Miami or Hawaii. I really want to live in Miami but I also feel like people are very shallow and vain there. Which would turn me off long-term. Hawaii seems perfect if you have money and somehow a respectable F500 firm was set up there, I would gladly move. 

 

Miami is a shit hole. Went there January 2020 for my bachelor party and it was terrible. Crime, hood rats, sketchy af. Unless you plan to live in Brickell and never leave...stay away.

The flaming liberals / homeless in Nyc arent much better at the moment, but yes in general I agree about Miami. 

 

BumbleBee45

Miami or Hawaii. I really want to live in Miami but I also feel like people are very shallow and vain there. Which would turn me off long-term. Hawaii seems perfect if you have money and somehow a respectable F500 firm was set up there, I would gladly move. 

I think you missed the part where I said we’d still have to go into the office 2-3 days per week... so that wouldnt work. 

 

Technically you can live anywhere along the Northeast Corridor and then book a hotel if the 2 days are consecutive, but that's definitely not for everyone. Otherwise, a 1+ hour commute each way looks a lot more attractive when you're only doing it twice a week. This makes a lot more places in CT and the Hudson Valley feasible.

 
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Know a few people with similar setups here in the Philly suburbs. You could move to a nice main line town e.g. Wayne, Villanova, Gladwyne and catch the Amtrak in Ardmore. Or you can get a little more land/house and shorter commute in Bucks County in a town like Newtown or Yardley and grab the Amtrak in Trenton (or NJT express if you feel like slumming it). Great suburbs with high QOL, great schools, etc.

 

Ex-nyc so I hope this still plays. I like the idea and it’s fun to think about. Personally, I’d struggle to have my “home base” more than a 45 minute commute from NYC. I’d spend most summers in the greater nyc area with some hotel getaways up north. Maybe I’m old school but I think you have to be near your place of work for half the year to stay relevant with your immediate professional network. I’d treat winters different and get a fully furnished place in Miami / other FL for 4-6 months a year. Fly in for 2 days a week. Significant others could complicate the equation.

 

Ex-nyc so I hope this still plays. I like the idea and it's fun to think about. Personally, I'd struggle to have my "home base" more than a 45 minute commute from NYC. I'd spend most summers in the greater nyc area with some hotel getaways up north. Maybe I'm old school but I think you have to be near your place of work for half the year to stay relevant with your immediate professional network. I'd treat winters different and get a fully furnished place in Miami / other FL for 4-6 months a year. Fly in for 2 days a week. Significant others could complicate the equation.

No significant other at the moment which makes this easier (and I like that idea btw), but that also complicates things with dating etc in the burbs, which isnt as “easy” as in Manhattan. So many pros and cons to this choice that I legit cannot make my mind up and I’ve had a year to think about it now.. 

 

Miami is the fucking bomb. Brickell or South Beach.

How do you guys all think this would work? I still need to be in 2-3 days each week as I mentioned in my post

FRM
 

I’m in a similar boat as you - late 20s, single, in office 2-3 days a week. The suggestions to live in a different part of the country and fly in for 2 days a week do not seem practical. I’m looking to upgrade my apartment (nice 2 br for 4k / mo) and have a decent neighborhood, connectivity to the city. Considering Brooklyn (e.g. Park Slope), Hoboken. I’m not ready to go full suburban life given I’m single and want to still be social. I can always make that move later. 

 

It’s the million dollar question. I have a hard time believing NYC will return to ‘what it was.’ But you’re single so CT/LI may be tough. I’ve been asking myself this same question. NYC has gone full third world and will only get worse. COVID paranoia forever. 

 

Do you already own a car? Do you like to drive? Is your firm a 'get it done now' culture shop, or a 'do it on your own time as long as I get it when I want it'?

My view is that you don't get the benefits of living out of the city unless you move far enough out of the city. A 45-minute commute basically means you need to live in Yonkers. I'm joking, but my point is that you really won't get very far into Westchester if you're looking for a guaranteed sub-60 commute.

At that point, why not get comfortable with a 90/120-minute commute to enjoy a better bang for your buck? Putnam County isn't particularly lovely; Mahopac is probably the nicest. When you get into Dutchess you have places like Millbrook with some of the quietly oldest money in the New York area.

The perk of being farther away is that your dollar goes way farther on land and house, property taxes are lower, and your home feels like a retreat from the city. Anyone you invite to visit feels like they got a gift, it's not a ho-hum place in Westchester as much as it's an upstate retreat.

That may not be your flavor. You could complement it with a nice apartment in the city. This gives you a lot. You get a place to crash for any unpredictable late nights at the office, a foothold for social life (easy to unwind and clean up before meeting friends or dates, pad to bring someone back to, place to let friends visiting from out of town crash), and also a home with peace and quiet and fresh air. 

I don't think the Philly suburbs thing is viable. You'd have a drive, a train ride, and an Uber to your office. 

Connecticut works, you pick the nicest area you can afford and take the train.

I do know a couple people who have done a flight commute. One did Palm Beach, the other did Hilton Head (flew out of Savannah). Both of them are married. One ran IR at a megafund spinout (10 years ago that was way less common than it has been in the past couple), so the majority of his work was phone and email driven and it was easy to line meetings up in a compact fashion. The other was the third co-founder at a credit fund. 

I don't think those examples work well for you because you don't have the internal stature for people to be accommodating. If it's your firm, you can do what you want. If your work function is not deal-related, you can do more of what you want. You're a newly-minted VP. You still have people to impress, room to get your legs under you. I think you want to be a train or car ride away.

I am permanently behind on PMs, it's not personal.
 

Add a vote for the longer commute + pied-a-terre. This is my near-term goal- I'd like to get my family out of the city and onto some land. I'll probably stay within driving distance - 2-2.5 hours each way doesn't bother me if it's only one trip per week - rather than go the "air commute" route. 2-3 days a week in the city is plenty to be present with your team.

Commuting by plane is much more realistic than a lot of people think, but a few things have to break your way. At least one of the airports has to be pretty manageable - commuting from, say, O'Hare to LGA would be a nightmare. I knew a guy who commuted Tu/Wed/Thu to Boston from Pittsburgh, and he kept that up for years.

I'm showing my rural bias here but if I were single, the only thing I'd change is I would have done it sooner. Studio apartment in the city, 2br house in the country, minimalism all around.

"Son, life is hard. But it's harder if you're stupid." - my dad
 

Layne Staley

Add a vote for the longer commute + pied-a-terre. This is my near-term goal- I'd like to get my family out of the city and onto some land. I'll probably stay within driving distance - 2-2.5 hours each way doesn't bother me if it's only one trip per week - rather than go the "air commute" route. 2-3 days a week in the city is plenty to be present with your team.

Commuting by plane is much more realistic than a lot of people think, but a few things have to break your way. At least one of the airports has to be pretty manageable - commuting from, say, O'Hare to LGA would be a nightmare. I knew a guy who commuted Tu/Wed/Thu to Boston from Pittsburgh, and he kept that up for years.

I'm showing my rural bias here but if I were single, the only thing I'd change is I would have done it sooner. Studio apartment in the city, 2br house in the country, minimalism all around.

I really like this idea actually but wouldnt this be crazy expensive? One of the reasons I want to leave Manhattan is to get more space for a similar price point. If I dont want to increase my expenses, id probably end up with two shit hole apartments instead of one, no? 

 

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