January: A good friend traveled down to stay at my apartment in Austin. We had a guys trip planned to Scottsdale. He was driving cross country. I decided to tag along with him and cancel my flight. We stopped at a small western town in Texas (Marfa), went to White Sands National Park in new mexico, stayed in Tucson, and lastly met up with all the guys in Scottsdale. It was a great way to start the year. We went on a hike and played golf. This was a test of my alcohol free lifestyle. It was one of the first big guys trips I have been on as a non drinker.

February: Shortly after the AZ trip I came back and was laid off from my job. I worked at a good company (Spotify) and it was really my first taste of corporate success. I was making great money for the past year kind of out of nowhere. This company gave me a big severance check and I decided to blow a chunk of it on a solo trip to St Martin. I kind of just laughed the layoff off. I wasn’t doing too much hard work at Spotify anyways. It felt purposeless. This trip was a good reset. It motivated me to want to achieve financial success. I sure as shit spent money like I already did. I still felt like I havent achieved shit though.

March: I accepted a new job practically on the day I got laid off. I was seeking a new opportunity because I truly wasn’t doing shit day-to-day at Spotify anyways. If i really looked into it a layoff was imminent. I wanted some purpose and work that could drive me forward. I took a role that was way over my head and was not of much interest to me. I didn’t connect too well with the team, it was a small team (7 or so employees). I was brought on as the sole seller. I traveled to Vegas for a conference and came back to Austin for SXSW right after. I wasn’t fully bought in and it was apparent it was going to be a bit of work. The money was good and my severance gave me a cushion I got financially comfortable and maybe a bit arrogant.

April: I had booked a trip to Croatia several months prior to this. It was on the calendar before I started my new job so I took a week or so off within my first month. I recruited a friend to come with me. We met in the Amsterdam airport jet-lagged as all hell and landed in Croatia. It was incredible and inspiring. This friend and I were conceptualizing a business idea that we thought highly of. We had a bit of delusional optimism and there was a buzz around our potential success. This was the most beautiful country I have ever been to. I aspire to visit again. I made it a goal to come back as a financially free person. After croatia I stopped in Boston to watch my sister run the Boston Marathon and caught up with family. They came down and visited me in Austin the following week and that was a nice grounding week.

May: I got back to work at this small startup. I was realizing they had high expectations for me. I was also realizing I had low motivation and drive. I wanted my business to come to life and become an entrepreneur. I also didn’t really connect well with my co-workers and the inspiration wasnt there. They sent me back to Vegas to represent the company solo at a conference. Truthfully I just fucked off for a few days. I hated it.

June: I got laid off from the startup job. It was kind of expected I had no drive to work and I didnt perform well. I Still was hungry about this business idea. The friend that I was starting it with was moving to Austin full time. This was also relieving for my mental health too. I had friends in Austin from my time here but not great friends. I spent a lot of time solo the first half of the year. We took action with the idea and started building shit. We met a business owner and he quickly became someone I looked up to. He was sober and appreciated us taking action on the idea. He carefully criticized the idea and as a serial entrepreneur himself explained how this concept wasn’t too realistic. This took us to the drawing board.

July: Just like the layoff from spotify. I took a solo trip after this layoff too. I went to Jackson Hole, WY. I stayed at an Airbnb in a neighboring town Victor, ID. I hiked through Grand Teton national park and drove through Yellowstone. It was a nice reset yet again. A good way to close the chapter on the learning lesson from the last job. I was also prioritizing my mental health here too as I was probably a month off my antidepressants and anxiety meds. I remember thinking about how I would love a quiet place like the one in the photo to come to and just shut off from everything going on in life for a bit when needed. We changed the business concept a bit and tried to launch our business but it wasnt as exciting as the original idea. It was trending toward a failure and that felt ok.

August: I went back home to spend time with family. It is my mom and dad’s birthday in early august. We got a beach house for a week and just relaxed. I caught up with some old friends. I stuck around for most of August. I wanted to use the time to just do nothing. I told myself I would take the summer off from work but I started looking at jobs on this trip. I also went up to Saratoga Spings NY with the guys this month. A much needed month home in cooler weather. Some minor job stress creeped in a bit and the business idea was in the process of changing but the fire kind of got put out.

September: I realized that the job market was super shitty. I despised the idea of going back into a corporate job. I also couldn’t comfortably take the full summer off. I got a job as a cart attendant at a local golf course. I worked quite a bit and for the first time in a long time, I actually worked 40+ hour weeks. Sounds pathetic I know. But its the truth. I realized quickly that it was not what I wanted to do or could do financially. I kept applying for jobs and wanted to quit pretty much after my first week. I was making lots of money for minimal work to start the year. Then I was laid off twice and working for $13.50/hour at a golf course. I needed the humbling. But it wasn’t taking me in the direction I wanted it to and it surely wasn’t paying the bills.

October: I quit the golf job. I received an offer at a corporate job here in town but the offer was nearly half of what I was making the first half of the year and I thought I deserved more. I was starting to learn how blessed I was to have the jobs I had earlier on to start the year. As much as I found them purposeless, they allowed me to not stress financially. Life was and still is teaching me a bit of a lesson. The job market has been awful and that was the only offer I receieved thus far. It was a entry level role and I had a mid level role the past two years. More humbling. My friends came down for a football game. (i think it was in novemeber but whatever)

November: Went back to college. First time since quitting drinking. Had a little bit of nervousness around it but once I connected with my old friends I was comfortable. It was great to see some of these friends for the first time since college. Absolutely a highlight of my year. No wonder why I drank so much in college I dont know what else you would do in a small southwestern virginia college town. I flew straight home to boston for thanksgiving. It was a nice mental break from the job hunt and financial issues I was soon to be facing.


December: (currently) My old apartment lease ended. I had uncertainty around what was next for me with zero income. My good hometown friend wanted to see if Austin was a city he could live in so we got a short term Airbnb for the month. I kept chugging away at job apps and interviews. Some fell through that seemed promising, some denied me even though I felt overqualified. Plenty of humbling and a lot of trust in the process and faith. I started working a 100% commission job and that has kind of been fucking with my head. I am still applying and interviewing for more jobs and at this point I would probably take any offer that pays me. I am considering moving back home to my parents house to save money. Everything is up in the air and I have zero stability around my finances. This is the first real time in my adult life I have struggled financially and I am grateful it is not worse. It has put a lot into perspective. I am grateful to spend time with close friends during this time. I am grateful I am sober during this time. I am grateful I am healthy during this time.
Everything good this past year has been from travel or connecting with friends and family. Things are memorable when things bring you joy or challenge you in a positive way. A solo travel trip, I can remember that pretty vividly because I am fairly introverted and traveling solo is challenging in a way. A trip with good friends, I am never more present in my life. Nothing going on outside of that pops into my mental. All the wealth I thought I wanted and admittedly still want will never trump connecting with great friends and experiences. Making lasting memories is what makes life enjoyable. So many good things to take out of this year that I cannot play the victim. Everything falls into place when it is meant to.