Today marks the first Monday in about 15 years that Nick and I are both unemployed. The last time was when we decided to quit our entry-level jobs in NYC, keep only what would fit in my station wagon, and drive slowly to try out a new life in Austin. The vibes are similar. We need to get rid of a bunch of stuff and we have no idea what the future holds, but we are optimistic that it’s something worth moving towards.
Life is a little more complicated now. We have more stuff, we’re planning a more complex adventure, and there’s a new (and slightly unpredictable) person in our party. I’ve been waking up with a mix of about 80% giddy excitement and 20% holy-shit-what-if-this-is-a-mistake energy. Luckily this is a ratio I live for; life would be boring without that 20% looming.
Other than quitting jobs and getting duplicate passports, the only other thing we have taken action on is using credit card points to book three one-way tickets to London, leaving in April. So we have between now and then (exactly 99 days, but who’s counting?) to do some serious preparation.
First step: make the to-do list. Here’s what we’ve got:
Downsize
- Sell my car. Figure out if it’s worth paying to fix the scratch on the front or sell as is.
- Ruthlessly Marie Kondo everything in the house
- Clean out closets, drawers, garage, etc.
- Sell what can be sold (books, baby gadgets, toys, electronics, furniture, etc)
- Donate the rest
- With what remains, find storage (including where we can leave Nick’s truck)
Prepare house for rental
- Determine if we will rent it out for the year or do short term rental. We like the flexibility of short-term rental (it means we can come home at any time) but realize it might be too much stress.
- If we choose short-term, get permits from the city and find Airbnb “co-host” to manage it while we’re away
- If long term, find realtor to help us with legal documents & find a tenant
- Convert Millie’s bedroom from a unicorn rainbow princess palace into something more flexible (sorry girl)
- Take photos of the house
- Find lawn/yard service
Financial
- Put together resume and portfolio, so that I can find a job upon our return
- File 2024 taxes
- Unsubscribe from a million things
- Cancel car insurance (and research best option for insurance when renting cars)
- Create budget spreadsheet that will help us track spend while traveling
- Research if we have the optimal banking and cards set up
Technology
- Download, set-up, and get familiar with technology we’ll need to rely on – Alipay / WeChat for China, Wise for currency exchange, maps, etc.
- Research & sign up for the best international phone plan
- Upgrade my phone (I’ve had my current iPhone for >5 years, a personal record)
- Get a Kindle & load with reading list
Healthcare
- Have all annual appointments: dental, physical, ob-gyn, eye exam, dermatologist
- Get all necessary travel vaccines
- Get “just-in-case” prescriptions (nausea, antibiotics, etc)
- Figure out plan for other prescriptions
- I take a bi-weekly injectable med for arthritis that needs to be refrigerated. I need to either find an alternate figure our how to transport it. This has been a big stressor for me while planning!
- Get a year’s worth of contact lenses
- Insurance
- Research and sign up for international health insurance
- Figure out what back-up coverage we need here at home
Trip planning

- Complete our itinerary
- Nick has been planning this in great detail but we haven’t had a chance to sit together and go through it. I’ve set up a daily planning meeting for us (cool fun wife alert) so that we are continually chipping away at it. We will focus on one country per day.
- As we solidify the itinerary, I will budget against it more granularly, which will probably lead to trimming it down some.
- Apply for Visas
- Book anything that needs to be booked far ahead of time
- Contact family & friends abroad with dates for when we expect to visit
- Get global entry
- Finalize packing list & strategy (I’m sure this will be a whole post on its own)
It still hasn’t sunk in that I get to spend my days this year doing this instead of “real” work. I woke up this morning excited and grateful. Now let’s get to it!

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