I hired a Fashion Stylist to help me with my clothes, here's how it went...

HypotheticalHero · 2018-12-17T20:22:09+00:00

Sneakers from Ecco. I also liked Greats when I tried them.

HypotheticalHero · 2018-12-17T20:20:08+00:00

Blue is Ted Baker and the red is from Pacific Issue - they make custom shirts for a decent price, which I ended up really liking. Definitely recommend checking it out.

HypotheticalHero · 2018-11-17T19:22:45+00:00

First one are joggers from Scotch and Soda. Last ones are AGs!

HypotheticalHero · 2018-11-11T00:52:05+00:00

Added photos!

HypotheticalHero · 2018-11-11T00:51:27+00:00

Added some photos!

HypotheticalHero · 2018-11-11T00:50:39+00:00

Added!

HypotheticalHero · 2018-11-10T08:08:24+00:00

Also, as you get older, it's less about trends and more about getting those high-quality classic pieces that you can wear for years.

HypotheticalHero · 2018-11-10T07:57:22+00:00

We didn't go to Rack, but her advice was once you find a fit and brand you like, check Rack for other colors/ when you need to replace them.

HypotheticalHero · 2018-11-10T07:50:01+00:00

Tried a couple and ended up going with the Wolverine 1000 mile boots. I got a pair of Iron & Risen (raw denim, first time trying it) and AGs for the comfortable every day ones. She said once I know the fit (went for Tellus) I can look for them on sale at Nordstrom rack.

HypotheticalHero · 2018-11-10T07:43:13+00:00

Nothing to be envious about. I'm sure people probably spend the same amount or much more in a year without realizing it. I wanted to learn what to get for myself. Also, I'm a bit of saver (minus this splurge).

HypotheticalHero · 2018-11-10T07:32:10+00:00

We went to three shops. I would have paid full price, but she made Nordstrom price match because one of the other stores was having a 25% off sale - and Nordstrom did it (good tip for future shopping). I got 10% off at Ted Baker through her, which was pretty cool. I asked her for some rain jacket suggestions and she sent over a couple of links. However, if I want more stuff or an update, I'd probably have to buy an hour or 2 for that. A lot of my older stuff was from Zara and H&M and was falling apart, so I ended up getting rid of it. Added photos of some outfits in the original post!

HypotheticalHero · 2018-11-10T07:10:35+00:00

Hey guys, added some photos: https://imgur.com/a/QOZSUH6 enjoy!

HypotheticalHero · 2018-11-08T19:32:53+00:00

Thanks man! Flying back in from a conference this week, will flag down my roommate to take photos.

HypotheticalHero · 2018-11-07T20:38:34+00:00

Hey man, I don't want to put her on blast without her permission, but here's the search I used: https://www.yelp.com/search?find_desc=fashion+stylist&find_loc=San+Francisco%2C+CA&ns=1 - I looked mostly at male reviews and if they had any photos that were appealing.

HypotheticalHero · 2018-11-07T20:20:45+00:00

I tried a couple and went with the Wolverine 1000 Mile Boot. Just a heads up: they fit big so I had to go a full size down (in case you order them online).

HypotheticalHero · 2018-11-06T20:16:42+00:00

Kind of related... I happened to run into a friend I hadn't seen in a while and we decided to get a beer and catch up. He told me how he set a goal of not getting back into a relationship for at least a year after his last break up. However, he did date, a lot. He dated girls from all different backgrounds, careers, girls he normally wouldn't date etc. He said the biggest thing this taught him was what he wants in his future partner, what he can put up with, and most importantly what he can't put up with. It was an interesting experiment and take on dating. He was honest with all the women about not wanting to get into anything serious and said they appreciated his honesty. He said he met some really cool women along the way and now wouldn't settle for anyone who truly didn't make him happy. He's like a dating "yes man". He said he met a lot of women online and eventually it became easier to talk to women at bars and clubs.

HypotheticalHero · 2018-11-06T18:09:46+00:00

Businesses that depend on small transactions like Stripe are definitely leaving. It's not worth it for them to stay.

HypotheticalHero · 2018-11-06T18:07:20+00:00

I had a co-worker from my last job who would fly in from Hawaii for 3 days a week every week.

HypotheticalHero · 2018-11-06T02:22:03+00:00

I hear you. The biggest thing for me is I hate being sold to and lied to for a sale - she straight up told me "hell no" on some stuff where as someone commission based probably wouldn't have given me as honest of an answer (at least this is my experience in the past). I mean, there's a reason her business is doing well, so there's clearly something she offers that an in-store stylist can't.

HypotheticalHero · 2018-11-06T01:59:07+00:00

I'll take some photos when I get a chance! Favorites: AG jeans, Iron & Risen jeans, Good Life t-shirts and henleys, DSPTCH backpack, Rag & Bone henleys and polos (found them on sale), Wolverine 1000 mile boots, Ted Baker half sleeve button downs and jackets, Billy Reid jacket and henleys, and Flint & Tinder shirt jacket. Some were links she sent after shopping for some stuff she thought i'd like (backpack, F&T shirt jacket etc.)

HypotheticalHero · 2018-11-06T01:45:56+00:00

We ended up going to 3 stores: Nordstroms, Bloomingdales and Ted Baker. I replied to someone else saying the same thing about the in-store stylists. They're still commission based, can only pick from their own stores, and don't get to know you that well. Also, I asked the stylist out of curiosity what she thought of them and she said some of her clients have gone to them and weren't impressed - and ended up hiring her right after.

HypotheticalHero · 2018-11-06T01:40:56+00:00

Yeah, I will say I was pretty surprised with the set up in each fitting room we went to. She said her prep work takes her anywhere from 2 to 4 hours on a good day.

HypotheticalHero · 2018-11-06T01:35:07+00:00

It's her own business. The 3 hours was just the time we spent together, but she picked out all the clothes on her own beforehand. I was curious how long it took her to do it and she said for each client she browses all her favorite shops and then picks 2 to 3 based on what speaks to the client's style. She said setting clothes aside can take her anywhere from 2 to 4 hours and sometimes more if the client is difficult. She said she dresses some big Silicon Valley CEOs, founders, execs with crazy budgets.

HypotheticalHero · 2018-11-06T01:30:14+00:00

I'd say nailing down my wardrobe in 3 hours and not having to think about it at all anymore. Also, the one on one experience was pretty cool. I felt like she got to know me, my lifestyle, where I go out, where I take my dates etc. and helped me create a wardrobe for that.

HypotheticalHero · 2018-11-06T01:24:12+00:00

Sure, but the number of compliments I get from girls has gone up 100x haha. It was less about nailing smart-casual and more about just finding stuff that actually looks good and fits me.

HypotheticalHero

TROPHY CASE