
Show overview
Taylored Tax launched in 2024 and has put out 45 episodes, alongside 2 trailers or bonus episodes in the time since. That works out to roughly 15 hours of audio in total. Releases follow a weekly cadence.
Episodes typically run ten to twenty minutes — most land between 14 min and 21 min — though episode length varies meaningfully from one episode to the next. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-language Business show.
The catalogue appears to be on hiatus or wound down — the most recent episode landed 1.1 years ago, with no new episodes in over a year. The busiest year was 2024, with 34 episodes published.
From the publisher
Welcome to the Taylored Tax Show podcast, where we empower highly paid, highly taxed, and high-profile taxpayers to legally save on their taxes. If you've ever felt like the more you make, the more they take, you're not alone. Hosted by Terrence Taylor, an enrolled agent with an MBA from Harvard Business School, and BiG Al, a seasoned entrepreneur and tax expert, this podcast levels the paying field by providing strategic tax insights and implementation tips. With experience in industries like investment banking, big tech, and finance, Terrence and BiG Al are passionate about ensuring you keep more of what you earn. Tune in for expert advice, real-life strategies, and tools to help you win the tax game. Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community.
Latest Episodes
View all 45 episodesS1 Ep 48Smart Tax Strategies for High Earners
In this episode of the Taylored Tax Show, Terrence Taylor and Big Al Darnell Jr. delve into strategies that high-net-worth taxpayers can implement before the April 15 deadline to significantly reduce their tax liabilities. Big Al emphasizes the importance of contributing to retirement accounts, such as traditional IRAs, Roth IRAs, 401(k)s, and other business-related retirement plans, which can still be funded up until the tax deadline. He shares a recent client experience highlighting the necessity of specifying that contributions are for the previous tax year. Tune in to learn more about maximizing your tax savings and ensuring that the more you earn, the less you pay!“Each one could help you to save maybe that little extra that you need to reduce your tax bill or potentially make your tax bill zero.”Highlights:[00:01:22] Retirement contributions before April 15.[00:05:00] Real estate professional status.[00:10:36] Donor Advised Funds.[00:12:46] Qualified Charitable Distributions (QCDs).[00:16:56] Tax strategies for savings.Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 47High Net Worth Tax Secrets: Save Millions with Expert Strategies!
In this episode of the Taylored Tax Show, Terrence Taylor and Big Al Darnell Jr. share insights into the strategies they have implemented for their high-profile clients facing various tax challenges. They provide an overview of the types of tax hacks and solutions they offer to help clients save significantly on their taxes legally. The episode also introduces the upcoming Taylored Tax Retreat, a two-day event designed to empower clients with strategies to achieve a 10x or 20x return on their tax savings. Tune in for valuable insights that can help you navigate the complexities of tax planning effectively!"Imagine this, paying $50,000 to come in and get a plan that saves you a minimum of 10x of that amount."Highlights:[00:02:29] Blank slate of opportunity.[00:05:16] Business investment strategies.[00:11:31] Jet purchasing strategies for savings.[00:13:07] Tax strategy retreat for savings.Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 46Lost Your Job? How to Take Control of Your Retirement Savings & Cut Taxes
In episode the Taylored Tax Show, hosts Terrence Taylor and Big Al Darnell Jr. discuss the current job market and its impact on taxpayers, particularly those in high-profile sectors like big tech and the public sector. With significant job losses reported, the hosts explore the silver lining of job loss: the opportunity to gain control over retirement savings and pensions. They emphasize how this control can lead to improved tax strategies for individuals navigating their financial future after job loss. Tune in for valuable insights on managing retirement savings and optimizing tax outcomes during challenging times."You're paying tax on the seed, not on the harvest."Highlights:[00:01:17] Job loss and retirement savings.[00:06:59] Retirement account loan strategies.[00:10:12] Tax-free income strategies.[00:12:44] Retirement funds and business opportunities.Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 45Trump, Taxes & The IRS: What’s Next?
In this episode of the Taylored Tax Show, hosts Terrence Taylor and Big Al Darnell Jr. dive into the topic of Trump and taxes, focusing on two key areas: the potential permanence of the Trump Jobs Act tax cuts from 2017 and the speculative idea of eliminating the IRS. They discuss the implications of making the tax cuts permanent, outlining the benefits and any potential downsides. Additionally, they explore the concept of replacing income tax with tariffs, pondering what such a shift would mean for taxpayers. Tune in for insights and lively discussion on these pressing tax issues."That particular act probably did more for taxes and for Americans saving on their taxes than anything else."Highlights:[00:01:34] Trump tax cuts and IRS.[00:07:35] IRS elimination discussion.[00:09:43] Bonus depreciation benefits for businesses.[00:14:11] SALT deduction limitations impact.[00:19:06] IRS Replacement Discussion.Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 44Year in Review: Wins, Lessons & What We’d Do Differently
In this episode of the Taylored Tax Show, Terrence Taylor and Big Al Darnell Jr. celebrate the one-year anniversary of Taylored Tax. They discuss the current tax landscape, sharing insights and thoughts on what highly paid, highly taxed, and high-profile taxpayers need to consider to save on taxes legally. With their combined expertise as enrolled agents and MBAs, Terrence and Big Al aim to empower listeners with knowledge to ensure that the more you make, the less they take. Tune in for valuable tax strategies and reflections on their journey over the past year.“We had to learn that as we build this into a business, we've got to help, but we also have to help contractually and also financially."Highlights:[00:01:41] Taylored Tax's one-year anniversary.[00:05:57] Podcast consistency and dedication.[00:09:19] Team collaboration and client strategies.[00:14:14] Tax strategies retreat potential.[00:17:06] Co-founder reflections on Taylored Tax.Follow Terrence and Big AlWebsiteLinkedIn Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 43Last Minute Tax Hacks: Slashing Your Tax Bill if You Paid $1 Million or More in Taxes
In this episode of the Taylor Tax Show, Terrence Taylor and Big Al Donnell Jr. discuss last-minute tax hacks for millionaires, focusing on strategies to save on taxes before the April 15th deadline. They cover various tips including maximizing IRA contributions, health savings accounts, and advanced strategies like capital loss harvesting and opportunity zones. Tune in to learn the importance of proactive tax planning for high earners and offers insights into optimizing deductions and contributions to minimize tax liabilities."Take bold actions to save on taxes." Highlights:[00:01:03] Last Minute Tax Hacks.[00:05:34] Optimizing business deductions for taxes.[00:08:23] Opportunity Zones and tax benefits. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 42Layoffs and Taxes
In this episode of the Taylor Tax Show, Terrence Taylor and Big Al Donnell Jr. discuss the critical topic of layoffs, particularly for high net worth individuals. They provide ten actionable tips for navigating the financial implications of a layoff, including understanding severance packages, planning for health insurance, and utilizing tax strategies to minimize losses. The conversation emphasizes the importance of proactive financial planning and offers insights into negotiating severance and managing emergency savings effectively."A three to six month emergency fund is kind of like a one glove fits all, but we got people with Andre the Giant hands and we have people with Willow hands." Highlights:[00:01:48] Layoffs and severance packages.[00:06:00] Emergency fund assessment strategies.[00:08:24] Health insurance options after layoffs.[00:11:14] Emergency savings in life insurance. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 41Using Life Insurance Strategically in Private Equity
In this episode of the Taylored Tax Show, co-founders Terrence Taylor and Big Al Darnell Jr. delve into the strategic use of life insurance for gift giving, particularly for affluent individuals with taxable estates. They explore how life insurance can be leveraged to reduce estate taxes, facilitate wealth transfer, and support loved ones and charitable causes. The episode emphasizes the tax benefits of life insurance as a powerful gifting tool, aimed at helping high net worth taxpayers maximize their financial strategies while minimizing tax liabilities. Tune in for valuable insights on making the most of your wealth through thoughtful planning and strategic gifting."Imagine wealth beyond life through the ability of strategically using life insurance." Highlights:[00:01:06] Life insurance for gifting strategy.[00:04:38] Life insurance as a gifting tool.[00:10:01] Wealth replacement for charitable giving.[00:12:30] Charitable donations and tax benefits.[00:19:01] Generation skipping trust benefits.[00:21:10] Non-financial benefits of insurance gifting. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 40Wealth Beyond Life: Using Life Insurance to Gift Tax-Free Wealth and Leave a Legacy
In this episode of the Taylored Tax Show, co-founders Terrence Taylor and Big Al Darnell Jr. delve into the strategic use of life insurance for gift giving, particularly for affluent individuals with taxable estates. They explore how life insurance can be leveraged to reduce estate taxes, facilitate wealth transfer, and support loved ones and charitable causes. The episode emphasizes the tax benefits of life insurance as a powerful gifting tool, aimed at helping high net worth taxpayers maximize their financial strategies while minimizing tax liabilities. Tune in for valuable insights on making the most of your wealth through thoughtful planning and strategic gifting."Imagine wealth beyond life through the ability of strategically using life insurance." Highlights:[00:01:06] Life insurance for gifting strategy.[00:04:38] Life insurance as a gifting tool.[00:10:01] Wealth replacement for charitable giving.[00:12:30] Charitable donations and tax benefits.[00:19:01] Generation skipping trust benefits.[00:21:10] Non-financial benefits of insurance gifting. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 39Life Insurance Strategies for Tax-Free Wealth
In this episode of the Taylored Tax Show, hosts Terrence Taylor and Big Al Darnell Jr. dive into the impactful role of life insurance in wealth management and tax efficiency. As part of their 14-part series on life insurance and taxes, they explore how life insurance can be utilized to build, grow, and protect wealth while minimizing tax liabilities. The discussion highlights little known strategies for leveraging life insurance in estate planning and estate tax management. Tune in for valuable insights that can help high net worth individuals navigate the complexities of life insurance and optimize their financial strategies legally and strategically.“Change your and your children's lives forever with the right insights and knowledge and best practices that you implement." Highlights:[00:01:09] Life insurance and wealth protection.[00:05:06] Life insurance as wealth building.[00:11:34] Second to die policy.[00:13:51] Life insurance as wealth builder.[00:18:16] Tax advantages of life insurance. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 38Using Life Insurance Strategically in Your Business
In this episode of the Taylored Tax Show, hosts Terrence Taylor and Big Al Darnell Jr. delve into the strategic use of life insurance for real estate investors. They explore how life insurance can serve as collateral for real estate loans, providing security for lenders. The episode outlines seven key benefits of utilizing life insurance within the real estate sector. Tune in to learn how to leverage life insurance to optimize your tax savings and protect your investments legally."When you're leaving behind a legacy, you leave behind a legacy in such a way that you are able to pass on what you want and pass it on the way you want." Highlights:[00:01:31] Life insurance as collateral.[00:03:37] Buy-sell agreement in real estate.[00:09:34] Protecting heirs from estate taxes.[00:12:30] Generational wealth through trusts.[00:17:00] Legacy planning and gifting real estate.[00:19:49] Legacy planning with life insurance.[00:24:10] Tax strategies retreat for 2025.[00:26:39] Tax Strategies Retreat Benefits. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 37Life Insurance to Get Tax-Free Retirement Income
In this episode of the Taylored Tax Show, Terrence Taylor and Big Al Darnell Jr. delve into the critical topic of using life insurance to preserve your estate. They share an insightful story from Kenny, a founder of a strategic partner firm and a fellow Harvard Business School alum, highlighting the challenges faced by high-net-worth individuals in managing estate taxes. The discussion revolves around the complexities surrounding estates valued over $100 million and the importance of understanding estate tax implications, especially in light of the maximum exclusion of over $27 million. Tune in to learn how to legally and strategically protect your wealth and ensure your legacy. "The most important thing is not necessarily for you to be focused on controlling those assets, the most important thing is for you to be focused on preserving the value of the assets so you pass it on as a legacy." Highlights:[00:01:07] Life insurance for estate preservation.[00:06:20] Irrevocable trust and estate taxes.[00:08:18] Life insurance for estate taxes.[00:12:07] Tax Strategies Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 36Using Life Insurance to Pay for Your Children's Education
In this episode of the Taylored Tax Show, co-hosts Terrence Taylor and Big Al Darnell Jr. explore the strategic use of life insurance to fund children's education. They discuss how to set up a permanent life insurance policy with cash value specifically for educational expenses, comparing it to other savings options like Coverdell accounts and 529 plans. The episode highlights the unique benefits of life insurance over traditional education savings methods, emphasizing its potential for long-term financial planning. Tune in for practical insights on leveraging life insurance as a tool for supporting your children's educational goals."Life insurance isn't just about death. It's about while you're living as well, if you strategically use it the way that we talk about and you can really set up your children from the age of 18 or well beyond to take advantage of life." Highlights:[00:01:01] Life insurance for education funding.[00:04:24] Funding education with life insurance.[00:10:14] Strategic use of life insurance.[00:12:48] Life insurance benefits while living. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 35Using Life Insurance to Make Your Children Millionaires
In this episode of the Taylored Tax Show, hosts Terrence Taylor and Big Al Darnell Jr. dive into the powerful topic of using life insurance as a tool to create millionaires out of our children. They emphasize the importance of wealth transfer across generations and discuss the age-old adage, "shirt sleeves to shirt sleeves in three generations." The episode explores strategies for ensuring that wealth is passed down effectively, minimizing taxes, and equipping future generations with financial stability. Tune in to discover how you can leverage life insurance to secure a prosperous future for your loved ones."The more money you can put in, and the earlier you can put it in, the more time for that money to compound and grow and make your child a millionaire, a decamillionaire, centi-millionaire." Highlights:[00:01:12] Life insurance for children’s wealth.[00:04:14] Wealth transfer mindset and health.[00:09:23] Million dollar baby concept.[00:11:58] Insurance for children's future wealth.[00:15:35] Money compounding for children. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 34Using Life Insurance to Pay off Debt
In this episode of the Taylored Tax Show, Terrence Taylor and Big Al Darnell Jr. dive into the intriguing topic of using life insurance as a strategy to pay off debt. They clarify that not all life insurance policies will work for this approach; specifically, term life insurance is not suitable due to its lack of cash value. The episode emphasizes the importance of having a permanent life insurance policy that accumulates cash value, allowing policyholders to borrow against it. Tune in as they simplify the concept and discuss the potential benefits of leveraging life insurance for debt repayment."The concept of infinite banking has to do with using life insurance or whole life insurance to pay off your debt." Highlights:[00:01:02] Using life insurance to pay debt.[00:05:18] Infinite banking and debt management.[00:09:49] Exponential debt payoff strategy.[00:12:54] Accelerated payoff strategies explained. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 33Using Insurance to Be Your Own Bank
In this episode of the Taylored Tax Show, hosts Terrence Taylor and Big Al Darnell Jr. delve into the strategic use of life insurance as a means to become your own bank. They discuss the remarkable benefits of having the right life insurance policy, which allows individuals to borrow against it and build equity centers. The episode emphasizes the concept of repositories of equity that can be accessed similarly to traditional banking methods, providing insights into how high net worth taxpayers can leverage life insurance to save on taxes legally. Tune in to discover the power of life insurance in financial planning and wealth management.This puts us in complete and total control and this is probably one of the most explicit examples of doing just that." Highlights:[00:01:06] Using life insurance as bank.[00:04:05] Building your own bank.[00:08:30] Life insurance as a bank. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 32Using Life Insurance to Grow Wealth
In episode 32 of the Taylored Tax Show, hosts Terrence Taylor and Big Al Darnell Jr. delve into the intriguing topic of using life insurance as a vehicle for wealth growth. They discuss how the tax code can be leveraged to build wealth legally through life insurance, a strategy often overlooked by high earners. The episode emphasizes the importance of understanding these financial tools for highly paid, highly taxed, and high-profile taxpayers, including high net worth and ultra high net worth individuals. Tune in for valuable insights and expert advice on optimizing your tax strategy while growing your wealth!We prefer that you get rich slowly and surely. Because if you get rich quick, maybe you can lose it quickly as well. Highlights:[00:02:14] Life insurance for wealth growth.[00:04:12] Equity centers in life insurance.[00:09:14] Policy loans and wealth building.[00:12:55] Creatively conservative wealth strategies.[00:17:42] Tax benefits of life insurance. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 31Using Life Insurance Strategically to Protect Wealth
In this episode of the Taylored Tax Show, hosts Terrence Taylor and Big Al explore the strategic use of life insurance as a tool for wealth protection. They discuss the three main areas where individuals typically hold their wealth: business or business partnerships, real estate, and financial markets. Big Al shares his passion for how life insurance can safeguard assets in these categories, as well as offer protection against potential threats such as creditors and lawsuits. Tune in to learn valuable insights on using life insurance to enhance your financial security and legally minimize your tax burden."Life insurance is such a powerful, powerful tool to help protect and preserve your wealth." Highlights:[00:01:34] Life insurance for wealth protection.[00:05:47] Life insurance for communal living.[00:08:59] Indexing strategy for wealth protection.[00:12:41] Wealth vs. Riches Distinction.[00:16:30] Tax strategies and insurance guide. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
From Owing $93K to a $78K Refund: A Tax Success Story
bonusIn this episode of the Taylored Tax Show, Big Al and Terrence Taylor dive into the importance of financial literacy and education, especially in the African community. Terrence shares insights from his recent travels, including a community event in Dallas and speaking engagements in Africa, where he discussed essential tax tips. The episode also highlights Terrence's personal tax journey, revealing how strategic planning helped him recover from a hefty tax bill of $93,000 in 2021 to receiving a tax refund in 2023. Tune in for valuable insights on how to legally save on taxes and make the most of your earnings."You have a responsibility to pay the minimum taxes allowed by law and not a penny, not one penny more." Highlights:[00:01:59] Tax refund success story.[00:06:01] Fair share of taxes.[00:10:04] Fair treatment by tax authorities. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!
S1 Ep 30Using Life Insurance to Supplement Health Insurance
In this episode of the Taylored Tax Show, co-hosts Terrence Taylor and Big Al Darnell Jr. dive into the strategic use of life insurance, particularly indexed universal life insurance policies, to complement health insurance. They discuss the advantages of incorporating additional riders into these policies to address health-related challenges. The episode highlights three specific riders: long-term care rider, chronic illness rider, and critical illness rider. Tune in to learn how these insurance strategies can help high-profile taxpayers optimize their health coverage and potentially save on taxes."Medical bills are the main reason why Americans and American families go bankrupt." Highlights:[00:01:02] Life insurance and health benefits.[00:05:55] Chronic illness rider benefits.[00:10:18] Long-term care insurance riders.[00:13:06] Long term care rider benefits. Follow Terrence and Big AlWebsiteLinkedInApple PodcastSpotifyYoutube Follow and subscribe on YouTube and your favorite podcast platforms to join the Taylored Tax community!