The Secret to Scoring the Cheapest Southwest Flights

The Secret to Scoring the Cheapest Southwest Flights

Do you believe that decades ago, I used to hate Southwest Airlines? I thought it was just a mess of an airline and way too chaotic. Fast forward to the past decade and it’s my preferred airline to fly. I love how easy it is to cancel or change your flight. I love that they’re still not charging for checked bags (even though we only do carry-on bags nowadays). I love how the flight attendants generally try to put on […]

The Secret to Scoring the Cheapest Southwest Flights Read More »

2 Helpful Books That Are Great in Completely Different Ways

2 Helpful Books That Are Great in Completely Different Ways

I’ve always loved reading ever since I was a kid. I actually had a relatively big toy box that I kept in my bedroom closet. It was obviously meant for storing lots of toys, but I filled it completely with nothing books instead. I read so many books all the time and loved it. Yeah, I’m a nerd, but who cares? Over time though, life got in the way. Once I got to high school and college, reading what I

2 Helpful Books That Are Great in Completely Different Ways Read More »

3 Powerful Keys to Living a Healthier, Wealthier, Happier Life

3 Powerful Keys to Living a Healthier, Wealthier, Happier Life

In 2018, we finally told our family and friends that we were moving to Boquete, Panama in 2019. That was a mixed bag of support and in some cases a big old dumpster fire. Obviously, there was some sadness that we were moving away to another country. But what was more interesting was that a lot of the feedback we got was about how dangerous it would be with drug cartels, human trafficking, and excessive violence. Here’s a little secret…

3 Powerful Keys to Living a Healthier, Wealthier, Happier Life Read More »

6 Years of Early Retirement: What I've Learned About Life, Money, and Happiness

6 Years of Early Retirement: What I’ve Learned About Life, Money, and Happiness

Today is the anniversary of my last day of work six years ago. At the end of the workday on December 31, 2018, I became free in a sense. That was the day my early retirement began. If you’ve dreamed about early retirement for a while like I did leading up to this, there’s a little surprise in store that you might not know… It’s not going to be exactly the way you envisioned. That’s because when we daydream or

6 Years of Early Retirement: What I’ve Learned About Life, Money, and Happiness Read More »

Traveling the World: 121 Days, 9 Big Adventures, and 6 Cruises Throughout the Globe

Traveling the World: 121 Days, 9 Big Adventures, and 6 Cruises Throughout the Globe

Things certainly have escalated quickly at the Route to Retire household! We started with the plan to take a couple of vacations over the next year and suddenly we’re traveling the world for 121 days! We seem to have this problem – almost a sickness – where we get an idea and tend to go overboard with it. Instead of visiting the country of Panama for a month or two, we lived there for three years (so worth it!)! The

Traveling the World: 121 Days, 9 Big Adventures, and 6 Cruises Throughout the Globe Read More »

Privacy and Security: The Essential Guide to Reclaiming Your Digital Life

Privacy and Security: The Essential Guide to Reclaiming Your Digital Life

I spent the last 13+ years of my career in IT as a manager, but I’m still a techie at heart. Even now, almost 7 years into early retirement, I still enjoy keeping up with technology and tinkering with various parts of it. Over the past few years though, I continue to get increasingly concerned about how we don’t protect our data and identities in the digital world we live in. Privacy and security tend to get put on the

Privacy and Security: The Essential Guide to Reclaiming Your Digital Life Read More »

Southwest Companion Pass: Why Now's the Best Time to Act

Southwest Companion Pass: Why Now’s the Best Time to Act

The Southwest Companion Pass… the holy grail of travel. If you’re not familiar, the Companion Pass allows the earner to bring someone with them for free on every single flight booked by the holder (provided there’s an available seat). Think of the money you could save by cutting flight prices for two people in half while traveling! This is normally a “prize” for someone who flies a lot… like a real lot. The qualification is to fly 100 flights (or earn

Southwest Companion Pass: Why Now’s the Best Time to Act Read More »

Free Cruises with Just a Little Leg Work… Living Like Rock Stars!

Free Cruises with Just a Little Leg Work… Living Like Rock Stars!

Back in May, I wrote a post called The Next Mission… Free Cruises Through Casino Status Matches! It was all about how we stumbled upon a way to get free cruises and what we planned to do to make it happen. Well, here we are several months later and I realized it’s time to update you on how it’s going and what’s next. It’s actually been a cool little adventure figuring out what we need to do and then taking

Free Cruises with Just a Little Leg Work… Living Like Rock Stars! Read More »

The Funny Thing About Sequence of Returns Risk…

The Funny Thing About Sequence of Returns Risk…

If someone decides to retire and live off of their investment portfolio, an important detail called the sequence of returns risk can be one of the most critical components to comprehend. You might have an understanding or at least a notion of the 4% rule that helps give you some direction in retirement planning. The idea is that you likely can take out 4% from a given portfolio every year and never run out of money. There are several caveats

The Funny Thing About Sequence of Returns Risk… Read More »

Phase 1: Powerful Strategies to Earn College Credits While Homeschooling

Phase 1: Powerful Strategies to Earn College Credits While Homeschooling

You don’t know what you don’t know. That’s the case with a lot of things in life. That’s why knowledge is power. Knowing that something is even possible to do gives you the upper hand to make better decisions. Ten years ago, when I learned that early retirement was something that was legitimately possible to do, we made changes to make it a reality. Before then, I just assumed that you needed to be some kind of billionaire for that

Phase 1: Powerful Strategies to Earn College Credits While Homeschooling Read More »