68 episodes

In a time and place where you can work from anywhere, two ladies in their mid-to-late 27's have decided to — and they're calling it Workationing. 12 months, 12 countries, 12 professional and personal goals, and countless adventures. Is this a huge mistake or are they about to have the time of their lives? This is the Workationing Podcast.

Workationing Workationing

    • Society & Culture
    • 5.0 • 73 Ratings

In a time and place where you can work from anywhere, two ladies in their mid-to-late 27's have decided to — and they're calling it Workationing. 12 months, 12 countries, 12 professional and personal goals, and countless adventures. Is this a huge mistake or are they about to have the time of their lives? This is the Workationing Podcast.

    Celebrity Encounters, Summiting Utah & a Magical Mystery Birthday Tour

    Celebrity Encounters, Summiting Utah & a Magical Mystery Birthday Tour

    Workationing has a new Gringa! Ashley Osmond is introduced to the podcast audience as the new co-host. She comes in hot with stories of her appearance as “Kate” on The Celebrity Apprentice and her high-profile family (she’s related to Donny and Marie Osmond).
     
    Kari met Ashley at a friend’s houseboat party in Amsterdam about a year ago, and the ladies became fast friends – and soon to be travel companions (The Workationing Podcast is going to Goa, India!). 
     
    An experienced solo traveler, Ashley came into the digital nomad lifestyle by teaching English, and has since moved into remote recruiting work. Her company recently co-hosted an event with the Summit Institute in Utah, and she talks about the value of in-person networking at events.
     
    While Ashley was in Utah, Kari was coordinating a Magical Mystery Birthday tour that took her through 7 countries in 3 days: Turkey, Germany, The Netherlands, Belgium, Luxembourg, France and Switzerland.
     
    The birthday tour ended at a chalet nestled in the French Alps, overlooking Lake Annecy. Heads up: if you’re looking for a party theme that slays on Insta, “Stupid Formal” is where it’s at. 
     
    Ashley had to figure out what to do with her dog while she’s in India, and the Workationing Facebook group came through for her in a big way: somebody recommended Trusted Housesitters, and the problem was solved.
     
    Several people in the Workationing group are able to live the digital nomad lifestyle by getting free housing in exchange for watching other people’s pets while the homeowners are out of town. Ashley’s working it the other way
     
    Links mentioned on the podcast:
     
    Trusted Housesitters (for free lodging, or free house/pet sitting services) – https://www.trustedhousesitters.com 
     
    BetterHelp Online Therapy: get a week for free via our affiliate link here – https://www.betterhelp.com/workationing
     
    Interested in teaching English abroad? Check out this link – https://www.internationalteflacademy.com/felicia-braverman-referrals


    Want to learn about digital nomad life, network with other remote workers and keep up with the ladies in real time? Join the Workationing Facebook group here – www.facebook.com/groups/workationing

    • 1 hr 8 min
    Harsh Truths from Your Gringas

    Harsh Truths from Your Gringas

    This one is mostly for the ladies, but guys, there’s lots for you to learn here, too. On this episode Kari and Kelly are talking about some of the harsh truths that they’ve come across while doing this whole intentional living thing.

    One of the harshest of these truths is that what you look like actually does matter — and not just in some abstract way. It actually affects every part of your life from how you are perceived by others (do they think you are likeable, trustworthy, and competent?) to how much you make in your lifetime (attractive people make $250,000 more).

    This is not what two ladies who make a point to work from home in yoga pants want to hear — especially because looking good requires a lot of time and money. Kelly and Kari talk about the dollars and cents of being an attractive lady including the cost of makeup, regular mani/pedi’s, and hair maintenance. It really adds up! And that doesn’t even include the time cost, which for for two busy, ambitious ladies can be the hardest part.
    Kari and Kelly also talk about how much ridiculous levels of alcohol consumption is normalized in our culture, and how people tend to be hesitant to talk to a friend when they see them taking things a little too far. 
    This episode wasn’t a fun one for the gringas, but it’s important. And if your gringas won’t tell you the truth, who will?
    PRODUCTION NOTE: Traveling with audio equipment is challenging, and Kari’s mic cord seems to have been on the fritz during this episode. It’s still listen-able and this was too good of a conversation to not post, but if you’re wondering what’s up with the audio — well, that’s what’s up.
    There are several articles and stats referenced in this episode. You can check them out for yourself here:
    Here's What The Average Woman In The US Spends On Makeup — And It's A Lot: https://www.buzzfeed.com/juliegerstein/heres-what-the-average-american-woman-spends-on-makeup-and?utm_term=.nkeMypvlp5#.wwYvVne6nG
    How much is too much?: https://www.rethinkingdrinking.niaaa.nih.gov/How-much-is-too-much/
    This Chart Shows Hollywood's Glaring Gender Gap: http://time.com/4062700/hollywood-gender-gap/
    Dataclysm: Who We Are (When We Think No One's Looking): https://www.amazon.com/Dataclysm-When-Think-Ones-Looking/dp/0385347375/ref=tmm_hrd_title_0
    Beauty and Salary: How Does Employee Attractiveness Affect Lifetime Pay? [infographic]: http://www.payscale.com/career-news/2012/03/beauty-and-salary
    To follow along in real time, see video/pics of the process, get Workationing tips and travel hacks, check out www.workationing.com.
    Help the ladies knock items off of their bucket lists at Patreon: www.patreon.com/workationing
    Follow us on Facebook: www.facebook.com/workationing
    And Twitter: www.twitter.com/workationing

    • 1 hr 8 min
    Ep 0: Let's Become Digital Nomads

    Ep 0: Let's Become Digital Nomads

    Kari has a pitch for Kelly: how about we spend 2017 traveling the world as digital nomads on Workation? Introducing Kari and Kelly, game recognizing game and general badass bitchery. What dead parents can teach you about living fearlessly and intentionally. The four rules of workationing: making more than you earn, traveling light, accomplishing goals and spreading good travel karma. Holding monkeys and koalas that are lousy with chlamydia, jumping off of yachts into the ocean. To follow along in real time, see video/pics of the process, get Workationing tips and travel hacks, check out www.workationing.com.

    • 37 min
    Ep 1: The New Hampshire Hotel Room

    Ep 1: The New Hampshire Hotel Room

    Kelly visits Kari and her libertarian friends in New Hampshire, and is waaay ahead of Kari in the Workation prep department. Moving in with parents, rehoming cats, picking the first Workation destination (Puerto Rico!), what to do about the boyfriend situation. Kari puts the chances of bailing on the entire plan at 20%, and is excited and scared like a Jesse Spano gif on repeat. To follow along in real time, see video/pics of the process, get Workationing tips and travel hacks, check out www.workationing.com.

    • 42 min
    Ep 2: The Final Countdown

    Ep 2: The Final Countdown

    With 48 hours left to go before they leave for Workation, Kelly and Kari are freaking the eff out. The primary sources of our panic attacks include procrastination, carry-ons and saying goodbye. The bright side: going away proms, parties and starting a new year with a fresh start. To follow along in real time, see video/pics of the process, get Workationing tips and travel hacks, check out www.workationing.com.

    • 1 hr 9 min
    Ep 3: We Made it to Aguada, Puerto Rico!

    Ep 3: We Made it to Aguada, Puerto Rico!

    Kari and Kelly discuss saying goodbye, getting on planes, having at least (1) existential crisis...all from Aguada, Puerto Rico! After five months of planning, it’s finally happened: Workation 2017 has begun.
    This episode covers Kari and Kelly’s personal and professional goals for Workationing, plus what the difference between vagabonds and digital nomads are (as demonstrated by Reddit research).
    To follow along in real time, see video/pics of the process, get Workationing tips and travel hacks, check out www.workationing.com.

    • 50 min

Customer Reviews

5.0 out of 5
73 Ratings

73 Ratings

SamRP-V ,

HILARIOUS AND REAL

Kari and Kelly are so freaking hilarious and I’m loving being along for their ride! Starting at episode zero was so interesting! I love how candid these conversations are. Whether you want to Workation yourself or not, you’re going to have a ton of fun listening to their stories!

NEW BREEZE ,

Real talk that gets the blood pumping!

❤️!
I stumbled upon this podcast through a Facebook group I’m in & wow! These women are literally telling me how to do what I’ve been timidly pondering for years! And the nuggets of wisdom & inspiration are dropping in loads yet it feels like casual conversation...easy to listen & follow.
So grateful these 2 Powerhouses are willing to share like this!

Domenica123 ,

Glad it’s back

I’m writing this review because I wanted to give praise where praise is due! Also because I feel like Kari and Kelly deserve it, seeing as how I benefited from the podcast and the only tangible way to say thanks would be to leave a positive review so that others can benefit as well.

Love that it isn’t scripted. Love all the travel anecdotes.

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