How To Plan For Your Retirement The Second Time Around

The main reason why I’ve gotten more conservative with my investments is not because valuation for the S&P 500 is near an all-time high and earnings growth is decelerating.

Nor have I gotten more defensive because housing inventory has shot up across major parts of the country and prices are clearly declining.

No. The main reason why I’ve gotten more conservative with my investments is because I’m very close to retiring for a second time.

Let me recap my background and share some retirement preparation plans if you’re also planning on retiring soon.

The Return To Retirement Living

After first retiring in 2012, I spent about nine months living the early retirement lifestyle. I wrote a book about my experience negotiating a severance and my wife and I traveled around the world for about 12 weeks.

By the beginning of 2013, I no longer told anybody I was retired. People gave me funny looks whenever I mentioned I had left corporate America for good. I also felt stupid saying I was retired in my mid-30s.

I longed for more purpose and a more acceptable identity that didn’t require explaining my background each time. So I decided to pivot from early retiree to full-time writer and entrepreneur.

Almost immediately, I felt better about my new role in the world. Growing Financial Samurai all these years has been incredibly fun.

On average, I spend about three hours a day on the site, which is one of the main reasons why it’s been so enjoyable. If I was forced to work 10 hours a day on FS and commute, I’d have probably started hating it after a year.

Having something intellectual to do, especially after my son was born in early 2017, has been a blessing. Being cooped up in the house all day is no fun for this stay at home dad.

Another thing I’ve enjoyed doing in my second career is mastering everything that relates to online publishing. From writing, to marketing, to business development, I now have a strong grasp on all the things it takes to build and run an online media company from the ground up.

Although it’s been seven years since I left full-time work, it’s been almost 10 years since I started Financial Samurai in 2009.

Back then, I had told myself that if I could reach various stretch goals by the summer of 2019, I would give myself the luxury of taking it easy once again.

The main stretch goal was to regularly generate over one million organic pageviews a month.

As fate…

read more…