99 days to departure: the to-do list

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!

5 responses to “99 days to departure: the to-do list”

  1. futuristicallyshadowy8e1144f6cc Avatar
    futuristicallyshadowy8e1144f6cc

    Excited for you and your family – so cool! I used to live in NYC (without a car and therefore without car insurance) so whenever I traveled and rented cars I was never sure what insurance I needed and whether I actually needed to accept the expensive insurance at the register. So I did a bunch of research at the time that might be helpful for you on car rental insurance! Of course, it’s probably different depending on country, but thought I’d pass along if helpful!

    4 types of insurance:

    1. Collision Damage Waiver (CDW) / Loss Damage Waiver (LDW) / Physical Damage Waiver (PDW) — this provides coverage if the rental car is damaged or stolen. Covered through my Chase Sapphire Reserve so DO NOT need to purchase from rental agency.
    2. Supplemental Liability Protection (SLP) / Liability Insurance Supplement (LIS) / Supplemental Liability Insurance (SLI) — minimum amount of coverage is required by the car rental agency, which is usually what one would have if they carried auto insurance. Purchasing this policy adds to the minimum, and usually covers up to $1M if I kill/injure someone outside of my rental car. Ask rental agency how much coverage they must provide.
    3. Personal Accident Insurance (PAI) — provides medical, ambulance and death benefits for renter and passenger of rental car in event of accident. I most likely already have this coverage under my health and life policies so DECLINE this from the rental agency.
    4. Personal Effects Coverage (PEC) — covers theft of renter’s personal effects in the car. Lemonade covers this so DECLINE this from the rental agency.

    https://www.consumeraffairs.com/travel/carrent_ins.html

    https://www.allianztravelinsurance.com/travel/rental-cars/rental-car-insurance-explained.htm

    Look into adding umbrella liability rider to lemonade renter’s policy, per Allianz suggestion above. Might be cheaper than doing LIS at POS every time I rent a car.

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  2. This is going to be a great experience!

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  3. I found your blog randomly through LinkedIn (we have a mutual connection), and I think it is amazing you & your family are doing this!

    Research & sign up for the best international phone plan

    Just thought I’d comment with my experience with Google Fi in case it’s helpful. 🙂

    https://fi.google.com/about/international-rates

    My husband and I have been using Google Fi for ~5 years. It’s honestly worked perfectly for us in the United States, Canada, South Korea, Japan, Thailand, India, Singapore, Iceland, Germany, Austria, Switzerland, and Israel. It connects to the local providers seamlessly, and it’s provided peace of mind that we don’t have to buy any SIMs/plan ahead when we travel.

    The only place I’ve been that Google Fi did not support was Bhutan. For Bhutan, I used Airalo’s eSIM, but it was honestly not the best experience. (That might be more due to Bhutan’s very limited cell service infrastructure than due to Airalo though.)

    Best wishes in your continued trip planning!

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  4. […] my to-do list post I had the casual bullet of Complete our itinerary, written with the nonchalance of a person who had […]

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  5. […] are one month away from leaving for our big trip. When reviewing the to-do list from January, we’ve made great progress. We sold my car, listed the house, found tenants, […]

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