The Financial Flywheel In-depth lessons on investing, financial planning, and making work optional. Get New videos by email Never Chase Dividends Why chasing dividends can cause investors to miss the bigger picture — and why total return is what really matters Term vs. Whole Life: The Numbers Compare term vs. whole life insurance using real policy numbers—and see why I prefer keeping insurance and investing separate while How IRAs Are Taxed — And How to Pay Less Treasuries Vs. Bond Funds Could They Stop Working? Could they afford to stop working with a $1.4 million portfolio? See how spending, Social Security, taxes, cash, and investments Staying Invested When Work Stops Retirement doesn’t mean your portfolio should stop growing. Learn why staying invested can help your income keep pace with inflation Transfer on Death (TOD) A Transfer on Death designation can help certain assets pass directly to your beneficiaries without probate. Learn how TODs work Retirement Income Strategy How much can you safely withdraw in retirement? Learn why your retirement income strategy should start with the income you Inherited IRA Strategy Inherited an IRA? Learn how the 10-year rule, taxes, required distributions, and your income can affect when you should take Taxable Accounts & Taxes How are investments in a taxable brokerage account taxed? Learn how capital gains, dividends, interest, cost basis, and investment losses Business Owner Scorecard Business owners track KPIs in their business—but what about their personal finances? Learn the seven financial numbers every business owner The 3 Phases Of Investing Your money has different jobs at different stages of life. Learn how the accumulation, distribution, and transfer phases can shape Investment Accounts A Roth IRA, Traditional IRA, 401(k), and brokerage account are not investments—they’re accounts that hold investments. Learn how the account Pledged Asset Lines Need cash but don’t want to sell your investments? Learn how a pledged asset line can provide liquidity while potentially Choosing a Retirement Plan Choosing the right retirement plan depends on your business. See how SIMPLE IRAs, 401(k)s, and other options can fit different Fundamentals & Technicals Fundamental analysis can help determine what to own. Technical analysis can help determine when to act. See why using both Should You Own Crypto? Should you invest in cryptocurrency? See why understanding how an investment creates value, what role it plays in your portfolio, Excess Business Cash Too much cash sitting in your business can create an opportunity cost. Learn how much cash to keep in reserve Retirement Number Myth There is no magic retirement number. See how your spending, Social Security, other income sources, and lifestyle determine how much Sequence Of Returns Risk A market decline early in retirement can have an outsized impact when you’re taking withdrawals. Learn what sequence of returns Work Optional Number Your retirement number starts with your lifestyle. Learn how to calculate your Work Optional Number by understanding your expenses, income Get New videos by email