High Income Tax Strategies, Selling a House to Invest in the S&P 500, and Converting $100K to a Roth IRA (Money Q&A)
2026/05/27 | 1h 15 mins.
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 hit harder above $250K and what to do about it
The tax order high earners should follow to save six figures a year
The simplest way to convert $100K from traditional IRA to Roth without a huge tax bill
The AI voice scam targeting one in four Americans right now
Start Here
Join the community built to help you master your money, stay accountable, and reach financial freedom.
👉 Try Master Money Academy FREE for 7 days today! https://mastermoney.co/join/
👉 Join Andrew’s FREE Investing for Beginners Masterclass https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21
👉 Join The Master Money Newsletter where you will become smarter with your money in 5 minutes or less per week Here! https://expert-hustler-605.ck.page/6aa7bb9a79
Partner Deals
Indeed → Get a $75 sponsored job credit http://Indeed.com/personalfinance
Policygenius → Free life insurance quote http://policygenius.com
Acorns → Start investing + get $5 bonus http://acorns.com/pfp
Monarch → The all-in-one financial tool + Get 50% Off at http://www.monarch.com/PFP
Shopify → Sign up for your one-dollar-per-month trial today at http://shopify.com/pfp
Wayfair → Get 80% OFF on April 25th through the 27th http://wayfair.com
DeleteMe → 20% off with code PFP https://joindeleteme.com/PFP20/
Tool/s Mentioned
The Retirement Calculator https://expert-hustler-605.kit.com/e6b8d4f8a2
Total Cost of Ownership Calculator https://mastermoney.co/total-cost-of-ownership-calculator/
Automate Your Entire Money System in One Weekend https://courses.mastermoney.co/automate-your-money-checklist
Book/s Mentioned
Why We Sleep by Matthew Walker
Episode/s Mentioned
Buying a House VS. Investing In the S&P 500 (Which Is Better?) https://youtu.be/6iwf_4iQz0c
How to Automate Your Finances (Money on Autopilot!) https://youtu.be/Fenu_LtdmZU
How to Build Your Investment Portfolio (The Portfolio Pyramid!) https://youtu.be/Vn-NXfFWtfU
Watch Next
How to Shave Off 7+ Working Years and Retire Early! https://youtu.be/9oZFn2lmZm4
Is the American Dream Dead? (With Freddie Smith) https://youtu.be/3Ivz8Ts9J2o
How Companies Are Quietly Robbing You! With Lindsay Owens https://youtu.be/WhfXVmC2DC0
12 Financial Rules of Thumb That Let You Spend More on What You Love https://youtu.be/36HG6VHnA08
How to RETIRE BY 30! (With Cody Berman) https://youtu.be/ffKv6M69SRI
How to Manage Your Money (and Still Enjoy Life) https://youtu.be/BWocw8B-xnY
If you could get one financial question answered live by Andrew, what would it be? Drop it below and join the Master Money newsletter to make it happen. Learn more about your ad choices. Visit megaphone.fm/adchoices
How to Shave Off 7+ Working Years and Retire Early!
2026/05/25 | 57 mins.
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 couples skip that quietly builds nearly a million dollars tax-free
How to sell hundreds of thousands in gains and legally owe zero in federal taxes
The secret 401k bucket that lets high earners add $47,500 extra into tax-free accounts every year
How to tap your 401k years before 59 and a half with zero penalty if you plan it right
The one healthcare move that turns a $26,000 annual bill into $3,000 in early retirement
Start Here
Join the community built to help you master your money, stay accountable, and reach financial freedom.
👉 Try Master Money Academy FREE for 7 days today! https://mastermoney.co/join/
👉 Join Andrew’s FREE Investing for Beginners Masterclass https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21
👉 Join The Master Money Newsletter where you will become smarter with your money in 5 minutes or less per week Here! https://expert-hustler-605.ck.page/6aa7bb9a79
Partner Deals
Indeed → Get a $75 sponsored job credit http://Indeed.com/personalfinance
Policygenius → Free life insurance quote http://policygenius.com
Acorns → Start investing + get $5 bonus http://acorns.com/pfp
Monarch → The all-in-one financial tool + Get 50% Off at http://www.monarch.com/PFP
Shopify → Sign up for your one-dollar-per-month trial today at http://shopify.com/pfp
Wayfair → Get 80% OFF on April 25th through the 27th http://wayfair.com
DeleteMe → 20% off with code PFP https://joindeleteme.com/PFP20/
Episode/s Mentioned
How to Access Your Retirement Accounts EARLY (Roth IRA Conversion Ladder for the FIRE Movement) https://youtu.be/ut8rDIJ1kSI
Watch Next
Is the American Dream Dead? (With Freddie Smith) https://youtu.be/3Ivz8Ts9J2o
How Companies Are Quietly Robbing You! With Lindsay Owens https://youtu.be/WhfXVmC2DC0
12 Financial Rules of Thumb That Let You Spend More on What You Love https://youtu.be/36HG6VHnA08
How to RETIRE BY 30! (With Cody Berman) https://youtu.be/ffKv6M69SRI
How to Manage Your Money (and Still Enjoy Life) https://youtu.be/BWocw8B-xnY
What is your current retirement timeline and how many years are you trying to cut? Drop your number in the comments and let the community help you figure out your next move. Learn more about your ad choices. Visit megaphone.fm/adchoices
Is the American Dream Dead? (With Freddie Smith)
2026/05/20 | 1h
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 middle class divide and why your neighbor pays $55K less than you
Whether buying a home in 2026 still makes sense and the two questions to ask first
What is actually happening with Social Security and what to do about it
The one lever that matters most when the system is working against you
Start Here
Join the community built to help you master your money, stay accountable, and reach financial freedom.
👉 Try Master Money Academy FREE for 7 days today!https://mastermoney.co/join/
👉 Join Andrew’s FREE Investing for Beginners Masterclass https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21
👉 Join The Master Money Newsletter where you will become smarter with your money in 5 minutes or less per week Here! https://expert-hustler-605.ck.page/6aa7bb9a79
Partner Deals
Indeed → Get a $75 sponsored job credit http://Indeed.com/personalfinance
Policygenius → Free life insurance quote http://policygenius.com
Acorns → Start investing + get $5 bonus http://acorns.com/pfp
Monarch → The all-in-one financial tool + Get 50% Off at http://www.monarch.com/PFP
Shopify → Sign up for your one-dollar-per-month trial today at http://shopify.com/pfp
Wayfair → Get 80% OFF on April 25th through the 27th http://wayfair.com
DeleteMe → 20% off with code PFP https://joindeleteme.com/PFP20/
Tool/s Mentioned
Trulia - https://www.trulia.com
Zillow - https://www.zillow.com
Uber - https://www.uber.com
Watch Next
How Companies Are Quietly Robbing You! With Lindsay Owens https://youtu.be/WhfXVmC2DC0
12 Financial Rules of Thumb That Let You Spend More on What You Love https://youtu.be/36HG6VHnA08
How to RETIRE BY 30! (With Cody Berman) https://youtu.be/ffKv6M69SRI
How to Manage Your Money (and Still Enjoy Life) https://youtu.be/BWocw8B-xnY
The Housing Market Is Rigged (Here's How to Beat It) With David Sidoni https://youtu.be/ccXY6vTNJu0
.Do you think the American Dream is still achievable for your generation, or has the system changed too much? Drop your honest take in the comments below. Learn more about your ad choices. Visit megaphone.fm/adchoices
How Companies Are Quietly Robbing You! With Lindsay Owens
2026/05/18 | 57 mins.
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 could change your grocery price while you are standing in the aisle
Why you and the person next to you are probably paying different prices for the exact same thing
The three types of data companies collect to figure out the maximum you will pay
Three practical things you can do right now to avoid being quietly overcharged
Why lower income shoppers often end up paying the most and what needs to change
Start Here
Join the community built to help you master your money, stay accountable, and reach financial freedom.
👉 Try Master Money Academy FREE for 7 days today!
https://mastermoney.co/join/
👉 Join Andrew’s FREE Investing for Beginners Masterclass
Have you ever noticed a price change on something you were about to buy, or realized someone else got a better deal on the exact same thing? Drop your story in the comments below. Learn more about your ad choices. Visit megaphone.fm/adchoices
12 Financial Rules of Thumb That Let You Spend More on What You Love
2026/05/15 | 16 mins.
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?
👉 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 without feeling deprived
The one rule that stops impulse purchases before they drain your account
A simple formula to evaluate any purchase before you buy it
How to enjoy your raises guilt-free while still building serious wealth
The question to ask yourself before every major purchase that future you will thank you for
Start Here
Join the community built to help you master your money, stay accountable, and reach financial freedom.
👉 Try Master Money Academy FREE for 7 days today! https://mastermoney.co/join/
👉 Join Andrew’s FREE Investing for Beginners Masterclass https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21
👉 Join The Master Money Newsletter where you will become smarter with your money in 5 minutes or less per week Here! https://expert-hustler-605.ck.page/6aa7bb9a79
Partner Deals
DeleteMe → 20% off with code PFP https://joindeleteme.com/PFP20/
What is one category you are going to spend more on and one you are going to cut ruthlessly starting today? Drop both in the comments. Learn more about your ad choices. Visit megaphone.fm/adchoices
Andrew Giancola from Master Money reveals all of his personal finance, money, investing, business strategies, income sources, stock, and real estate investing tips so that you can build more wealth than you ever thought possible. Discover how to increase your income at your job and create multiple passive income streams that work for you, so you have the time and freedom to do what you love. Whether that’s travel, or having freedom from your day job. Since 2013, Andrew has been sharing the wins and losses of his personal finance journey. You will learn how to invest to create wealth in stocks, index funds, real estate, building businesses, and side-hustles. You will learn how to save more money, get a raise, set up simple budgets, build habits, personal growth, and money hacks that will take you to the next level with your finances. Take control of your money so you can live a stress-free, rich life. Anyone can be wealthy, Andrew will show you how. Hit subscribe and get ready to change your life.
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