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Self Employed Retirement, Fixed Index Annuities, and Investment Property

How does Social Security work for self-employed small business owners? Is there a solo 401(k) that allows after-tax contributions? How much cold, hard cash should you keep on hand? Why do advisors suggest buying a fixed indexed annuity, and how do qualified charitable distributions work? Finally, is it a good idea to pre-pay the mortgage on a real estate investment, and how do you calculate the tax on a home you inherited?

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03
MAY
2022
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Retirement Spitball: Social Security, Pension, and Self-Employed

Spitballing retirement for a police officer turning teacher, a self-employed small business owner, an early retiree with an employee stock ownership plan (ESOP) wanting to do Roth conversions and withdraw 5 or 6% in retirement, and a pension and Social Security analysis. Plus, how many months of expenses should you save in your emergency fund? Also, you may know where Ric Edelman and Dave Ramsey stand on 15 vs. 30-year mortgages and using cash vs. credit, but what does YMYW think? Kyle Stacey, CFP® fills in with Big Al Clopine while Joe Anderson is on vacation.

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05
APR
2022
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Does the 5 Year Rule Apply to Each Roth Conversion?

Does that 5-year Roth clock start with every Roth conversion? Plus, a Social Security, Medicare, IRMAA, Roth conversion retirement spitball, a self-employed retirement savings and tax planning spitball, and Delaware Statutory Trusts, security-based loans, charitable remainder trusts, and other charitable giving strategies explained. Also, will your portfolio grow faster with the help of a financial advisor? And if you’ve got a smokin’ hot wife 8 years your junior and you want to retire on the same day at ages 70 and 62, are there other financial considerations, or are you just bragging?

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21
DEC
2021
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Saving and Investing for Retirement with Company Stock, Bonds, and VTSAX?

How much company stock in your investment portfolio is too risky? Can series I savings bonds act as the cash in your portfolio? In the sequence of retirement savings, would contributing to a brokerage account instead of maxing out your 401(k) or 403(b) ever make sense? How should a 20-something self-employed couple, investing monthly in Vanguard’s Total Stock Market Index Fund (VTSAX), get retirement-ready? Is it possible to pay for the construction of a new home and keep the earned income tax credit and child tax credits? Should Roth conversion funds come from an inherited IRA, 401(k), brokerage account, or Social Security? 

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07
DEC
2021
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Business Owners’ Retirement Plans | Financial Tip

As the owner of a business, you have at least four retirement plan options: the SEP IRA, the SIMPLE IRA, the defined benefit plan, and the 401(k). Senior Financial Planner Brian Sauter CFP®, AIF® from Pure Financial Advisors explains these options and the contribution limits and deadlines for each type of plan. READ | Small […]

04
NOV
2021
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Are These Three Investment Products Too Good To Be True?

Should you invest in a real estate investment trust (REIT)? What about a fixed indexed annuity or structured notes? What can be done about an indexed universal life insurance plan purchased by an employer to replace a defined benefit plan? Plus, understanding qualified small business stock gain exclusion. Joe and Big Al also discuss the […]

02
MAR
2021
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What’s the Best Way to Take Retirement Distributions?

Drilling down into the specifics of retirement distribution strategies: dollar cost averaging, pro-rata withdrawals, and buckets vs. the total return approach. Plus, a retirement withdrawal strategy with a side of pension and Social Security, another mortgage payoff question, the small business solo 401(k) trap, an LLC for a kayak side-hustle, and FIPhysician.com says nice things […]

26
JAN
2021
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Should You Pay Off the Mortgage? First Consider Your Tax Strategy

If you’re thinking of paying off your mortgage, Joe and Big Al can help you walk through your investing and tax strategy first. Plus, after maxing out your retirement accounts and health savings account (HSA) and owning rental real estate, how else should you save for retirement? (Hint: brokerage account.) As a self-employed small business […]

01
DEC
2020
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Backdoor Roth IRA Conversions, Stimulus and Self-Employed Retirement

How do you report a backdoor Roth IRA conversion over two tax years, and is there a point at which the backdoor Roth just doesn’t make sense? Plus, more strategizing for your Coronavirus related distribution, stimulus (and possible future stimulus) tax planning, and your self-employed, small business retirement plans. Subscribe to the YMYW podcast  Subscribe […]

01
SEP
2020
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Dividend-Paying Stocks and Investing Strategies at All Ages

Strategies for investing in dividend-paying stocks and how the pro-rata rule for Roth conversions work with dividends. Plus, Wealthfront, M1, Paul Merriman, Vanguard? Should young investors use a robo-advisor or pay for financial advice? Joe and Big Al also offer thoughts on a Vanguard portfolio for retirement and ideas for young entrepreneurial small business owners […]

11
AUG
2020
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How Much of Your Net Worth Should Be in Cash?

How much of your money should you keep in cash? Should you buy VBK, the Vanguard Small-Cap Growth ETF? Plus, asset allocation and asset location, the pros and cons of the Roth 401(k), Medicare, spousal and survivor Social Security benefits, tax-saving charitable giving, small business strategies, who qualifies to be called Joe Anderson’s “peer,” and […]

10
MAR
2020
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Rules for Your Retirement Savings and Distributions Are Changing

Merry Christmas! Just in time for the holidays, the Setting Every Community Up for Retirement Enhancement Act, or SECURE Act, has been made law, effective January 1, 2020. Joe and Big Al explain what it means for your stretch IRAs, required minimum distributions, retirement savings and more. Plus the fellas answer your questions on self-employed […]

24
DEC
2019
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What’s the Break-Even on a Retirement Roth IRA Conversion?

How do you figure out the break-even point on a Roth IRA conversion? Joe and Big Al discuss whether to convert, how much to convert, and when. Plus, the step-up in basis on a primary residence, self-employed small business retirement plan options, the difference between a financial advisor and financial planner, and defining a registered […]

26
NOV
2019
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How Should You Invest? As Always, It Depends

This week’s questions all revolve around what to do with your money – and everyone’s circumstances are different. What to do with a 401(k) after you retire and don’t really need the money just yet? What to do with cash in savings? Is the Papa Bear portfolio a good one? How best to save for […]

17
SEP
2019
LISTEN NOW

Money Saving Year-End Tax Strategies: Tips for Employees

Saving money on your tax bill can be easier if you own a business. If you are an employee, you may feel like there is almost nothing you can do. But help is on the way! Financial professionals Joe Anderson and Alan Clopine explore the tools and strategies you can use to keep more of […]

08
SEP
2019
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