I started my sabbatical in October last year, and thought it may be a good idea to put down some reflections here for those who are thinking about it or who are just curious. Selfishly, I also hope that answering questions might spur me to think through next steps and re-adjust.
This is actually my third break from work. The first one went poorly, as I did not have enough savings and a very poorly conceived plan. I actually thought I was going to end chronically under-employed, but got lucky to get back on the horse. The second one was just a much needed break, and I had every intention to go back to my job, which I did. I am taking this one really close to the time when I can pull the plug completely, and it brought up all kinds of interesting issues.
First, it is entirely possible that if I had buckled down and continued to work away, I would be about a year away from FIRE now, if not less. On the other hand, I don't think my mental health would have held up. This was a good time to do it and I feel infinitely better than I did before. I did go through a really rough decompression phase where my anxiety refused to abate. There were no trumpets and the universe did not shower me with opportunity and bliss. I just had time to travel a bit in my home country, spent more time with my family there, eventually adopted a dog and gradually fell into a little routine. This stuff takes time and taking a break to get yourself back to ship shape is as good a reason as any.
I thought my expenses might go down a bit since I was going to a lower cost of living location, but I was surprised to find that they did not. Part of it was that I had to do a good deal of deferred maintenance on my vacation rental so tools and materials were a regular drip drip drip of unexpected expenses. I tricked myself into thinking that one you have a routine unexpected expenses are rare, but I found that there is always some kind of one-off thing that pops up pretty much monthly. Good lesson to learn and it was not painful, just a little annoying.
There is value in having an emergency fund. Like everyone, I saw the value of my portfolio take a huge hit, but I was absolutely not worried. That was not money I needed to touch. At one point I roughly calculated how long my uninvested savings would last and found out that the period was very comfortable, so I am ok with it.
I think the big question I had was whether I was at a point where I could retire. The answer was what I expected: a vague "no, but...". I can't become a gentleman of leisure yet, but I have some options. (a) I can take on projects at my desk job (I am a legal consultant/contractor) just for long enough to cover my expenses for a year, rinse and repeat and not touch my capital appreciation. (b) I make a bit of money on a side gig that involves my hobby/passion and withdraw the shortfall from my investments while staying under my SWR. In the end, I decided to do both. I told my employer that I am ready to take on projects and made a substantive investment on equipment so I can ramp up my side gig. The market is slow right now, so I think that will give me a chance to work on the side gig for the rest of the year. I am welcoming the mental break and the easing into my old working life, and hoping the side gig really takes off. I don't think it will be lucrative enough to sustain me fully, and in a sense that is just as well. I don't want to ruin my passion by turning into a job.
I think what I am taking away from this experience is that the wisdom in these forums is true. You need a safety net. Decompression takes time. When you stop the grind, other opportunities will come up. The market can and will take downturns, but the longer you are in it the faster your investment recovers.
If you have a chance to take a sabbatical, I highly recommend it. Plan for it to be longer than you planned so you don't get anxious on the tail end of it and just pull the trigger. If you are laid off and have sufficient savings, maybe this is your chance (assuming your emergency fund is solid). Happy to answer any questions anyone may have, and would love to hear from others who have taken time off or are in the middle of their break right now.