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Five MORE Lessons from the Road

QUITE a while ago I made a video about 5 Lessons from the Road that I learned while I was on the Pilgrimage. I also did a collaboration with Tim over on his Channel Forty Times Around about 5 Lessons we Learned the Hard way on the road.

Rik Englebert left a comment on that video saying it would be interesting if I did one of these every once in a while like a retrospective. I’m probably a little overdue on this but here we are. Better late than never. 


  1. Get some awesome Roadside Assistance 

    1. We ride motorcycles. Unexpected breakdowns just happen, whether you’re super up on your maintenance or not. No one does TCLOCS every single time you get on the bike in the morning, especially when you’re travelling for a week or more. Stuff breaks. It’s a motorcycle.

    2. I’ve really really gotten my money’s worth out of my cheap Roadside Assistance add on I have through my insurance. Everyone has different opinions about which company is best, but Progressive has really treated me well. I haven’t had to deal with any accidents with my insurance besides on incident in my truck which they handled awesome and I have no complaints, but I can’t speak to their motorcycle incident process. What I can speak to is that I have saved over 2 grand in tow bills since getting Roadside Assistance with them. 

    3. For example I got towed from Butte to Anaconda on the Pilgrimage because there was no place that is qualified to work on Lazarus. Another example which happened more recently on the Falling Short series,  Progressive covered my tow from Blythe, CA to Phoenix, AZ because that was the closest Triumph Dealership. That was 150 miles, that would have cost me on average between $400- $900 out of pocket had I not had roadside assistance. Enough Said.

  2. Carrying a First Aid Kit isn’t an option. It should be as important as your tool roll. 

    1. Hard truth I didn’t carry a legitimate first aid kit for the whole of the Pilgrimage. Just some band aids and Ibuprofen. If you didn’t know, I broke my wrist on the way to Rocky Mountain Roll last year. I purchased my first properly equipped first aid kit right before that trip. It’s pretty much only because I had that kit, the pain killers and the wrap specifically that I was able to ride out of the woods. 

    2. We do an inherently dangerous thing riding motorcycles. A common saying is that it’s not if you go down but when. Especially especially when you ride off road. You’re going to come off the bike when you ride dirt. It’s just inevitable. Not carrying a first aid kit, especially if you carry tools for your bike, is just negligible in my opinion. That’s me speaking as a person who only started carrying one on my bike last year and I’ve been riding since 2011. That’s a whole lot of dumb

  3. Be very specific about the people you choose to travel with. 

    1. This one was definitely learned on my trip to Baja last year. There ended up being seven of us on that trip, which was really too big of a group. I tried really hard to keep it under control, but there were a couple people on that trip who were just really not my favorite people and that was made worse by the size of the group, and the complete and utter lack of the ability for all of us to compromise properly. It took us forever to figure out what we were doing every single time we stopped. We missed out on half of the planned stops and campsites because one particular person in our group was too scared, or decided they wanted to not camp last minute. Hence why we stayed at place that smelled like toilet water, and another place that cost twice as much as any other hotel in Baja. I have a lot of pent up rage over that whole trip. There was a lot of things I enjoyed about Baja itself, but I have a lot a lot of angry feelings every time I think about that trip as a whole. I’m sure there will be a few people in the comments letting me know that I’m an angry person in general, which is true. Which is the point of this lesson. I really shouldn’t travel with big groups of people, because I’m an angry person. I’m happy, and it doesn’t take a whole lot to make me happy, but it also doesn’t take a whole lot to piss me off either. 

    2. Moral of the story, make sure you like the people you’re gonna be spending every day with. Bonus tips:  Set clear expectations before you even leave on the trip and be realistic about those expectations. (Including how long between break stops, how long you expect to be stopping for meals, gas stops, photos stops and budget expectations for lodging) Have designated signals and road signs for emergencies and a way to get a hold of each other if you get separated and there’s no cell service. 

  4. Understand what you enjoy about travel. Don’t do something just because someone else wants to. 

    1. Another lesson I thought I had learned but smacked me in the face on the Falling Short series, is really figuring out what you like about travel, and also understanding what you don’t like about travel. It’s so easy to get caught up what other people are excited about and forget what you need to be happy on the road. IT can be a huge bummer, for you and your travel mates, when you get into it and you’re like wait. No. I don’t like this. 

    2. This is different than compromise, compromise is good, it gets you to try new things and it’s important in any group travelling experience. However, what I’m talking about is when you are doing something way way way out of our comfort zones and it’s really not good, to the point of being dangerous. 

    3. I let myself get way caught up in the hype for the release of the CABDR, I got really excited about the new traffic a series about the CABDR would bring to my channel, I was really just in love with the idea of doing the thing because all of my friends were talking about how awesome it was going to be.Then I got there, I was in way over my head, and I had to really think about what I actually enjoyed about Adventure Riding, and beating myself up to say I did an obstacle, or that I finished a BDR is not what I enjoy about Adventure Riding. I enjoy seeing new places, and I’m not opposed to getting over an obstacle so I can earn the view on the other side, but if there is no pay off on the other side besides getting over the obstacle I tend to feel a little deflated.  

  5.  It is so important to document your trips. But not every trip needs to be filmed.

    1. Earlier this year I had to make an unexpected trip to Montana for my grandmother’s funeral. Safe to say I wasn’t in a great headspace. It made it really difficult to fake a smile for the camera and my heart just wasn’t in it at all. 

    2. The point is that it’s important to still take photos, you’re still going to want to remember the places you stopped, or at the very least keep a journal to vent your feelings, but if you’re not in the greatest head space there really isn’t a need or a point for you to be filming if you also have a vlog thing. No one wants to watch that. Also it’s important to take time for yourself every once in a while, do trips that aren’t for social media, and have time to process things that are going on in your life. 

THE PILGRIMAGE: A SHORT SUMMARY

THE PILGRIMAGE: A SHORT SUMMARY

34 Days and 3,500 miles later I’m much tanner than I was when I left, Lazarus has a few new parts and a few parts that are still missing.I have met a crazy amount of amazing people who live in this beautiful state, and a few that I really didn’t want to say goodbye to.

There are adventures everywhere. 

Get out and explore your world. You don’t even have to go very far. Just within your own state, you’ll be surprised by the amount of opportunities that will present themselves if you just get out and meet them. 
Often times you’ll meet them when everything goes wrong. Adventure is what happens when your plan goes awry....

THE PILGRIMAGE: DAY 31 & 32

THE PILGRIMAGE: DAY 31 & 32

I woke up early and did some of the boring house keeping stuff that piles up while you’re on the road. Laundry, emails, all the good stuff. 
By the time I finished that it was about one and I headed into town to have lunch at the Star Bakery in Nevada City, and hopefully ride the train....

THE PILGRIMAGE: DAY 26-29

THE PILGRIMAGE: DAY 26-29

With my boots finally dried out, I loaded up, stopped at the Forest Service office to get some more detailed maps of the area, and I headed to the “ghost town” of Rimini...

THE PILGRIMAGE: DAY 25 Baby's First Watercrossing

THE PILGRIMAGE: DAY 25 Baby's First Watercrossing

I left White Sulphur Springs with the intention of visiting Diamond City, a ghost town in the Big Belt Mountains, and finishing the day in Helena and Rimini. The weather had different plans. ....

THE PILGRIMAGE: DAY 23 & 24

THE PILGRIMAGE: DAY 23 & 24

I hung out in Red Lodge for a little while, ended up talking to another guy who was also doing the “moto-vagabond thing” as he called it, but he has a giant brand new BMW 1200. It was a little funny to talk to him, because the biggest problem he’s had on his trip since leaving Indiana was getting ‘bogged down’ in some mud in the badlands. He had to wait for an hour for the mud to dry, and then got free. Yup.....

THE PILGRIMAGE: DAY 20-22

THE PILGRIMAGE: DAY 20-22

Reluctantly, I left the awesome Casey and Hilary in Billings, and made my way down to Bighorn Canyon. I was already in love after only being their an afternoon, plus there’s wild horses
I talked to the ranger at the visitor’s center about Artist Residencies for a bit and it’s very very tempting. I could totally spend two weeks here doing my thing, I may apply for next year. ...