Episodes

533
June 8, 2026

This is THE BIGGEST RISK to Your Retirement Portfolio

Two retirees. Same portfolio. Same returns. One ran out of money at 87. The only difference was when the bad years hit. Here is how to make sure you are not the unlucky one. πŸ‘‰ Join Andrew's FREE Masterclass The Portfolio Pyramid: ⁠https://event.webinarjam.com/q05p7/register/q05p7b65?webinar_id=24⁠ What You'll Learn in This Episode What sequence of returns risk is and why it can permanently destroy a retirement portfolio in the first three years Why two people with identical portfolios and id...
June 5, 2026

The Insurance Crisis Nobody Is Talking About (With Bob Litterman)

Your home insurance bill is not going up because of inflation. It is going up because of a risk that was mispriced for decades and is now coming due. Episode Sponsor Coalition for an Insurable Future Website: https://coalitionforaninsurablefuture.com/ Facebook: https://www.facebook.com/people/Coalition-For-An-Insurable-Future/61584013622275/ What You'll Learn in This Episode Why home insurance is up 74% since 2008 and is not coming back down How one weather event turns into a coverage gap,...
June 3, 2026

He Lost $50 Million In Real Estate Then Got Rich Again (With Rod Khleif)

He lost $50 million in 2008 and built it all back. Here is exactly what he did and what he would never do again. πŸ‘‰ Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/q05p7b65?webinar_id=24 What You'll Learn in This Episode Why 800 single family houses nearly destroyed everything and what Rod does exclusively instead How Rod lost $50 million in 2008 and the exact mindset that brought him back Why cash flow is the only real estate number that act...
June 1, 2026

How to Become a Stealth Wealth Millionaire (With JC Rodriguez)

Real millionaires do not look rich. They look boring on purpose, and that is exactly how they got there. πŸ‘‰ Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/o37wxuz?webinar_id=22 What You'll Learn in This Episode The core mentalities that separate stealth wealth millionaires from high earners who stay broke Why the person driving the Mercedes is more likely in debt than the person driving the Toyota What real millionaires actually invest in an...
529
May 27, 2026

High Income Tax Strategies, Selling a House to Invest in the S&P 500, and Converting $100K to a Roth IRA (Money Q&A)

Eight questions. Eight real financial situations. Eight answers that might change the way you think about your money. πŸ‘‰ Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/o37wxuz?webinar_id=22 What You'll Learn in This Episode How a new US resident with $1.5M should restructure for American retirement accounts How to automate your finances when your income changes every month Should you sell your home and invest the equity in 2026? Why taxes h...
528
May 25, 2026

How to Shave Off 7+ Working Years and Retire Early!

Most people try to retire early by saving more and spending less. The people who actually pull it off use these six strategies instead. πŸ‘‰ Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/o37wxuz?webinar_id=22 What You'll Learn in This Episode Why the wrong investments in the wrong accounts could cost you $700K without you even knowing it How one zip code change shaved seven full years off a couple's retirement timeline The spousal IRA most co...
527
May 20, 2026

Is the American Dream Dead? (With Freddie Smith)

Millennials and Gen Z are not broke because of laziness but a broken system. Here is what is actually going on and what you can do about it. πŸ‘‰ Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/o37wxuz?webinar_id=22 What You'll Learn in This Episode Why the American Dream playbook is broken and what replaces it Why luxuries got cheaper while necessities got unaffordable Why two EMTs could build a life in 1996 and cannot today The three-tier mi...
May 18, 2026

How Companies Are Quietly Robbing You! With Lindsay Owens

The store already knows how much you are willing to pay. They are just waiting for the right moment to charge you that exact amount. πŸ‘‰ Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/o37wxuz?webinar_id=22 What You'll Learn in This Episode What surveillance pricing is and why it is already happening to you at over 250 companies The JetBlue confession that accidentally blew the lid off the entire industry How Walmart's new digital shelf tags c...
525
May 15, 2026

12 Financial Rules of Thumb That Let You Spend More on What You Love

What if the secret to spending more on what you love is not making more money but having better rules for how you spend it? πŸ‘‰ Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/o37wxuz?webinar_id=22 What You'll Learn in This Episode How to save and invest automatically so you never have to budget again The back of the napkin math that tells you your retirement number in 60 seconds How to identify exactly where to spend more and where to cut wit...
524
May 13, 2026

How to RETIRE BY 30! (With Cody Berman)

Nobody teaches you that financial independence is a spectrum. Here is the mindset shift that changed everything. πŸ‘‰ Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/o37wxuz?webinar_id=22 What You'll Learn in This Episode Why financial independence is a spectrum and how to find the right number for your specific life The two paths to financial freedom and which one fits your situation Why lifestyle inflation in the big three categories kills mo...
523
May 11, 2026

How to Manage Your Money (and Still Enjoy Life)

Managing money does not have to mean giving up the things you love. Here is the system that lets you do both at the same time. πŸ‘‰ Join Andrew's FREE Investing for Beginners Masterclass: https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21 What You'll Learn in This Episode The seven reasons getting good with money is actually the most freeing thing you will ever do Why managing money correctly means you get to spend more on what you love, not less The Block Method: a four-categor...
522
May 6, 2026

The Housing Market Is Rigged (Here's How to Beat It) With David Sidoni

What if the thing keeping you out of the housing market is not the market at all but the advice you have been given? πŸ‘‰ Join Andrew's FREE Investing for Beginners Masterclass: https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21 What You'll Learn in This Episode Why the 20% down payment rule is outdated and what first-time buyers are actually putting down today The zero down loan options that still exist in 2026 and who actually qualifies for them Why PMI is not the devil and th...
May 4, 2026

Focus on THIS in Retirement (Everything Else is Noise)

The retirement equation is simpler than most people think. The problem is nobody ever told them which variables they actually get to decide. Here is the framework that fixes that. πŸ‘‰ Join Andrew's FREE Portfolio Pyramid Masterclass. https://event.webinarjam.com/q05p7/register/o37wxuz?webinar_id=22 What You'll Learn in This Episode The JP Morgan Retirement Equation: what you can control, what you cannot, and what falls in between Why obsessing over market returns and Social Security is a waste...
520
April 29, 2026

How to Build Your Investment Portfolio (The Portfolio Pyramid!)

Most new investors start building their portfolio completely backwards. Here is the exact framework to build it the right way from the very first dollar. πŸ‘‰ Join Andrew's FREE Portfolio Pyramid Masterclass: https://event.webinarjam.com/q05p7/register/8mz7rho?webinar_id=23 What You'll Learn in This Episode The complete Portfolio Pyramid framework and exactly how much of your money belongs in each of the three tiers Why the foundation should make up 80% of your portfolio and what happens to you...
April 27, 2026

How to Invest Your First $10K

Saving $10,000 is a milestone. Investing it correctly is a life changer. Here is the step-by-step plan to do it right. πŸ‘‰ Join Andrew's FREE Investing for Beginners Masterclass. What You'll Learn in This Episode The seven-step framework for investing your first $10,000 the right way Why tax-advantaged accounts should always come before a brokerage account and the exact order to fund them The Portfolio Pyramid strategy that makes choosing investments simple for any new investor The ten most ...
April 22, 2026

The Financial Priorities That Matter Most (By Life Stage)

Single, married, kids, divorced, retired. Every stage of life has a completely different set of financial rules. Here is exactly what to prioritize at every stage of your financial life. πŸ‘‰ Join Andrew's FREE Investing for Beginners Masterclass. What You'll Learn in This Episode The top financial priorities for every life stage from single to retired Why the DINK years are the highest-leverage financial window a couple will ever have and how most people waste them What high earners get wrong...
April 20, 2026

AI Is Coming for Your Job. Here's How to Prepare Financially.

What if the biggest financial threat of 2026 is not a recession or a market crash, but a technology that is already quietly replacing people in your industry? πŸ‘‰ Join Andrew's FREE Investing for Beginners Masterclass What You'll Learn in This Episode The exact data behind how many jobs AI is expected to displace by 2030 and which ones are most at risk How to audit your own job for AI exposure and figure out which zone you are actually in The five financial steps to take right now so a job di...
516
April 15, 2026

How to Reduce Your Car Insurance (And Save Thousands)

Car insurance premiums are up 30% and most people have no idea they have the power to push back. This episode gives you that power in 10 steps. πŸ‘‰ Join Andrew's FREE Investing for Beginners Masterclass. What You'll Learn in This Episode The 10-step process to slash your car insurance bill starting today Why shopping your policy at renewal time is the single highest-leverage move you can make The 10-step framework to cut your premium without sacrificing the coverage you actually need The disc...
515
April 13, 2026

The 3 Major Financial Milestones (This Will Change Your Life)

$10,000. $100,000. $1,000,000. Three numbers. Three moments where your entire financial life shifts. Here is what to do at each one. πŸ‘‰ Join Andrew's FREE Investing for Beginners Masterclass. What You'll Learn in This Episode The three financial milestones that fundamentally change how money works for you Why your first $100,000 is the hardest and what to do to get there faster The markers in between each milestone that keep you motivated during the grind Why your savings rate matters more ...
514
April 8, 2026

How to Fix Your Finances If You Make $100,000 (and Still Feel Broke)

You make six figures. You should feel ahead. So why does it still feel like you're barely getting by? πŸ‘‰ Join Andrew's FREE Investing for Beginners Masterclass. What You'll Learn in This Episode Why 44% of people earning over $100,000 still live paycheck to paycheck and what to do about it How to run an honest income versus outflow audit in under an hour The Block Method: a four-part budgeting framework that actually works for high earners How to identify your "broke tax" and stop quietly b...
513
April 6, 2026

How to Plan Your Retirement (By Age!)

Retirement is not an age. It is a number. However, most people have no idea what their retirement number actually is. What if you could calculate it clearly and know exactly where you stand every year? Andrew will walk you through the complete process of finding that number, adjusting it every year, and taking the right steps at every stage of life to hit it in this episode. πŸ‘‰ Free retirement calculator to find your retirement number! Here What You'll Learn in This Episode How to calculate yo...
512
April 1, 2026

10 Reasons Smart People Are Bad With Money

Most high earners are shocked to discover that intelligence can actually work against you when it comes to building wealth. What if the same traits that made you successful in your career are quietly destroying your finances? Join Andrew’s FREE Investing for Beginners Masterclass. What You’ll Learn in This Episode In this episode of The Personal Finance Podcast, Andrew breaks down exactly why smart, high-earning people often struggle to build wealth and what to do about it: Why overthinking e...
511
March 30, 2026

The Money Plan for Couples: How to Build Wealth as a Team (Step-by-Step)

Join the community built to help you master your money, stay accountable, and reach financial freedom. πŸ‘‰ Join Master Money Academy today! In this episode of The Personal Finance Podcast, Andrew breaks down exactly how to manage money as a couple and build wealth together, covering why you should never start with spreadsheets and always begin with the dream first, how to calculate the freedom number that makes work optional for both of you, why automating savings and investments removes money fi...
March 28, 2026

The Biggest Retirement Mistakes People Make (Avoid These!) Jesse Cramer

Join the community built to help you master your money, stay accountable, and reach financial freedom. πŸ‘‰ Try Master Money Academy free for 7 days today! In this episode of The Personal Finance Podcast, Andrew sits down with Jesse to explore critical retirement planning decisionsβ€”why Social Security isn't just a math problem and the biggest mistakes people make when claiming, when delaying benefits makes sense versus when claiming earlier is smarter, how married couples should think differently ...