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Hi friends!

Hola! As you can see from my Spanish fluency, I am writing to you from beautiful San Juan, Puerto Rico. Meera and I are here celebrating our anniversary on Tuesday. This is my first time south of Miami, and I am loving it. If you have not been, put that American citizenship to good use and enjoy the killer food, breathtaking beaches, and kind people. For this installment, I want to use my experience in Puerto Rico as a case study for the complexities of rich people travel. I mean rich in the global scheme, so that includes your Aunt Diane and Uncle Jim who live in a small suburban house but love a Disney cruise.

Wepaaaaaa

Here are some Puerto Rico facts I learned from a boat tour:

  1. Researching this trip, I learned that Puerto Rico is the name of the main island in a series of multiple. What I did not know — Puerto Rico is an archipelago of over 140 islands.

  2. Puerto Rico was key to the Atlantic slave trade, and slavery lasted there for almost 350 years.

  3. Puerto Rico is the world’s oldest colony. Well, now it’s called an “unincorporated territory” of the U.S., but the title still stands.

Aside from its natural beauty, bumpin’ music, and strong cultural pride, Puerto Rico’s complicated history with oppression continues to this day. Puerto Ricans cannot vote in federal elections. The economy is bad, and expensive import rates hit ordinary people in taxes. Hurricane Maria’s aftermath is still very visible, with plenty of destroyed homes “standing” five years after the devastation. Infrastructure is poor: public transportation is limited, potholes are everywhere, plenty of traffic lights do not work, and most intersections do not have crosswalks.

Despite not needing a passport for my flight and paying with dollars at restaurants, I keep forgetting that I am still in America. I have not seen an American flag outside of the airport. Online research told me it’s easy to get by with just English, but — maybe I’m just sOoOo good at picking local spots — I have used my minimal Spanish much more often (or maybe my Hola just sounds sOoOo natural).

Arguments for Puerto Rican statehood, full independence, and remaining a colony are ones I have not thought deeply about beyond reading news updates until now (just know that the majority of Puerto Ricans support statehood). My history classes in school did not give Puerto Rico the same attention as the majority of other states. From my gringa perspective, Puerto Rico has much more similarities with other Caribbean islands than the 50 states. I was about to say that federal aid would not let so many buildings stateside stay empty after a hurricane but then remembered that New Orleans exists. Looks like we have the U.S. government disappointing us in common, but the degree is much more acute over here.

My travel outside of the mainland U.S. has been to rich places in Europe. Going to a poorer place provides its own set of celebrations and challenges. Places like Puerto Rico where tourism is so massive create a dichotomy of most vacationers spending money on tranquility while speaking to service workers who are being priced out of their homes by those same types of tourists who have so much fun they buy property.

Gentrifiers just can’t stay home. We go to these beautiful places and swallow them whole, keeping the best views of the beach for our hotels and usually coming unequipped with cultural knowledge. I already hate being a burden on waitstaff in the U.S., and now I’m burdensome by default if I have to ask if they habla Inglés.

I’m going to group vacationers into two broad groups: relaxers and immersers. Relaxers go on vacation to use as little energy as possible. Their prime trip takes place at a sprawling resort that meets all of their needs. If they choose to venture outside of the hotel grounds, it is through an often resort-affiliated excursion with fellow relaxers and a tour guide. I am an immerser, someone who packs their schedule with a plethora of activities in hopes of experiencing the essence of wherever they are invading. Immersers seek experiences with as few tourists as possible, even though they, too, are tourists, and are willing to use as much if not more energy as they do in their normal lives. The best vacationers are a mix of both, and I am not sure if they exist in real life.

Relaxers come to consume. They surround themselves with like-minded vacationers and service workers with infinite patience. They accommodate no one but their partner begging for a romantic dinner. The version they absorb of local culture is sanitized and artificial. Should you really vacation if you will stay ignorant of the area’s culture? My first instinct is always that a trip to another culture’s homeland should involve some discomfort, and people unwilling to confront their ignorance should not travel; however, a question comes to mind: should these people really be released out into the wild? Also, a vacation is supposed to be fun. The horrors of capitalism have some people waiting all year for vacation and a chance to just do nothing. Maybe it’s better to keep the lazy or tired in a pen with all of the others. Karens would throw fits and raise hell for random people. At least those working at these resorts know what to expect and can shield others from having to deal with the unruly brand of relaxers.

Immersers have great intentions. They take proper transit to explore the area, learning public transit systems or renting a car. They learn a few words in the native language in hopes of successfully ordering street food. Despite their best efforts, they fumble and embarrass themselves with locals left to pick up their pieces. Many stay in Airbnbs due to budgetary constraints or to encourage immersion, even though these units could instead house someone who actually lives in the area. Immersers are frantic in the train station when they aren’t sure which line to hop on. They may know how to say that they would like a sandwich, but can they understand their cashier quickly asking a follow-up question? Their confusion can paralyze them. I went to the airport bathroom and could not find a way to flush the toilet, so I told the girl going into the stall after that the toilet had no way of flushing. Turns out, there was something to push under the toilet (who knew?), so this poor girl had to piss upon my piss. What are the limits of service, and should service workers need to accommodate clueless travelers outside of designated touristy places? Do random bystanders have a responsibility to show hospitality when a tourist is slowing down their routines?

And so lies the paradox with touristy places: tourism boosts the local economy but tourists disrupt the area’s inherent culture. Is there a way to ethically vacation, especially in a place riddled with economic problems? Is there a benefit to me being in Puerto Rico despite walking by graffiti that reads Gringos go home?

Even though tourists can be vampires, telling people to not leave where they’re from is both unreasonable and harmful. Most people are not going to be an Emerson and answer life’s questions at home. Travel expands your worldview, increases empathy, and encourages gratitude. If you can and want to travel, you should. It’s just unfortunate when the people who actually live in the places you’re choosing cannot afford to take a similar type of trip.

Everything can relate to gentrification. In the same way you hope not to plague the neighborhood you move into, you cannot stop yourself from doing so. Travel is the same. You are going to be annoying simply because you are a tourist. All you can do is prepare as best as you can to counteract the damage you cause by being kind, open, and supportive. We cannot solve systemic problems as individuals but just be mindful of where we’re going and do our best to lead with compassion.

I return to New York later this week. My trip has actually helped me better understand New York, as Puerto Rican immigrants are key to the city’s culture. I am so thankful both where I live and where I am visiting blast reggaeton from the car.

How to balance immersion and relaxation on vacay

  1. Do your damn research! Learn about as much as you can, from quintessential tourist spots to neighborhood intricacies as detailed by locals. Watch YouTube videos from travelers and read threads from the local subreddit. Draw up a loose itinerary, where you some things can switch around and some can even be omitted. Create a guide, not laws.

  2. Plan downtime. I don’t mean walk around in some neighborhood with no planned activities. I mean absolutely nothing. Do not feel guilty about staying in the hotel. There is a bed for a reason! Lie in it! You’re paying money to stay somewhere, so use it for all its worth.

  3. If this is a longer trip, plan very little for the day you arrive. Traveling can be stressful. Give yourself time for a nap and a transcendental trip to the bathroom. Prioritize comfort on this day, and only venture out if you have the energy to. You will be ready to take on the town the next day.

  4. Mix local-ish activities with touristy ones. You learn something when you are awkward. Stumble through enough interactions with locals and you’ll at least end in a place of more understanding than you did at the start. But give the locals a break (Insta caption [location] isn’t readyyyy! rings true) and enjoy an activity in English. Touristy activities are popular often because they are fun! Go befriend other travelers and enjoy yourself.

  5. Plan an activity dedicated to rest. Meera and I drove two hours today to go to a beach that looked fun. You can still be crazy about relaxation if you’re an immerser like I am, but please set aside some time to relax. Spas, beaches, and bars with outdoor seating are yours for the chilling.

  6. Consume the culture’s media. Telenovela Fruto Prohibido was on at one of the restaurants we went to, and we had a ball watching the dramatics. At the very least, find a version of a show you like shot in the country you’re visiting or the language they speak. You can be cozy but still learn.

  7. Alternate heavy and light days. You walked 12 miles around a city and stayed out deep into the night! That’s great, but you might be cranky the next day. Why go to an activity the following day while you aren’t at your best? Be kind to yourself. Vacationing can be exhausting if you’re doing it like I do.

  8. Spend time doing recreational activities you do at home. You can feel like you live where you’re visiting when you find a great place to run (this isn’t me but for you guys maybe) or cafe to sit and read (this is more for me). This way, you’re immersing yourself by living your life and seeing how another culture participates in the things you like. Maybe you’ll find a nice spot to write your newsletter.

This week’s photo is from the end of a lovely day at Crash Boat Beach in Aguadilla. As you can tell, I put this shirt on over my bikini. I went out in non-beach public with this lewk (read: Church’s Chicken on the highway back to the Airbnb. If you are sneering at me for choosing an American fast food chain, please know that there’s a Church’s everywhere you look here, and I wanted to see if the Puerto Rican fast food experience differed from mine).

Olympic Coaching

"how do u find a job that pays?? with minimal experience lol”

— Employment $ucks

Yay! I get to give career advice this week! Obviously, to do any job you need to have some sort of experience. If you have minimal experience in your desired field, hopefully, you have auxiliary abilities from other gigs that can serve as transferrable skills, a concept I constantly mentioned during interviews while switching out of journalism.

  1. Research different kinds of jobs that could line up with your passions and skills. I knew 6 months into my news gig that I wanted out of the industry. I had lots of conversations with journos and ex-journos about other options. I joined a Facebook group called TV to PR for television journalists looking to escape news. Reddit remains a killer resource. I Googled about different kinds of paths that had similar skills to see what could pay well.

  2. Apply like crazy to things that sound interesting to you. LinkedIn job alerts are your friend, and LinkedIn Premium can be your lover. Not all jobs show salary ranges, so try not to care about what they mention unless it does list a really low number. Make sure your resume and cover letters are golden. I edited mine a few months ago with the help of my friend Caroline, who you can also chat with.

  3. Be a cool, reassuring person during interviews. Your resume already matches at least some of the attributes the company is looking for if they want to talk to you. Now, you have to show them a successful, kind, possibly bubbly person they would love to work with. Show them that, even though your experience does not seem like a fit for what they’re looking for, you can do the job because of what you’ve learned in other roles and because you are receptive to learning. Transferrable skills, transferrable skills, transfjdafkl;da skillfdjkala. Some companies like people they can mold or someone with an unconventional background. A great question I always asked at the end of interviews was Are there any reservations or questions you have about my application we have not touched upon during our conversation?

I cannot tell you the exact industries that would work for you. Plus, some companies pay more for certain positions than other workplaces do. For example, entry-level marketers at big agencies do not tend to make a lot of money, but that number could easily flip for an in-house gig at a company looking to revamp its marketing strategies. Good luck!

Want advice from someone as unqualified but possibly more confident than you? Send in a question for Olympic Coaching.

Current fixations I want to mention

Food & Drink

La Placita in the Santurce neighborhood of San Juan is unlike any place I’ve ever partied. The area is a few blocks lined with clubs, bars, and droves of people walking around the street with full cups. Each club blasts music so people inside and outside can dance along. The carless streets are filled with locals and tourists alike hopping from bar to bar in search of a long night. I cannot overstate the volume of the music or the volume of people flooding the streets. Meera and I were sleepy and did not want to leave the Airbnb that Saturday, but we are so glad we did. At first, we  walked around and observed people having fun. Our night took a turn for the better when we entered Paraíso, a $5-cover club that would be $20 at the very least if it were in the Lower East Side of Manhattan. The bar lines, lasers, and unabashed heterosexuality would probably turn me off stateside, but something about the reggaeton and strong double vodka soda won me over. We ran into girls we met on a boat tour earlier in the day and danced the whole night. Everyone just seemed so happy. Most of the music was in Spanish, and I’m proud to say I knew 2/3 of the songs. People danced and sang vigorously with barely a phone in sight. The place had a touristy vibe, but the majority of people around us were from the area. Turns out tourists that would enjoy the La Placita include bachelorette parties, boys’ trips, and weird Brooklyn gays.

Music

I’m in Puerto Rico, so you know it’s going to be reggaeton. The song I went the most feral for at Paraíso was “Ella Me Levantó” by Daddy Yankee. One of the subsequent songs that played was Usher’s “Yeah,” whose cultural impact in the states seems to parallel this 2007 Daddy Yankee classic. For my reggaeton-inexperienced readers, Daddy Yankee is one of the most important and prolific Latin artists with a plethora of hit songs. I first heard this tune through a Spotify reggaeton playlist during my second year in New Hampshire. Almost every time I drove home from the gym, I blasted this song from my car to the confusion of vehicles around me. I bumbled through the Spanish while cruising on a bridge over the river and it reminded me that I’m doing pretty okay. I have heard it in real life quite a few times due to its massive popularity, but going crazy in the Caribbean and screaming with everyone else when the DJ would shut the words off was perfection. I wish I usually felt the same way with Usher’s aforementioned Bar Mitzvah staple.

Internet & Pop Culture

TikTok has been riddled with AI versions of characters singing songs for weeks. I have enjoyed Toad from Super Mario Bros.’ rendition of “Chandelier” by Sia and Squidward’s cover of “My Way” by Frank Sinatra. Recently, my For You Page has been swarmed with Spongebob characters reenacting notable scenes from RuPaul’s Drag Race. In case you did not know, I am currently watching every season of the show (10 regular seasons down, 5 to go), so these reimaginings are extra poignant. My current favorite video is a retelling of a famous feud: Mimi Imfurst vs. Everyone in season 1 of All-Stars Untucked (for non-viewers, Untucked is kind of like an after-show with more of the queens interacting). This feud is hilarious as is, but hearing the Spongebob characters adds such a special layer. I never thought I needed to hear Patrick as Alexis Mateo say “Act a fool, girl. Act a fool.”

Television & Maybe Movies

I finally binged season 2 of Netflix’s Heartstopper. The show is based on a fiction novel about two British teens falling in love at school. Protagonist Charlie has been out at school for a while and has a friends-to-lovers arc with rugby, masc heartthrob Nick. We also get to know Charlie’s friends (and enemies) at both his all-boys high school and its complimentary girls-only school. The second season furthers and deepens the relationships established in season 1, including a school trip to Paris (jealous), Nick figuring out how to come out, and the will-they-won’t-they of two people in the friend group. Although the characters certainly have struggles, the show feels like such a utopia of high schoolers finding love and building healthy relationships. Charlie and Nick’s relationship is never truly in jeopardy and have a group of incredibly supportive friends. I am not sure if the show is realistic mostly because the kiddos are so genuine and communicative with their feelings. So much of my figuring-out process happened in moments of withholding information or being too afraid to speak my mind. Many of the scenes (even among the straight relationships) make me not just cry, but sob. I’m not sure if I’m the one crying or the version of me at the end of high school figuring out my sexuality. Most of these scenes that make me emotional are not even pivotal; it’s just so cool to see kids being gay even in mundane moments.  I hope the show is a sign that fewer kids will grow up feeling ashamed, hopeless, or isolated while they figure out who they are.

Journalism & Literature

To defeat the enemy, we must understand how they think. Amanda Moore wrote a piece for The Nation on her time whileUndercover With the New Alt-Right”  posing as an extremist for 11 months. I usually am not a fan of when journalists become the story, but Amanda’s experience befriending far-righters and Nazis fascinated me. It’s unfortunate to see how these “conservatives” create a strong wall of lies pretending their beliefs are not as extreme as they truly are until you get to know them better and see their pure darkness. She talked to people who eventually admitted the coup that January 6 really was and others who believe people with European, especially British, blood should be the only people allowed to live in the United States. Read the piece, and see what happened after the fascists figured out her true identity.

Something I Saw in the Wild

Puerto Rico provides many small moments of culture shock, like pumping gas then paying inside the station. One I was surprised by is the sheer amount of box vapes people smoke out of. Clunky, intricate box vapes were pretty popular in my circles during my freshman year of college. People made YouTube videos or competed against others in vape tricks with the thick, billowy clouds box vapes produce. They fell out of popularity as the smaller, potent devices like Juuls gained traction. Most of the people I see here smoking in public are proudly puffing cumulonimbus clouds from box vapes. In fact, a nearly foolproof way I’ve spotted Americans is by seeing who has smaller vapes. To quote “Toketeo” by Ghetto Kids, A lo Bob Marley cuando fumo (and you can guess what that means with the celebrity mention).

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