Plan on It

Plan on It is an ongoing educational podcast series hosted by Christopher E. Botti, Esq., a Certified Specialist in Estate Planning, Trust and Probate Law. Each episode breaks down essential topics including living trusts, probate, Medi-Cal planning, long-term care, tax considerations, and real-world questions from clients and listeners.

Episodes

Sep 16, 2026

18 min

Episode Summary:In this episode of Plan On It, host Sean O'Connor is joined by attorneys Christopher Botti and Chris Michail to delve into advanced estate planning strategies. The discussion centers on the federal estate and gift tax system, emphasizing its importance for families with significant wealth. Chris Michail explains the intricacies of the transfer tax system, highlighting the unified nature of estate and gift taxes and the critical thresholds that trigger tax liabilities. The attorneys discuss practical strategies to minimize tax exposure, such as utilizing the annual gift tax exclusion and planning with revocable living trusts. They stress the importance of early planning and professional advice to effectively preserve generational wealth. Listeners will gain valuable insights into how proactive estate planning can significantly reduce tax burdens and ensure a smooth transfer of wealth.
Key Timestamps:00:01 – Introduction0:54 – Overview of Federal Estate and Gift Tax System1:31 – Understanding Gift and Estate Tax Triggers2:58 – Who is Affected by Estate Taxes?3:32 – Reporting Requirements for Gifts4:50 – Annual Gift Tax Exclusion Explained5:56 – Planning Techniques for High Net Worth Individuals6:13 – Difference Between Estate and Gift Taxes7:08 – Importance of Early Planning8:24 – Common Mistakes in Estate Planning10:12 – Revocable Living Trusts and Portability13:06 – Strategies for Wealth Preservation14:42 – Tools to Reduce Estate Tax Exposure15:57 – Advanced Planning Techniques Overview
About the Show:Plan On It is a podcast dedicated to providing clear and practical guidance on estate planning. Hosted by seasoned attorneys, the show is designed for individuals and families looking to protect their assets and ensure a smooth transfer of wealth across generations. Each episode breaks down complex legal concepts into understandable insights, helping listeners navigate the intricacies of estate planning with confidence. With a focus on advanced strategies and real-world applications, Plan On It empowers its audience to make informed decisions about their financial future.
For more information, visit our website:www.bottilaw.com

Sep 16, 2026

18 min

Sep 2, 2026

19 min

Episode Summary: In this episode of Plan on it, host Sean O'Connor and Attorney Christopher E. Botti delve into the intricacies of Medi-Cal Asset Protection Trusts (MAPTs). With over 30 years of experience in estate planning, Chris explains how these irrevocable trusts can safeguard assets like homes and savings from being counted towards Medi-Cal eligibility. He highlights the critical differences between MAPTs and revocable living trusts, emphasizing the importance of appointing a "friendly trustee" to manage assets. Chris also discusses common misconceptions about these trusts, the importance of early planning, and how to avoid costly mistakes. Listeners will gain valuable insights into protecting their assets and ensuring long-term care needs are met without unnecessary financial burdens.
Key Timestamps:00:01 – Introduction0:24 – Understanding Medi-Cal Asset Protection Trusts1:07 – How MAPTs Protect Assets1:57 – Differences Between MAPTs and Revocable Trusts2:51 – Typical Assets Protected by MAPTs4:06 – When to Start Planning with MAPTs5:24 – Using MAPTs After Long-Term Care Begins6:33 – Control and Access in MAPTs8:23 – Common Misunderstandings About MAPTs9:22 – Real-World Impact of MAPTs10:58 – Selling a Home Through a MAPT12:25 – State-Specific Considerations for MAPTs13:31 – Mistakes Families Make in Asset Protection14:53 – Importance of Professional Guidance16:00 – Final Thoughts and Resources
About the Show: Plan on it is a podcast dedicated to providing clear and practical guidance on estate planning, trust, and probate law. Hosted by Sean O'Connor, the show features expert insights from Attorney Christopher E. Botti, who brings over three decades of experience to help listeners navigate complex legal landscapes. Whether you're planning for long-term care or protecting family assets, Plan on it offers valuable information and strategies to ensure peace of mind. The series is designed for individuals and families seeking to understand and implement effective estate planning solutions.
For more information, visit our website:www.bottilaw.com

Sep 2, 2026

19 min

Aug 19, 2026

15 min

Episode Summary:In this episode of Plan on it, attorney Christopher E. Botti, a board-Certified Specialist in Estate Planning, Trust and Probate Law, joins host Sean O'Connor to answer listener questions about estate planning. Christopher discusses the necessity of trusts, particularly in California, to avoid probate, and when a basic estate plan might suffice. He explains the interplay between trusts and beneficiary designations on accounts like life insurance and retirement plans, emphasizing the importance of aligning asset titling with estate plans to prevent probate and disputes. Christopher also touches on asset protection, the validity of handwritten wills, and resolving family disagreements over estate intentions. Listeners will gain a deeper understanding of estate planning fundamentals and the importance of proactive planning to ensure peace of mind.
Key Timestamps:00:01 – Introduction00:54 – Importance of Trusts in Estate Planning01:56 – Basic Estate Plan Components02:27 – Trusts vs. Beneficiary Designations03:47 – Titling Assets in a Trust04:47 – Handling Inconsistent Asset Titling05:55 – Asset Protection and Trusts07:03 – Coordinating Different Accounts08:07 – Validity of Handwritten Wills09:09 – Resolving Family Disagreements10:40 – Simple vs. Complex Estate Plans12:00 – Steps to Start Estate Planning12:59 – Overcoming Procrastination in Estate Planning14:10 – Simplifying the Estate Planning Process
About the Show:Plan on it is a podcast dedicated to providing insightful discussions on estate planning, trust, and probate law. Hosted by attorney Christopher E. Botti, the show aims to demystify complex legal concepts and offer practical advice to individuals and families looking to protect their assets and plan for the future. With over 30 years of experience, Christopher shares his expertise in a clear and approachable manner, making the show an invaluable resource for anyone interested in estate planning. Whether you're new to the topic or looking to refine your existing plans, Plan on it offers guidance and clarity to help you navigate the legal landscape.
For more information, visit our website:www.bottilaw.com

Aug 19, 2026

15 min

Aug 5, 2026

18 min

Episode Summary:In this episode of Plan On It, attorney Christopher E. Botti and attorney Chris Michail join host Sean O'Connor to explore the intricacies of Grantor Retained Annuity Trusts (GRATs). With over 30 years of experience, Chris Botti delves into the mechanics of GRATs, explaining their role in advanced estate planning for high-net-worth families. Chris Michail adds depth to the discussion by highlighting how GRATs can be used to transfer wealth without incurring estate or gift taxes, especially when dealing with highly appreciable assets like pre-IPO stocks or concentrated stock holdings. The episode provides listeners with a clear understanding of when and why to consider a GRAT, the potential tax benefits, and the strategic role it plays in a comprehensive estate plan. This episode is essential for anyone looking to protect and efficiently transfer their wealth to future generations.
Key Timestamps:00:01 – Introduction00:12 – Meet the Hosts and Guests00:40 – What is a Grantor Retained Annuity Trust?01:15 – Irrevocable Trusts Explained02:21 – When to Consider a GRAT03:12 – Examples of Highly Appreciable Assets03:39 – Main Goals of Using a GRAT04:03 – Understanding the 7520 Rate05:14 – Current Interest Rates and Their Impact06:07 – Benefits of Pre-IPO Stocks in GRATs07:46 – Zeroed Out Rolling GRATs09:00 – Asset Substitution in GRATs11:02 – Multiple GRATs Strategy14:47 – Advanced Planning Techniques
About the Show:Plan On It is a podcast dedicated to providing insightful discussions on estate planning, trust, and probate law. Hosted by experienced attorneys, the show aims to educate listeners on the complexities of estate planning, offering strategies to protect and transfer wealth effectively. Whether you're a high-net-worth individual or simply interested in learning about estate planning, Plan On It delivers valuable information with clarity and a focus on practical application. Join us as we explore various tools and techniques to ensure your legacy is preserved for future generations.

Aug 5, 2026

18 min

Jul 22, 2026

12 min

Episode Summary: In this episode of Plan On It, host Sean O'Connor is joined by attorney Christopher E. Botti and guest Chris Michail to kick off a new advanced planning series. With over 30 years of experience, Chris Botti, a board-certified specialist in estate planning, trust, and probate law, teams up with Chris Michail, who focuses on advanced estate planning strategies for high net worth families. They delve into the distinctions between regular and advanced estate planning, emphasizing the importance of minimizing tax liabilities and ensuring wealth transfer to future generations. The discussion highlights the significance of estate and gift taxes, especially for estates exceeding $15 million for individuals and $30 million for couples. This episode provides valuable insights into the complexities of advanced estate planning and sets the stage for future episodes that will explore specific strategies in greater detail. Listeners will gain a deeper understanding of how to protect their assets and plan effectively for the future.
Key Timestamps:00:01 – Introduction00:11 – Meet the Hosts and Guest00:41 – What is Advanced Estate Planning?01:07 – Chris Michail's Background02:28 – Differences Between Regular and Advanced Estate Planning03:24 – Importance of Advanced Planning for High Net Worth04:06 – Triggers for Advanced Estate Planning05:22 – Why Taxes Matter in Large Estates06:25 – Misconceptions About Advanced Estate Planning07:16 – Retaining Control in Advanced Planning09:03 – Future Advanced Planning Strategies10:19 – Importance of Addressing Estate Planning Concerns11:03 – Commitment to Education and Future Episodes
About the Show: Plan On It is a podcast dedicated to providing clear and practical guidance on estate planning, trust, and probate law. Hosted by experienced attorneys, the show is designed for individuals and families looking to protect their assets and plan for the future. Each episode breaks down complex legal concepts into understandable terms, offering valuable insights and strategies for effective estate management. With a focus on education and empowerment, Plan On It aims to help listeners make informed decisions and secure their financial legacy.

Jul 22, 2026

12 min

Jul 8, 2026

17 min

Episode Summary:In this episode of Plan on It, host Sean O'Connor sits down with Attorney Christopher Botti, a board-Certified Specialist in Estate Planning, Trust and Probate Law, to unravel the complexities of the Medi-Cal look back rule. Christopher, with over 30 years of experience, explains the intricacies of California's unique 30-month look back period, distinguishing it from the five-year period common in other states. They discuss the importance of understanding exempt versus non-exempt assets and how improper asset transfers can lead to penalties. Christopher shares insights on how to navigate these rules effectively, emphasizing the role of timing and proper planning in avoiding costly mistakes. The episode is a must-listen for anyone looking to protect their assets while planning for long-term care, offering valuable strategies to ensure compliance with Medi-Cal regulations.
Key Timestamps:00:01 – Introduction00:45 – Importance of Understanding the Look Back Rule02:01 – California's 30-Month Look Back Period02:45 – Purpose of the Look Back Rule03:58 – Types of Transfers Under Scrutiny04:52 – Exempt vs. Non-Exempt Assets05:46 – Calculating Penalties for Improper Transfers07:18 – Exceptions to the Look Back Rule08:02 – Strategies for Avoiding Penalties09:38 – Common Mistakes in Asset Transfers12:49 – Timing and Planning for Long-Term Care14:52 – Preparing Your Estate Plan for Long-Term Care
About the Show:Plan on It is a podcast dedicated to providing clear and practical guidance on estate planning, trust, and probate law. Hosted by experienced Attorney Christopher Botti, the show aims to demystify complex legal topics, offering listeners actionable insights to protect their assets and plan for the future. Whether you're planning for long-term care or looking to secure your family's financial future, Plan on It delivers expert advice with clarity and precision, making it an essential resource for individuals and families navigating the intricacies of estate planning.

Jul 8, 2026

17 min

Jun 25, 2026

18 min

Episode Summary:
In this episode of Plan on it, Attorney Christopher Botti and co-host Sean O'Connor delve into listener-submitted questions about estate planning. They clarify the roles of trustees and executors, explore the costs associated with trust administration, and discuss the importance of transparency and communication with beneficiaries. Chris explains the steps a trustee should take when a trustor passes away and the legal implications of divorce on existing trusts. The episode also covers the necessity of updating trusts in light of new laws and how to handle situations when a trustee is unreachable. This episode is packed with actionable insights for anyone involved in estate planning, ensuring listeners are well-equipped to manage their responsibilities and protect their assets.
Key Timestamps:
00:01 – Introduction
00:12 – Trustee vs. Executor Explained
01:39 – Costs of Trust Administration
04:04 – First Steps for a Trustee
05:13 – Importance of Trust Updates
07:52 – Law Changes and Trust Amendments
09:58 – Successor Trustee Resignation Process
11:11 – Handling an Unreachable Trustee
12:52 – Divorce and Trust Validity
14:19 – Individual Trusts in Marriage
15:21 – Duration of a Trust After Death
16:27 – Provisions for Minors in Trusts
About the Show:
Plan on it is a podcast dedicated to providing clear and practical guidance on estate planning, trust, and probate law. Hosted by Attorney Christopher Botti, a board-certified specialist with over 30 years of experience, the show aims to demystify complex legal concepts for individuals and families. Listeners can expect insightful discussions, expert advice, and real-life examples to help them navigate the intricacies of estate planning. Whether you're planning for long-term care or protecting your assets, Plan on it offers valuable resources and support to ensure peace of mind.

Jun 25, 2026

18 min

Jun 10, 2026

12 min

Episode Summary: In this episode of Plan On It, Chris Botti delves into the intricacies of Medi-Cal rules for married couples. With over 30 years of experience in estate planning, Chris explains the importance of understanding spousal impoverishment rules, which are designed to protect families from financial ruin when one spouse requires long-term care. They discuss the community spousal resource allowance and how it helps preserve assets, as well as the common misconceptions about asset limits and eligibility. Chris emphasizes the importance of having a Medi-Cal compliant estate plan to avoid costly mistakes and ensure financial security. Listeners will gain valuable insights into protecting their assets and planning effectively for potential long-term care needs.
Key Timestamps:00:01 – Introduction00:29 – Medi-Cal Rules for Married Couples00:57 – Spousal Impoverishment Rules Explained01:33 – Community Spousal Resource Allowance02:19 – Asset Protection Strategies03:32 – Joint Assets and Medi-Cal Eligibility04:18 – Common Misconceptions About Asset Limits05:31 – Importance of Proper Estate Planning06:00 – Primary Residence and Medi-Cal Eligibility06:41 – Income Rules for Married Couples07:48 – Mistakes in Medi-Cal Planning09:01 – When to Start Planning for Medi-Cal10:17 – Concrete Steps for Estate Planning
About the Show: Plan On It is a podcast dedicated to helping individuals and families navigate the complexities of estate planning, trust, and probate law. Hosted by Attorney Chris Botti, the show offers expert insights into long-term care planning, asset protection, and legal strategies to safeguard your family's future. With a focus on clarity and practical advice, Plan On It empowers listeners to make informed decisions about their estate planning needs, ensuring peace of mind and financial security.

Jun 10, 2026

12 min

May 27, 2026

13 min

Episode Summary:In this episode of Plan On It, Chris Botti dives into critical estate planning questions submitted by listeners. They explore why estate planning is crucial at any age, especially when children are involved, and the common pitfall of procrastination. Chris explains the importance of properly funding a trust and selecting the right trustee, offering insights into potential pitfalls like co-trustee disagreements. The discussion also covers the risks of naming beneficiaries directly on accounts versus using a trust, and the complications of conservatorship if one becomes incapacitated without a plan. Listeners gain valuable knowledge on maintaining and updating estate plans, even when moving across state lines, ensuring peace of mind and protection for their assets and loved ones.
Key Timestamps:00:01 – Introduction00:10 – Importance of Estate Planning at Any Age01:24 – Procrastination in Estate Planning02:04 – When to Start Planning03:09 – Funding a Trust03:50 – Choosing a Trustee04:41 – Downsides of Co-Trustees06:47 – Beneficiaries vs. Trusts08:40 – Incapacity Without Documents09:49 – Responsibilities After Signing Documents10:33 – Moving Out of State11:49 – Updating an Estate Plan
About the Show:Plan On It is a podcast dedicated to demystifying estate planning for individuals and families. Hosted by attorney Chris Botti, a certified specialist in estate planning, trust, and probate law, the show provides listeners with practical advice and insights into protecting their assets and ensuring their long-term care. Through engaging discussions and expert guidance, the podcast aims to empower listeners to take control of their estate planning process, offering clarity and peace of mind. Whether you're new to estate planning or looking to refine your existing plan, Plan On It delivers valuable information in an accessible and informative format.

May 27, 2026

13 min

May 13, 2026

19 min

Episode Summary: In this episode of Plan On It, Attorney Christopher Botti, a board-certified specialist in estate planning, trust, and probate law, joins host Sean O'Connor to discuss the intricacies of estate planning costs. Chris breaks down the components of a comprehensive estate plan, explaining how careful planning can prevent larger expenses in the future. He emphasizes the value of hiring a specialized attorney over using online templates, highlighting the importance of personalized advice and life experience in crafting effective plans. The conversation also touches on the differences between basic and comprehensive plans, the potential pitfalls of DIY approaches, and the long-term benefits of establishing a relationship with a dedicated law firm. Listeners will gain valuable insights into making informed decisions about estate planning, ensuring peace of mind and financial security for their families.
Key Timestamps:00:01 – Introduction00:17 – Importance of Comprehensive Estate Planning00:47 – Factors Affecting Estate Planning Costs01:18 – Certification and Experience in Estate Planning02:00 – Value of Full-Service Law Firms03:02 – Understanding Client Needs and Life Experience04:12 – Essential Estate Planning Documents05:06 – Differences Between Basic and Comprehensive Plans06:50 – Real-Life Success Stories in Estate Planning08:06 – Cost Comparison: Probate vs. Estate Planning09:51 – Factors Influencing Trust Costs11:08 – Long-Term Client Relationships13:48 – Risks of DIY Estate Planning
About the Show: Plan On It is a podcast dedicated to helping individuals and families navigate the complexities of estate planning, trust, and probate law. Hosted by Attorney Christopher Botti, the show offers expert insights and practical advice on protecting assets, planning for long-term care, and ensuring a smooth transition of wealth. With over 30 years of experience, Chris provides listeners with valuable information, empowering them to make informed decisions about their financial futures. Whether you're new to estate planning or looking to refine your existing strategy, Plan On It delivers clarity and confidence in every episode.

May 13, 2026

19 min

Copyright 2025 All rights reserved.

Podcast Powered By Podbean

Version: 20241125