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I'm currently 58, retired at 49 with a pension, returned to full-time employment at 50 and now plan to retire again in nine months. Is our plan solid?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

With a strong Alzheimer's history in the family, how can I ensure that my wife will be taken care of should it become necessary?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

With two big pensions in the mix, and a big pot of pre-tax money, should Roth conversions be the priority?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

With retirement on the horizon, should I be looking for a fee-only or a fee-based advisor?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

I say pay off the mortgage, my wife says no. Can you be the judge?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

We are in good shape, but I don't want to do anything stupid. Am I worrying too much about taxes? Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

I'm officially retiring at the end of this week. Am I ready?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

My goal is to retire in 2027 at the age of 55 from my 24-year corporate career due to burn out. Can I do it?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

Even though we have more money than we'll probably ever need, I'm still having a hard time spending down some of the accounts. Can you help?!Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

My parents have offered to give me a big chunk of cash, but I'm not sure I agree with them on how it should be used. Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.