Newbie's random questions - regrets, motivation, plans etc. (1 Viewer)


Jun 22, 2017
Current Location
Dallas, Texas
Newbie here, asking some random questions, because I can't come up with a neat all encompassing question that would satisfy my interest. I realize people's circumstances vary widely, so I expect the answers to vary accordingly. But those questions are very relevant to my personal situation and choices I'm considering, and that I might expand on later.

I will try to formulate 3 specific questions:

1) for those who are living this lifestyle (meaning the loosely defined lifestyle generally reflected on this forum) by choice more than necessity, are you ever tempted to get back to a "normal" life? What are your regrets, if any? If you gave up a good career that you will unlikely get back into again, I'm especially interested to hear from you (here or via pm).

2) what overall motivates you, besides necessity? Do you get tired of the traveling, of having to invest energy into things that could so much easier be accomplished with more conventional means/money?

3) Do you have a plan for retirement, or for a time of medical emergencies, future illness, possible physical decline? Do you have plans in general that go beyond day to day travel?
We sell all kinds of other stuff in our Etsy store!


Jan 7, 2017
Current Location
Fuck Off Land
Nice questions!

Well, Personally- I live the lifestyle I do, because of necessity, and choice. My decision was based upon my well-being, and overall optional happiness. If I were to continue working 9-5, five days a week, and paying rent to a landlord, I was always constricted by deadlines, and contracts. Keeping me from doing, and having the energy for things that brought me individual happiness. Thus, continuing my depression. Seasonal work is the most structural job I ever volley upon, now. Maybe settling for a couple of months, and going from there. No pressure to stay, or climb a stupid theoretical ladder.
I've always strived to be a "jack of all trades". So, I know if for some reason I felt as though I needed to settle down for a while, I could re-integrate myself into the work force no problem.

You get tired out here. But, I like a challenge. It's a different kind of tired. Due to making physical progress, and miles- instead of a hamster wheel. I do not need money, to ease my adventures. Money comes, and goes.

It's always nice to have a little bit of cushion (money saved) for a time that you're really in a shitty situation. Be that.. You fucked up your ankle, and need a motel room for a couple of nights to rest, or- maybe you've been stuck in a shitty town for three days, and need a cab ride to a better spot because nobody is picking you up, or the cops won't leave you alone.
But really, I was having more health problems before I hit the road. Weird enough.
You just figure it out as you go.
I'm still rather young, so I don't give a shit about retirement.

Food for thought. Good luck!


Sep 15, 2017
Current Location
everytime i see yuppies scurrying around, i laugh cruelly, mercilessly, and diabolically. Or when bourgeois talk about memorial day weekend, or labor day weekend, or when sheeple complain about their mortgage or the price of gas. Bwahahahaha!!!!! Who knowz, whatever makes em happy. But i dont limit myself to doin stuff according to what day it is or which month it is. I am nihilist. And i sound my barbaric yawp oer the rooftops of the world.


Jun 22, 2017
Current Location
Dallas, Texas
Thanks, dumpster, good point about calling it both a choice and necessity due to mental health. I have saved up quite a bit of a cushion, and expect to do so for at least another year with plenty of extended breaks in between work. I currently have the luxury of sort of the best of both worlds: a very good job that is also very flexible and allows me to take months at a time off to sort if "try out" a different lifestyle. I know ultimately I'll quit my career, it's just a matter of how much of a cushion I want, to be sure I won't regret giving up my current situation too soon. I'm thinking of mostly doing seasonal work eventually and keep most of my cushion for actual emergencies or retirement. I'm kinda particular of not wanting to rely on any "handouts" at all. Once I quit my career for a few years, it would be very difficult to get back to, so I have to be sure I'm not going to have regrets later. So now it's sort of time to learn new skills, try things out, and prepare for some major changes that are sure to come in the not too far future.


Nov 4, 2017
Current Location
Conway Arkansas USA
1. Regrets i have are probabally feeling like i somehow made a path formyself that would make people i love sad, thats all.
2. No, i cannot stand staying in one place at all its the reason i dropped out of school as a kid its the reason i began travelling in the first place ETC
3. The plan is to die before im old enough to be forced to retire.


I deleted myself
Regrets are not doing it sooner , I've been on the roads , rails for 18 years off and on .
Pros I worked in a field that trained me for this anyway. No mention of that but the pros are if you want to live off the grid then it's easy if you want that life.
Only complaint is seeing the same places time and time again . Do not ever pattern yourself to travel always keep off the straight and narrow

Users Who Are Viewing This Thread (Users: 0, Guests: 1)

About us

  • Squat the Planet is the world's largest social network for misfit travelers. Join our community of do-it-yourself nomads and learn how to explore the world by any means necessary.

    More Info

Support StP!

Donations go towards paying our monthly server fees, adding new features to the website, and occasionally putting a burrito in Matt's mouth.

Total amount

Monthly Goals

  1. Paying the Bills
    $40.00 of $50.00
    The first $50 in donations go towards paying our monthly server fees and adding new features to the website. Once this goal is reached, we'll see about feeding Matt that burrito.
  2. Buy Matt a Beer
    $40.00 of $75.00
    Now that we have the bills paid for this month, let's give Matt a hearty thank you by buying him a drink for all the hard work he's done for StP. Hopefully his will help keep him from going insane after a long day of squishing website bugs.
  3. Feed Matt a Burrito
    $40.00 of $100.00
    Now that the bills are paid and Matt has a beer in his hand, how about showing him your love by rewarding all his hard work with a big fat burrito to put in his mouth. This will keep him alive while programming new features for the website.
  4. Finance the Shopping Cart
    $40.00 of $200.00
    Now that the bills are paid and Matt is fed, perhaps it's time to start planning for those twilight years under the bridge... if only he had that golden shopping cart all the oogles are bragging about these days.

Latest Status Updates

jamie summers wrote on nastynaty's profile.
too bad about clovis...i rode through recently without stopping in the yard luckily...where did you get pulled off now
?did you end up on a train for dallas?
Update on my luck: wrong train, cops pulled a gun on me, im off the transcon, and i have one day to get to chicago.
Blessed is the match consumed in kindling flame.
Blessed is the flame that burns
in the secret fastness of the heart.

Blessed is the heart with strength to stop its beating for honor’s sake.
Blessed is the match consumed in kindling flame.

-Hannah Senesh

Rest in power, Will.
I got my first trespass in over five years of riding, but the bull in clovis was doing that thing were he scans the cars from a ladder and my bike had the back wheel off so i couldnt run. I caught the next train after he let me go.
The amarillo northyard hopout is trashed, can yall clean up after yourself. No wonder they put up all these new fences here.
just now saw yet another article of people talking photos of themselves and falling into a waterfall and being pummeled into drowning - why people why - i recall when i first heard something like this out at Silver Falls eas of Corvallis, I think it was 2012 or 2013, but it never ceases to amaze me that it happens so much all over the world
Hitched into Quebec City, got a free wristband to a music festival with The Offspring and Blink-182 playing!! Good times, now off to Charny, back on the rails!
'All I know is that I dont know nothin'
Fillmore, California... California is the ultimate shithole..!!!

Members online