Careful what you wish for… it starts with ‘just one trip’ and ends with no fixed address,
No shoes, no shirt, and no problem! Right?!
(Got drunk, lost my shoes, probably should wear a shirt, and clearly still have some problems)
I just wing it now, though! 
Since taking a run at retirement in February 2024, everything has been going as planned—and I’m choosing to believe this streak will continue.
The stock market 💹
Airbnb rentals 💰
Bucket list travel 🌍
I always dreamed of the traveling life. Planning helps—but trying is the only thing that actually counts.
The stock market 
Relying on the stock market to go up forever is wishful thinking at best. I’ve learned to go with the flow and accept that corrections aren’t disasters—they’re just part of the ride.
Personally, hiring a great financial advisor makes sense. We shouldn’t YouTube our way to self-diagnose serious medical issues, so pretending we’re all finance experts seems… optimistic
Airbnb rentals 💰
Having a side hustle to support retirement is always a plus. I managed to turn my AZ condo into exactly that, and it’s been a game-changer for my roaming lifestyle. I don’t love the word “lucky,” but I’ll happily admit this decision was very fortunate.
I’ve had amazing guests so far and genuinely enjoy making sure they have a great stay while they’re in Arizona. After crashing in more than a hundred Airbnbs around the world, I’ve learned a lot about what works, what doesn’t, and what makes you think, “Wow, this host actually gets it.”
My latest low key, amazing guest!
I try to bring those little things I appreciated as a guest into my own place—basically paying it forward, one comfy stay at a time, so I can keep paying for planes, trains, and questionable travel decisions.
Renting my own full-time Airbnb in Rocky Point, Mexico, has been an absolute lifesaver. I can escape to Mexico on a whim as it is only a four-hour drive—and my rent costs less than my monthly Arizona homeowners’ fees.
Bucket list travel 
Without the above two falling into place, this might not be possible. I have used patience and whittled down my panic attacks of going back to work to twice a day to make it all work out.
Since taking a serious run at retirement, it’s almost embarrassing how many travel bucket-list items I’ve absolutely obliterated over the last two years. Honestly, I’ve lost count. That’s why I hope you read my blogs—sharing these experiences is the whole reason I spend so much time writing.
Progress is progress 
If my stories help even one person take a leap of faith, then it’s worth it.
There’s never a perfect time to do anything in life.
You just dance like no one is watching… panic attacks and all.