Pay Off Debt or Invest Interview 2 (The Graying Saver)

The Cabin Mortgage Payoff

Editor: I’d like to introduce you to The Graying Saver. He’s chasing financial independence (FI) and early retirement as well. BUT he’s not willing to give up his beautiful looking North Carolina cabin (a second home) in order to do so. There’s still a mortgage on this property and he has to decide between using his extra savings to pay down the mortgage or invest.

I think you will appreciate his story. 

TGS and son hiking
TGS and son hiking

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Should You Pay Off Debt or Invest? (It’s Obvious!)

When I started this blog, I emailed the first post to a handful of friends and family. I asked if there were any personal finance topics they wanted me to cover. There was just one topic requested by more than one person and it impacts most of us. The question is: should you use extra money to pay off debt or invest?

Pay Off Debt or Invest

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My Wins and Losses From Buying a Condo at 24

I’ve mentioned before that I’ve always wanted to become financially independent (FI). I may not have known the term “FI,” but it’s always been my goal. With that in mind, I was focused on making effective financial decisions. At the top of my list: becoming a homeowner.  I heard that renting meant “throwing money away” (in reality this is not always true) and I never wanted to do that. Here’s the story tallying up my wins and losses from buying a condo at 24.

Winning Personal Finance View
The view from my former neighborhood

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New Baby!?! How To Save Money on Child Expenses

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My family recently received the best kind of dividend. He’s small in size and already has made a huge impact on our lives. Our family of three has become four, as we welcomed our second son into the world.

Save on child expenses

Once the initial shock and joy wore off, I remembered that kids are expensive. They’re also unlikely to speed up a plan toward Financial Independence. Well, unless that plan is to have your kids support you.

When it was time to write this post, I was a little sleep deprived. With a foggy brain, I decided to reach out to some experts in the Personal Finance Blogging community.  I asked for their strategies on keeping the cost of children under control. I think you’ll like their answers and expect you’ll also find some ways to save money on child expenses. Continue reading “New Baby!?! How To Save Money on Child Expenses”

My 7 Most Regrettable Financial Decisions

There are a whole bunch of bloggers talking about their biggest financial mistakes on the magnificent web of information. I think this is a fantastic exercise because we can learn so much from these errors. Since you are reading Winning Personal Finance, I of course haven’t made any mistakes (cough cough). Luckily, I’ve avoided some of the big ones like consumer debt, high investment fees and not saving at all.  Unfortunately, my financial life has not been perfectly streamlined. Without further ado, here are my 7 most regrettable financial decisions and more.

Regrettable Financial Decisions

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8 Winning Personal Finance Tips for Newlyweds!

I recently attended a wedding and want to wish a heartfelt public congratulations to the lovely bride and groom! Since I didn’t get a chance to give a toast over the weekend, I would like to offer some unsolicited financial advice for all see. Without further ado, here it goes:

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