Retirement Financial Planing

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Aug 20, 2026
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how do you make your money?
I work at a bank in asset management. The pay is pretty good and I would say it is a solid middle class income. Of course I also use my experience in the industry to make some investments of my own so overall I do pretty well financially.

I believe that even when you retire you still need to make sure you have enough money to support the life you need. Some people think 500 thousand or a million dollars is enough to retire on but what they often do not consider is the unexpected. If something unexpected happens will that money really be enough to handle it?

I have seen too many people who thought they had enough money to retire only to end up looking for work again in their 70s or 80s. Usually they have to find jobs with fewer age restrictions and lower pay just to support themselves.
 
Joined
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They say that 15 years after you retire ( good pension ) you are on the edge of poverty income.-----Perhaps more true today with everyday expenses rising fast.
That’s why so many people end up going back to work a few years after retiring. Things are changing fast these days. Prices keep going up and wages just aren’t keeping pace. For example ten years ago you could make 50 thousand dollars a year live pretty comfortably and still save some money. Now even if you make 80 thousand a year after everyday expenses and all the other bills add up how much can you really save? Looking at the data only a small percentage of people are seeing their wealth grow while most people are slowly seeing theirs shrink.
 

Sprig

Senior Chief Petty Officer
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If you run out of $$$ in retirement and have to go back to work then you did not plan well or did not plan at all. A possible exception to that is if a person had something catastrophic happen like hundreds of thousands in unforeseen medical bills.
If you retire with just a small pension and SS and maybe a 401k, you’ve already failed. You’ll be hurting within 5 years. To retire successfully you need a plan that you started 10 to 20 years before retirement. And most importantly you need a good financial advisor/planner. Retirement planning and investing is quite complex. And successful investing is way beyond the average person. Years ago I had 3 national association of security dealers licenses (I did not sell securities but needed the licenses to perform some of the requirements of my job). I thought I knew securities and investing. I found I wasn’t the hot shot I thought I was. A great financial advisor saved me from making additional costly investment errors. I’ve had a financial adviser for 20+ years . Wouldn’t be in the great financial shape we are in without him.
Another thing we did way before we retired was to pay everything off. The house, the cars and boat, credit cards etc. we use credit cards but they are 100% paid off monthly. Just before we retired we had our dream house built and paid cash for it. Last few vehicles we bought new we paid cash. We are also fortunate we had good paying jobs and great benefits. I was a corporate VP and my wife was a project manager for a mid sized construction firm.
So for a successful retirement at least 3 things 1) start planning, saving and investing 10+ years before retirement. 2) Get a good financial adviser. 3) Retire debt free, have everything paid off. Enjoy the golden years.
 

alldodge

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I'm not sure converting IRA to Roth at a late stage in life is all that worthwhile, given the one-time tax hit. Makes good sense earlier on since the money has plenty of time to grow.

Like you @alldodge I am 70 years young, as are a few other regulars on the forums.

About 10 years ago, I started converting a growth/value oriented portfolio to more of a dividend earning portfolio. Only a small portion of my 💰 is in an IRA, so when I have to start withdrawing it in a few years, I will take that money and put it in something that earns decent dividends, and just keep moving things it that direction.

I had a 'magic number' in mind when I would be able to retire. When our overall savings hit that number, I just needed one bad day at the office and that would do it. . . . and here I am. 😂
I was planning to do about the same but found out I didn't need to be so careful. I still have my IRA in Vanguard money market so it has lost a lot if it moved directly back into VOO with S&P jumping up. Still believe the the S&P will take a hard fall because it's being driven by greed, time will tell

I have pretty much a solid plan just hoping it works out. Last thing I want to happen is be moved into the 50+% tax bracket and only way out is to dump almost everything from IRA to Roth IRA, take the tax hit for a year or 2 until we get back on track
 

tpenfield

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Is there a 50% tax bracket? Seems like it is more like 37% . . but add any state tax and you are close to 50%.
 
Joined
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如果你退休后钱用光了,不得不重返工作岗位,那说明你要么没有做好规划,要么根本就没有规划。当然,如果遭遇了诸如数十万美元的意外医疗账单之类的灾难性事件,情况可能有所不同。
如果你退休时只有微薄的养老金、社保金,或许还有401k退休账户,那你就已经失败了。五年之内你就会陷入困境。要想成功退休,你需要提前10到20年制定计划。最重要的是,你需要一位优秀的财务顾问/理财规划师。退休规划和投资相当复杂,成功的投资远非普通人所能企及。多年前,我持有三张美国证券交易商协会(NASD)的执照(我并不销售证券,但这些执照是我工作的一部分)。我当时以为自己很懂证券和投资,结果却发现自己远没有想象中那么精通。一位优秀的财务顾问帮我避免了更多代价高昂的投资错误。我的财务顾问已经为我服务超过20年了,如果没有他,我们不可能拥有如今良好的财务状况。
退休前我们做的另一件事就是还清所有债务。房子、车子、船、信用卡等等,我们虽然还在用信用卡,但每个月都会全额还款。退休前不久,我们建了梦寐以求的房子,而且是全款付清的。最后几辆新车也是全款付清的。我们也很幸运,之前的工作收入不错,福利也很好。我曾是一家公司的副总裁,我妻子是一家中型建筑公司的项目经理。
所以,要想成功退休,至少要做到以下三点:1)在退休前十年以上就开始规划、储蓄和投资。2)找一位优秀的财务顾问。3)退休时无债一身轻,所有债务都已还清。尽情享受晚年生活。

If you run out of $$$ in retirement and have to go back to work then you did not plan well or did not plan at all. A possible exception to that is if a person had something catastrophic happen like hundreds of thousands in unforeseen medical bills.
If you retire with just a small pension and SS and maybe a 401k, you’ve already failed. You’ll be hurting within 5 years. To retire successfully you need a plan that you started 10 to 20 years before retirement. And most importantly you need a good financial advisor/planner. Retirement planning and investing is quite complex. And successful investing is way beyond the average person. Years ago I had 3 national association of security dealers licenses (I did not sell securities but needed the licenses to perform some of the requirements of my job). I thought I knew securities and investing. I found I wasn’t the hot shot I thought I was. A great financial advisor saved me from making additional costly investment errors. I’ve had a financial adviser for 20+ years . Wouldn’t be in the great financial shape we are in without him.
Another thing we did way before we retired was to pay everything off. The house, the cars and boat, credit cards etc. we use credit cards but they are 100% paid off monthly. Just before we retired we had our dream house built and paid cash for it. Last few vehicles we bought new we paid cash. We are also fortunate we had good paying jobs and great benefits. I was a corporate VP and my wife was a project manager for a mid sized construction firm.
So for a successful retirement at least 3 things 1) start planning, saving and investing 10+ years before retirement. 2) Get a good financial adviser. 3) Retire debt free, have everything paid off. Enjoy the golden years.
That’s exactly what I’m trying to say. If you rely only on the money in your retirement accounts to live on you can gradually find yourself in a difficult situation. There’s plenty of data showing this. A lot of older people eventually have no choice but to sell their homes and rent. No one wants to spend the rest of their life living in a rental.

I started planning for retirement three years ago. I’ve already paid off my house in D.C. and I plan to pay off the Santa Clara house in full in two years. It’s not that I don’t have enough money to pay it off now. I just still need that money working for me and making more money. I don’t carry any credit card debt and I have enough extra money to support my hobbies.

Sprig you’re absolutely right. Successful investing isn’t as simple as most people think. That’s why having someone with enough experience to guide you can make a big difference.

I plan to retire at 45. I don’t want to spend my entire life working and I’ve learned how to make my money work for me. That has helped me a lot.

So before retirement I think the goal should be to pay off all your debt. Save some money and find a good financial advisor to help you. Try not to spend more than 10 percent of your assets on any single one time expense unless there’s a special situation. After that go chase your dreams and live the life you want.
 
Joined
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Most good financial advisers are only good for themselves.
Exactly. They don’t want to take on higher return investments because they don’t want to be responsible for the risk. As long as enough people hire them as financial advisors they make their money. So most financial advisors offer relatively stable investment plans but the returns are also very low.
 

bruceb58

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I have pretty much a solid plan just hoping it works out. Last thing I want to happen is be moved into the 50+% tax bracket and only way out is to dump almost everything from IRA to Roth IRA, take the tax hit for a year or 2 until we get back on track
Any reason you didn't start the IRA to Roth conversions when you were younger? I started when I retired when I turned 59....now 67.

Put a few of your scenarios into an AI program and let it run the numbers. I personally like Gemini. I load up my tax returns into it and have found issues that I later corrected.
 
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alldodge

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Is there a 50% tax bracket? Seems like it is more like 37% . . but add any state tax and you are close to 50%.
It works out around 50% when you take into account, Medicare increase x 2.

Any reason you didn't start the IRA to Roth conversions when you were younger? I started when I retired when I turned 59....now 67.
Never gave it much thought because we don't need our IRA's. I'll be moving around 190K each year for the next 4 years into Roth, this will keep us in the 24% bracket
 

tpenfield

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Not a thing for once you retire (but maybe) . . . I never seemed to have any money until I became debt-free.

Probably a good piece of advice for financial planning . . . (YMMV)
 

alldodge

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Not a thing for once you retire (but maybe) . . . I never seemed to have any money until I became debt-free.

Probably a good piece of advice for financial planning . . . (YMMV)
Totally agree, been debt free for about 18 years now

We put everything on cash back credit cards and pay off every month. CC Companies pay use now to use their cards ;)
 

JessicaKK

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Aug 20, 2026
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Agree start as soon as you can, even $10 a month will add up over 30 to 40 years

The issue I'm running into now is who to trust to execute our wishes. Can do a firm but they can charge up to 10% of the total. Getting family involved they see the money and next thing you know they are at each others throats.

Have a dear friend you trust fully but they do not have the gray matter to understand what your asking them to do.
I agree, that's probably the hardest part. It's not just about finding someone you trust, but finding someone who actually understands what you're trying to accomplish and can follow through on it. Money can complicate family relationships very quickly, so having clear instructions and the right person in place seems really important.
 

JessicaKK

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Maybe a discussion on things folks have learned about planning.

I'm turning 70 this year and have looked into converting some of our IRA funds into Roth funds. Things I'll be doing;
  • Conversion can only be done once you reach age 70.5
  • Required Minimum Distribution (RMD) starts at age 73
  • If you have individual stocks they can be cashed out and placed into a Donor Advised Fund (DAF)
  • Using a DAF with cash stocks, it can carry over every year (30% of gross) until it is used up, and your not taxed on the capitol gains and there is no cost basis
  • The DAF funds are locked into giving all to charity, if any are not used for charity there are large penalties
  • Once you reach 70.5 no longer give any charity funds by writing a check, always send funds direct from your IRA because this comes direct off your gross and the standard deduction does not apply
  • Watch the Medicare Adjusted Gross Income (AGI) when doing this because if you go $1 over it you will pay the next level for the next year. This is not the same as the IRS tax bracket
  • When converting from IRA to Roth IRA paying the taxes with your bank savings is better because all the IRA funds go into the Roth. If you use the IRA conversion funds to pay the taxes means there is less funds in the Roth
  • You have to keep the converted Roth funds in the Roth for 5 yr and each transfer starts a new clock for those funds
Have others done any research?
You've clearly done your homework, and you're looking at the right issues. From a long-term planning perspective, however, I would be careful about viewing Roth conversions, RMDs, QCDs, and Medicare thresholds as separate decisions. They are all interconnected.
In my experience, the real question is not simply whether a Roth conversion makes sense, but how much to convert, when to convert, and what the marginal tax cost will be relative to the potential future benefit. Paying tax today can be very attractive if you're effectively moving assets from a lower current tax environment into a Roth and avoiding potentially higher future taxation, RMDs, and income-related Medicare costs.
I also place considerable emphasis on managing the "taxable income bands" rather than simply looking at the tax bracket. A conversion that looks reasonable on paper can have unintended consequences once Medicare IRMAA, Social Security taxation, capital gains, and other income-based thresholds are taken into account.
For someone in their early 70s, I would also model the next 10–20 years rather than making the decision based solely on this year's tax bill. The objective should be to optimize lifetime after-tax wealth and, where appropriate, the amount ultimately transferred to heirs or charity—not simply minimize taxes in a single year.
The charitable component is particularly interesting. QCDs and a properly structured Donor Advised Fund can serve very different purposes, so I would evaluate them based on the individual's charitable objectives, appreciated assets, RMD requirements, and overall tax picture.
Ultimately, I would build a multi-year projection before executing a significant conversion. The best strategy is usually the one that manages the entire tax trajectory rather than maximizing any single year's result.
 
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