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The Daily Wrap: 10.20.20
Clean
October 21, 2020 02:25 PM PDT
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For those of you who think life is tough in 2020, perhaps you've forgotten how nice you have it compared to 1972. Gregory responds to a clip from Adam Carolla about appreciating modern luxuries.

People have been paying down their credit card debt over the pandemic. The US has doubled the national debt since 2010.

Ryan in Biloxi called for a friend who is self employed, and was denied a mortgage because her income was too low. Can she refile her previous years' taxes and maybe qualify?

http://www.WinningAtLife.com

The Daily Wrap: 10.19.20
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October 20, 2020 07:26 AM PDT
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John in Gulfport is looking for ways to help his credit score so he can be in a better position to buy a house.

New Hampshire is suing Massachusetts for taxing their residence for working at home if they are employed in Mass.

Don't worry too much about the upcoming election. The market should be fine either way in the long term.

Gregory reviews a couple of calls about Social Security from Saturday's show.

http://www.WinningAtLife.com

The Weekly Wrap: 10.17.20
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October 19, 2020 08:49 AM PDT
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What's rules for SSI and Disability? Gregory explains the difference between Supplemental Security Income and Social Security's Disability programs.

Bob in Biloxi is thinking about moving the money from his 401k into 2 fixed annuities. What does Gregory think?

Bruce in Denham Springs was on Disability, and when he switched to Social Security retirement benefits at his Full Retirement Age, his taxes went up. Can he switch back?

Craig in New Orleans asks Gregory's thoughts on investing in crypto. Gregory thinks it's too volatile to take seriously.

Tim in New Orleans wants to know how the Required Minimum Distributions are figured for his IRA.

Jude Heath joins the show and reviews some recent calls with tax issues.

Cindy in Covington asks Gregory and Jude if she can use her own LLC to start a 401k.

Pam in Slidell asks when you can start Social Security while still working, and she will also be affected by the Windfall Elimination Provision.

Jay in New Orleans has a pension system at his job, and an employee DROP program, too. How can he maximize his options?

Bill in Gonzales asks when his wife can turn on a Spousal Benefit from his Social Security record.

Christopher in Baton Rouge asks Gregory about his work around to employ his retired mother so she can get money into a Roth IRA.

http://www.WinningAtLife.com

The Daily Wrap: 10.15.20
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October 16, 2020 09:30 AM PDT
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The way you listen to audio has changed dramatically. People are listening to more spoken word content than ever, and the AM/FM radio accounts for less than half of listening hours.

How do SSI and Social Security Disability differ? What are the different rules for these programs, and how do you qualify for help from them?

Ken in New Orleans calls back to the show to let us know his artwork has been selling well.

Tommy in Folsom has questions about qualifying for SSI.

Gregory reacts to audio clips of Trump talking about his economic record.

http://www.WinningAtLife.com

The Daily Wrap: 10.14.20
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October 15, 2020 09:07 AM PDT
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Laura in New Orleans has asked Gregory about buying stock in Carnival Cruise Lines on the show back in March. She called back and confirmed she bought in. How has her investment performed thus far? Gregory's guidance proved to be spot on.

The shop teacher at Gulfport High wins a $50,000 prize for trade teachers in recognition of his auto shop class.

How does someone know how much money they should be saving every month?

Here's some rules you need to know if you've been laid off, and you're thinking of leaning on your 401k to get by.

http://www.WinningAtLife.com

The Daily Wrap: 10.13.20
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October 14, 2020 09:48 AM PDT
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Pool Corp, the largest whole distributer of pool parts, is based in Covington and just got listed on the S&P 500. The plans are revealed for the new UMG Hotel in Biloxi.

Laura in New Orleans is inheriting a decent amount of money. How does she go about the process of knowing where to put it, and how much to put in each bucket.

When Eric in New Orleans inherited a bunch of money, his uncle promised to manage his investments and stole it.

Brian in New Orleans is being offered a 401k at his new job. He's in his mid-30s, and has never had a 401k before. How does he use it properly?

If you've already tapped into your 401k or IRA for a Coronavirus Related Distribution, Gregory has some reminders on what you need to do to avoid that early withdrawal penalty.

http://www.WinningAtLife.com

The Daily Wrap: 10.12.20
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October 13, 2020 07:15 AM PDT
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Here's 4 easy ways people run out of money in retirement.

Brad in Hammond needs to take a withdrawal from his 401k to make ends meet. How does the process work by which you can get your early withdrawal penalty waived?

Chase in Luling is just getting started saving for retirement and has a couple of small rent houses. Is he on the right path?

Hear some news highlights from the financial world.

http://www.WinningAtLife.com

The Daily Wrap: 10.08.20
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October 09, 2020 07:55 AM PDT
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A football star just bought the most expensive house in Charlottesville. Gregory explains how overbuying a house is a trap many people easily fall into.

Charlene in New Orleans bought a fixed annuity, and wants to know how all of the surrender charges and maturity dates work.

Gary in Marrero is just a year away from his Full Retirement Age, and asks Gregory if he should turn on his Social Security retirement benefit a year early.

http://www.WinningAtLife.com

The Daily Wrap: 10.07.20
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October 08, 2020 08:04 AM PDT
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Does Social Security count marriages performed overseas? Carlos in Moss Point was married in China, and wants to make sure his wife qualifies for Social Security spousal and survivor benefits.

Richard in Slidell has a wife on Medicaid. Can he sell his house and use that money to buy a new one, or will that be affect his Medicaid status?

Bill in Holden has a 401k at his old job. What should he do with it?

Scott in Mobile has a sizable amount of company stock in the 401k at his old job. Gregory thinks this may be a good scenario to use Net Unrealized Appreciation.

Lisa in New Orleans has a deferred compensation plan at her job, but the plan rules have changed, and they want to pay the entire amount in one lump sum. Is there some way she can defer the deferred comp to avoid a huge tax hit?

http://www.WinningAtLife.com

The Daily Wrap: 10.06.20
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October 07, 2020 06:45 AM PDT
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Learn the lessons from John McAfee's arrest in Spain on tax evasion. Gregory gives you a helping hand on how to get caught up on your taxes, and some bad news if you don't.

Gregory shares the story of a family of Bronco Riders who have won a load of championship on the rodeo circuits.

Bradley from Hammond asks for more details about the John McAfee story. We do not endorse his evasion of taxes, but we all agree this will one day make an interesting movie.

Gregory quotes Judge Learned Hand on a citizen's duty to pay taxes, and shares some ways people keep their tax bill as low as legally possible.

Jonathan in Perkinston is going blind and have $10,000. What should he do with that money?

Eric in Slidell wants to know how much his Social Security check will grow if he waits a couple months past his Full Retirement Age.

Norman in Garyville asks Gregory if his military pension through the VA will have any affect on his Social Security retirement benefit.

http://www.WinningAtLife.com

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