Episodes

549
July 29, 2026

Why Your Healthcare Costs Keep Rising with Dr. Jordan Grumet

Healthcare costs have been climbing around 7% a year. Andrew sits down with Doc G (Dr. Jordan Grumet), hospice physician and author of The Healthcare Heist, to break down exactly how a routine ER visit turns into a five-figure bill and where every one of those dollars actually goes. 👉 Join Andrew’s FREE Investing for Beginner’s Masterclass: https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21 What You'll Learn in This Episode Where your money actually goes on a routine ER visit, ...
548
July 27, 2026

The System to Pay Cash For Cars (and NEVER Have a Payment Again!)

The average American spends over $900 a month on car payments for a depreciating asset. Here is how to stop and what to do with that money instead. 👉 Join Andrew’s FREE Investing for Beginner’s Masterclass: https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21 What You'll Learn in This Episode Why paying cash for cars is not about being cheap but about buying your financial freedom back The three specific methods Andrew uses to build up enough cash to never finance a car again T...
547
July 22, 2026

How Do I Reset My Money Mindset and Get Out of Debt? Pause Investing to Save for a House? How Does a Credit Score Actually Work? (Money Q&A)

One episode packed with everything from debt payoff psychology to investing for a special needs child. 👉 Join Andrew’s FREE Investing for Beginner’s Masterclass: ⁠https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21⁠ What You'll Learn in This Episode Why the debt snowball beats the debt avalanche for most people and how to use psychology to actually stick with your payoff plan How a 49-year-old with a paid-off house and $525K invested should think about paying off a car loan vs ...
546
July 20, 2026

Are Trump Accounts Worth It? (And What's Actually Better)

The government just created a brand new account that hands your kid $1,000 in free money from birth. Here is everything you need to know before you miss the window. 👉 Join Andrew’s FREE Investing for Beginner’s Masterclass: https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21 What You'll Learn in This Episode What Trump accounts actually are and why they work like a traditional IRA in a costume Who qualifies for the $1,000 government seed and the $250 Dell gift and how to claim ...
July 15, 2026

The Retirement Mistake 80% of Investors Make (with Vanguard's Lead Researcher)

Vanguard just released research showing the most important factor in retirement is not how much you saved. It is how much you withdraw every single year and most people have no idea what that number should be. 👉 Join Andrew’s FREE Investing for Beginner’s Masterclass: https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21 What You'll Learn in This Episode Why your retirement balance is not what determines success and what actually does How reducing your withdrawal rate by just hal...
July 13, 2026

How Much More Expensive Has Life ACTUALLY Become Since 2020?

That $100 you had in 2020 only buys $77 worth of goods today. Here is exactly how much more expensive every single category of your life has become since then. 👉 Join Andrew’s FREE Investing for Beginner’s Masterclass: https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21 What You'll Learn in This Episode Why the 29% inflation number feels like a lie and why it actually is for most households How home prices rose 53% and why today's buyer finances $100,000 more than six years ago...
543
July 8, 2026

Should I Chase a Higher Savings Rate? Can We Semi-Retire in Our 40s? How Do We Rebuild After Bankruptcy? (Money Q&A)

One episode that covers everything from bankruptcy recovery to retiring in your 40s. 👉 Join Andrew’s FREE Investing for Beginner’s Masterclass: https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21 What You'll Learn in This Episode Whether rate chasing your high-yield savings account is actually worth the time and the math behind it The exact steps to rebuild your finances and your credit after filing for bankruptcy How to find a CPA who earns more than they cost and the questio...
July 6, 2026

The Best and Worst Frugal Habits (Ranked!)

Most people think being frugal means cutting every expense. The truth is, some frugal habits build wealth while others actually keep you poor. 👉 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 The difference between being frugal and simply being cheap Which everyday habits actually move the needle on your net worth Why your time is often worth more than saving a few dollars The highe...
July 1, 2026

She Hit Rock Bottom and Still Built a Six-Figure Life. Here's How. (With Rebecca Whitman)

Two life-altering losses in one week. One record-breaking fiscal year. Here is what she did differently while everything else was falling apart. 👉 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 The seven pillars of abundance and why financial success collapses when the others are ignored Why high achievers who look successful are often secretly burned out and broke in ways that never s...
June 29, 2026

How do Your Finances Compare by Age?! (Salary, Debt, Net Worth, Credit, Home)

Most people are either ahead or behind financially for their age and have no idea which one. Here are the real numbers by decade so you can find out right now. 👉 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 -The real median salary, net worth, credit score, and debt for every decade from your 20s through your 50s -Why the median net worth numbers are low across every age group a...
June 24, 2026

How to Retire in 10 Years or Less!

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June 22, 2026

The Hidden Cost of Playing It Safe with Your Money with Ben Carlson

The biggest investing mistake isn't losing money, it's never giving your money the chance to grow. Ben Carlson joins Andrew to reveal the hidden cost of playing it safe, why volatility isn't the enemy, and how investors quietly sabotage their long-term wealth without realizing it. 👉 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 the biggest risk for most investors is actually bein...
537
June 17, 2026

The Patient Investor's Playbook with Noah Kerner - CEO of Acorns

The CEO of Acorns says 96% of people who trade online lose money. Here is why slow and steady is still the only investing strategy that actually works. 👉 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 The eight disturbing fintech trends that are quietly working against your wealth Why an investing app with a prediction market is like a bank with a blackjack table How $5 a day invested...
536
June 15, 2026

The Best Ages to Build Wealth (Ranked!)

The decade you are in right now is either working for you or against you. Here is how every age stacks up for building wealth ranked from best to worst. 👉 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 your 20s are S tier for wealth building and the six things that make or break this decade - The reason your 30s might be the most financially stressful decade you will ever live thr...
535
June 12, 2026

Should You Buy Into IPOs (SpaceX, Anthropic, or Open AI)

SpaceX. Anthropic. OpenAI. Everyone is talking about investing in these IPOs. Here is what Warren Buffett would say and what you need to know before you touch any of them. 👉 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 an IPO actually is and why the seller always has the advantage over the buyer Why most retail investors never get the real IPO price and end up buying the hype in...
June 10, 2026

Is the S&P 500 Overweighted? Becoming an Accidental Landlord? Can We Retire Early and Move to Japan? (Money Q&A)

Overweighted S&P 500. Accidental landlords. Early retirement in Japan. 👉 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 Whether the S&P 500 is actually diversified when 39% sits in just 10 stocks A Vanguard phishing scam that almost fooled Andrew's own wife and how to spot it How a 33-year-old with $800K invested can move to Japan and still retire wealthy Why a cash flow negative ren...
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. 👉 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. 👉 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. 👉 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. 👉 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. 👉 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. 👉 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. 👉 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...