episode 116 - RSUs vs. RSOs and What Employees Should Know

Stock options can be a valuable part of compensation, but they also come with important tax considerations, vesting schedules, and investment decisions. In this conversation, Jeremiah and Laura break down the differences between RSUs and RSOs, explain how vesting works, and discuss why many employees feel overwhelmed when trying to make decisions around concentrated stock positions and taxes. They also walk through common planning considerations for tech employees, startup professionals, and anyone receiving equity compensation through work. Whether you're newly receiving stock compensation or trying to better understand an existing plan, this episode highlights why having a long-term strategy matters. #Stocks #RSUs #FinancialPlanning #WealthManagement #EquityCompensation --- Information and ideas discussed are general comments and cannot be relied upon as pertaining to your specific situation, do not constitute legal/financial advice, and do not create an attorney-client or fiduciary relationship. Examples discussed are fictional. You should consult your own advisor/attorney and do your own diligence prior to making any decisions. Investments involve risk and the possibility of loss, including the loss of principal. All situations are different, and results may vary. Randy Barkley is a life insurance agent CA license # 0518567 and Jeremiah Lee is a California licensed attorney and is responsible for this communication. Advisory services offered through TriCord Advisors, Inc., a Registered Investment Advisory firm.

Episode 115 - The Financial X-Ray Most People Avoid

What if your finances look fine on the surface, but the real story is underneath? Many people track a single number and assume everything is okay. In this episode, Jeremiah and Randy explain why that can be misleading and what a true financial x-ray actually reveals. A financial x-ray goes beyond net worth. It looks at how your money works, how accessible it is, and where hidden risks may be quietly building. Jeremiah and Randy walk through the core metrics they use to help clients understand whether they are truly on track or just hoping they are. This conversation is especially relevant for business owners and high-income earners who often feel successful outwardly, yet remain vulnerable to cash flow strain, illiquidity, or overconcentration. The goal is not perfection, but clarity. Key Topics Covered: * Why net worth matters, but never tells the whole story * Liquidity and what happens when your wealth is trapped * Cash flow blind spots that surprise even high earners * Hidden concentration risk inside businesses and investments * How these metrics change as your life and career evolve If your finances were put under an x-ray today, what might show up that you are not currently measuring? #BuildingWealthyHabits #FinancialPlanning #BusinessOwnerss #WealthStrategy #CashFlow #NetWorth #TriCordAdvisors #WealthManagement --- Information and ideas discussed are general in nature and should not be considered specific financial, legal, or tax advice. This content is for informational purposes only and does not create an advisory, fiduciary, or attorney-client relationship. All investments involve risk, including the possible loss of principal. Past performance does not guarantee future results. Examples discussed are hypothetical and for illustrative purposes only. Individual situations will vary. You should consult your own financial advisor, tax professional, or attorney before making any decisions. Advisory services offered through TriCord Advisors, Inc., a Registered Investment Adviser. Jeremiah Lee is a California licensed attorney. Randy Barkley is a life insurance agent (CA License #0518567).

Episode 114 - You Sold the Business… Now What?

For many, selling a business or stepping into retirement is viewed as a finish line. But once you get there, a different set of questions often begins to take shape. What does your day-to-day look like? Where does your sense of direction come from? And how do you approach this next chapter with intention? In this episode, we shift the focus beyond financial outcomes and into the experience of transition. If you are approaching a business exit, retirement, or a major career change, this conversation is designed to help you think more clearly about what comes after. We explore how routine, identity, and purpose can evolve when work is no longer the central structure. From considering how you want to spend your time to testing new interests before making a full transition, the goal is to help you move into this season with greater awareness. You'll also hear reflections on how expectations around retirement or lifestyle changes don't always match reality, and why staying adaptable may help support a more meaningful transition over time. This is not about having a perfect plan in place. It is about being thoughtful in how you approach change, asking better questions, and allowing space to discover what truly matters in the next phase of life. If you are thinking about what comes after a major financial or career milestone, this episode offers perspective to consider as you think through that process. #retirementplanning #businessexit #wealthplanning #financialindependence #entrepreneurlife #wealthmanagement #lifetransitions --- Information and ideas discussed are general in nature and should not be considered specific financial, legal, or tax advice. This content is for informational purposes only and does not create an advisory, fiduciary, or attorney-client relationship. All investments involve risk, including the possible loss of principal. Past performance does not guarantee future results. Examples discussed are hypothetical and for illustrative purposes only. Individual situations will vary. You should consult your own financial advisor, tax professional, or attorney before making any decisions. Advisory services offered through TriCord Advisors, Inc., a Registered Investment Adviser. Jeremiah Lee is a California licensed attorney. Randy Barkley is a life insurance agent (CA License #0518567).