I think a couple should start doing their retirement planning well before they retire - we started in our late 40's and I'm sorry we didn't start ten years earlier than that, LOL. A retirement plan is tricky because so many assumptions need to be made, so the tip of "Keep Planning" is very relevant.
We did quite a bit of "starts and stops" when we first started planning, but kept at it. We were helped by professional advice from Spouse's state retirement fund, which began offering retirement planning sessions. We took every one of them we could; one course we took three times, because different instructors stress different information.
That's where we learned about Social Security, Medicare, long term care insurance, annuities, taxes, etc. We incorporated that into our planning, but even so, quite a bit was still a guess when we finally took early retirement.
But it all worked out (thankfully!). We estimated high on all costs, and planned for ill health and/or old age. We used Spouse's pension as our base income - if we could live on that alone, our portfolio, SocSec, and home would be our inflation protection.
Taking the time to test so many scenarios beforehand enabled us to retire as planned even as the Great Recession hit the economy in 2010. Fortunately, Spouse's pension has a COLA. I took SocSec at 66; Spouse hasn't taken his yet as he will get hit with the dreaded WEP penalty of a full 60%. He'll only get 40% of his normal benefit because his pension is considered a 'government pension' (it's actually a multi-county agency, but classified as equivalent to state government).
At 65 I received three very modest pension checks, no COLA and unassignable, from employers I had vested with. All of these additions are not large, but during the long period of low/no inflation we have gained enough that this year's high inflation is not damaging to us.
We use an independent CFP firm as our financial adviser and meet with them regularly. I handled our investments for decades, but taxes on withdrawing distributions and dealing with dividends, plus an RMD on an inherited IRA, was not what I wanted to do with my retirement time. So we gave our accounts to the CFP firm and have been very happy with the results.
I'm still the point person for the firm as I enjoy 'the business of finance'. The CFP firm manages our accounts with taxes in mind, so I can just hand the Year End info off to our tax accountant.
With the COLA increase in SocSec and S's pension benefit, I do have to talk to our CPA about maybe withholding more taxes. Otherwise, we may come up too short next year and I don't want to be penalized. That happened once before and it's a real OUCH!
The IRS always gets its 'pound of flesh', LOL.