Taking Six Months Off Work

Welcome back!

After deciding to thru-hike the Appalachian Trail (AT), one of the bigger steps I had to take was telling my boss I would need 6-7 months off work.

My parents instilled a strong work ethic upon me. I have lived my entire life with my father’s voice in my head saying to “Take Care of Your Shit”. In our household, that meant maintain a job, pay your bills, and basically be a productive member of society. (For reference, he had me applying to businesses weeks before I was legal to employ, so I would have a job as soon as I was of age.)

Since entering the workforce at 16, I have never been unemployed longer than three weeks. So, this time off work is a BIG deal.

Striving to live by my new standards of not living in fear, I decided to tell my boss in December 2021, that I needed time off to hike the AT starting March 2023. Knowing it was risky, it was something I had to do. There were many sleepless nights and days of ‘chickening out’ leading up to this day.

My Current Employer

As previously mentioned, I am the Office Manager of a specialty trade construction company. The company consists of three people: the owner (my boss), the superintendent, and myself. When any of us are absent due to illness or vacation, it’s felt!

We’re not going to talk about the full inbox upon return from a break! Wait, I digress a bit…

Easily, this is the best job and boss I have ever had. Taking that into consideration, I knew I needed to give him ample time to either replace me temporarily or permanently. Hoping it would only be temporary, but I was willing to risk it so my absence would be covered.

Today Was the Day

I woke up determined that today was the day. I went into the office, (I work remotely from home) to chat with my boss. With sweaty palms and a shaky voice, I told him I wanted to hike the AT in 2023. We chatted a few minutes about that, then it was realized that I would need the time off to actually do it.

At first, he wanted me to work while on trail. For the next few weeks, I honestly considered it. I researched, purchased, and replaced some of my heavier gear. Lightening my load to allow for the weight of my laptop and supplies needed to effectively do my job.

During those few weeks was a huge billing cycle. One of our submitted commercial invoices invoked a lot of back and forth conversation with the general contractor. I knew if this occurred while I was on trail, there would be no way I could resolve it timely, resulting in being excluded from that month’s draw and a big hit to the company’s cash flow.

Eventually, I told him I needed to take the time off instead of working from trail. I explained my reasoning, and he reluctantly agreed. Most importantly, I am still employed and have a job waiting for me once I return!

My Cash Flow Freeze

Unquestionably growing up with a strong work ethic has proven to also be financially beneficial. For example, I am debt free! Allowing me to save wherever possible to self finance the entire duration of this hike and all bills while I am on trail without bringing in a paycheck.

In truth, saving and having strong work ethics have allowed me to do something most people aren’t able to do. I am fully aware of that, and truly grateful for this opportunity. It is not taken lightly.

I can’t wait to begin my adventure!

Until next time…go get some dirt on your shoes!


Affiliate Disclosure

This website contains affiliate links, which means The Trek may receive a percentage of any product or service you purchase using the links in the articles or advertisements. The buyer pays the same price as they would otherwise, and your purchase helps to support The Trek's ongoing goal to serve you quality backpacking advice and information. Thanks for your support!

To learn more, please visit the About This Site page.

Comments 7

  • Ralph B. Mahon : Dec 16th

    New meaning for “Take Care of Your Shit”
    Bring a pooper scooper ?

    • Nancy Kinnaman : Dec 16th

      Ha ha!! Right! ?

      • Ralph B. Mahon : Dec 16th

        As a lifetime dog rescuer/lover and hiker be careful of coyotes and ticks.
        Along with the usual tick meds, I spray Permethrin on a bandana to go around their neck.
        An airhorn to scare off coyotes. They are more around than ever, seen them take down a deer
        like nothing.
        Wishing you a fun filled trip!

  • Chris Camus : Dec 16th

    Myself and my dog Cain are also planning to thru hike AT NOBO. However our start date will be after Valentine’s Day 2023. I wish you safe travels and happy trails.

    • Nancy Kinnaman : Dec 16th

      Thank you Chris. I hope to see you and Cain on trail. Good luck to you too! Happy trails!

      • David Edwards (Sweeper) : Dec 20th

        Nancy, I can relate. I worked for a company for 31 years and was #2 on the seniority list when I asked them for a six month leave of absence to hike the A.T. in 2016. They said no, so I quit and thru hiked the trail with my daughter. I wouldn’t change a thing now. It was the best thing I ever did.

        • Nancy Kinnaman : Dec 22nd

          Hi David! Thank you for sharing your experience! You’re a brave soul! Most couldn’t do what you did. Just like most people can’t honestly say they are living their best life! I hope to see you in trail one day.


What Do You Think?