Onwards

We sold our house and left San Jose, CA on October 22, 2022 to pursue my nearly lifelong dream of cruising on a sailboat in the Caribbean. I get bored with the same-old and we’ve been living in California for nearly 18 years but now it was time for something new. Something to push us out of our comfort zone. Something that was going to introduce us to new people and places.

For months prior to October, we spent our time packing and planning. Packing a house of 3500 sq. feet and things we and our three kids have acquired over 18 years was much more challenging than I had imagined. We finally packed up the U-haul on October 22, 2022 of the items we staged to go to the boat and some things that didn’t fit in the Pod that we were sending to Sarasota, FL, our new residence. At the time of writing this, we have 4 storage rooms. Three in Virginia and one in Florida. Two of the storage units in Virginia will ultimately be emptied when we finally return to Virginia to put While One on the hard in June. JK Moving has the rest of our household belongings for long term storage.

I thought I’d start this blog to capture all of the places we’ve either visited or passed through since starting this adventure. This will be a living blog, updated as we visit new places.

San Jose, CA to Sarasota, FL 2022 — 4000+ miles

  • Gilroy, CA
  • Los Banos, CA
  • Kettleman City, CA
  • San Fernando, CA
  • Glendale, CA
  • Pasadena, CA
  • San Bernardino, CA
  • Palm Springs, CA
  • Palm Desert, CA
  • Blythe, CA (The last place we got Gas at and paid California prices!!!)
  • Quartzsite, AZ
  • New Hope, AZ
  • Phoenix, AZ
  • Tucson, AZ
  • Benson, AZ
  • Wilcox, AZ
  • Bowie, AZ
  • San Simon, AZ
  • Lordsburg, TX
  • Deming, TX
  • Las Cruces, TX
  • White Sands, TX
  • Santa Rosa, TX
  • Tucumcari, TX
  • Amarillo, TX
  • Pampa, TX
  • Canadian, TX
  • Enid, OK
  • Tulsa, OK
  • Little Rock, AK
  • Memphis, TN
  • Nashville, TN
  • Hendersonville, TN
  • Cardiff, TN
  • Knoxville, TN
  • Asheville, NC
  • Statesville, NC
  • Cornelius, NC
  • Charlotte, NC
  • Kannapolis, NC
  • Greensboro, NC
  • Durham, NC
  • Raleigh, NC
  • Wake Forest, NC
  • Richmond, VA
  • West Point, VA
  • Mathews, VA
  • Williamsburg, VA
  • Yorktown, VA
  • Gloucester, VA
  • Beaufort, NC
  • Jacksonville, FL
  • Tampa, FL
  • Ocala, FL
  • Sarasota, FL

Sarasota, FL to Fort Lauderdale, FL (214 Miles)

  • Venice, FL
  • Cape Coral, FL
  • Naples, FL
  • Fort Lauderdale, FL

Bahamas 2023

  • Alice Town, Bimini
  • Bailey Town, Bimini
  • Great Harbour Cay, Berry Islands
  • Chub Cay, Berry Islands
  • Spanish Wells, Eleuthera

The Transition is Hard

It’s 75ºF at 5:30pm as I sit in my bean bag chair, eagerly awaiting yet another peaceful, beautiful sunset. I’m not sure what I expected at this point transitioning into a new lifestyle.

Despite folks repeatedly telling me how relaxed I look, I’m not sure I completely feel what they suggest they’re saying. It must be true…at least, I must be way more relaxed than I presented when I was working full-forced at Apple in Cupertino. However, I’d be lying if I told you I felt completely relaxed. Why? What’s going on? Where did I think I’d be in terms of my mental health sitting at Great Harbour Cay in the Bahamas at the end of January?

Clearly, I had a lot of expectations. Winding down my employment at Apple has been far harder than I ever anticipated it would be. I did expect some of the feelings that I’m having, but I guess I didn’t think they’d be so pronounced. It’s tough. After working nearly 18 years at Apple, I don’t know why I think I’d be able to unwind in a few months or less. I’ve spent my entire career at Apple and prior literally killing myself, giving everything I could to the company that fed my family.

It’s so very tough to be working right now. Despite my best efforts of setting expectations to my management and with myself, I find it so very hard to walk the line of earning my paycheck and putting in the 100% I’m accustomed to giving my employer and completely divorcing myself from all that I work on. I don’t know how to do it. I’ve not had to do it before. To be fair, I’m very gracious that Apple has provided this opportunity. I don’t want to leave on a bad note.

I suspect that once April comes, I’m going to go through yet another phase of this lifestyle change. No paycheck. Nothing to schedule may day around other than what I want to do. Until then, I find myself teetering between eagerly anticipating April yet trying to remember to live in the moment and appreciate now for what now is.