[read more...]'>

From Geek to Chic feat. Gabe Stein

February 6th, 2013

Gabe Stein is a web development genius and the mastermind behind the new Articles of Style website.

Since hiring him roughly a year ago, he’s taught our team a ton about information technology and strategy. Consequently, since working with us, he’s also learned a ton about clothing and style.

You’ve already seen the impact Gabe has had on Articles of Style. Here we show you the impact Articles of Style has had on Gabe.

    Weekend – Before


    A web developer by trade, Gabe typically works in the most casual of office settings. I’m talking no dress codes at all, where t-shirts and sweatpants are fair game. With that said, just because you can wear whatever you want doesn’t mean that dressing sloppily will have you performing at your best (in any area of your life).

    Weekend – After


    What we can learn from Gabe’s transformation:

    • Don’t wear a t-shirt under a v-neck sweater. That’s what casual button-down shirts are for.
    • Avoid jeans with fake factory-induced distressing, especially those with hard contrast lines. They look cheesy, unnatural and cheap.
    • “Hybrid” shoes, like these leather sneaker/loafers, are the footwear equivalent of a tuxedo-printed t-shirt. A “practical” combo in theory, but not appropriate or flattering in any situation.
    • A nylon gym bag is for pick-up basketball games, not for commuting to the office.


    • Grey tortoise shades by Matsuda
    • Plaid flannel shirt by Onassis
    • Micro stripe cardigan by Onassis
    • Selvedge denim jeans by Onassis
    • Brown desert boots by GBX
    • Brown leather duffle by Frank Clegg Leatherworks

    Business Casual – Before


    This is a great before & after because I often see men dressed like this. The basics are down (classic khakis, belt and shoes match, proper scaling of shirt/blazer patterns) but a lack of attention to detail throws everything off.

    It takes a little more effort to pull it all together. By effort, I don’t mean that it should take more time to get dressed in the morning. The effort comes in the form of wardrobe planning, smart shopping, and developing a relationship with a good tailor. Put in the work to curate and tailor a versatile wardrobe for your lifestyle and you will reap the benefits for years to come.

    Business Casual – After

    05edit copy edit

    What we can learn from Gabe’s transformation:

    • A backpack is not an appropriate bag for a blazer. It’s not elegant enough and not good for the lifespan of your jacket.
    • Another example of “hybrid” shoes. Avoid these at all costs.
    • The chinos here fit fairly well through the hips and thigh, but are a little wide toward the bottom. This looks sloppy and gives his silhouette unnatural “cankles”.
    • Don’t be afraid to wear a tie for “business casual”. It looks put together, not necessarily “too formal”.
    • To upgrade your look you don’t need to overhaul your entire wardrobe. Remember that some pieces can be revived by a tweak at the tailor. We had Gabe’s vintage blazer hooked up by The Tailoring Room.

    Business Meeting – Before


    When guys don’t “care about fashion” (meaning they haven’t put in the effort to learn about clothing that flatters them) it really shows when they have to wear a suit.

    Business Meeting – After

    06edit copy

    What we can learn from Gabe’s transformation:

    • A four-button suit? C’mon! Gabe is tall and lanky, but you don’t even see these things at the NBA draft anymore.
    • An oversized suit doesn’t make you look bigger or tougher, it makes you look sloppy.
    • Black suits are not office appropriate, whether they have a “shadow stripe” or not.
    • Avoid square-toed shoes. They are the most obvious sign of low-quality, mass-produced footwear.
    • A nylon briefcase is not technically an oxymoron, but it’s pretty close.
    • Black/grey/red is a good color combo for a WWE wrestler, but a little agressive for an office meeting.
    • Avoid fat/loose tie knots. Keep it right, keep it tight.
    • A little scruff can work in a business environment, but it should be neatly trimmed. Also, most guys can benefit from a haircut that is short on the sides, longer on top, and parted with a little pomade.
    • Essential Light Navy Suit
    • White slim-fit shirt by Brooks Brothers
    • White cotton pocket square
    • Brown striped tie by Ralph Lauren Black Label
    • Silver slide-on tie bar by TheTieBar
    • Canvas/Leather briefcase by Onassis
    • Brown wingtips by Ferragamo (Vintage from eBay)

    Thanks, as always, for reading and special thanks to Gabe for participating!

    Yours in style,



    • Myran

      This is so well done.

    • Myran

      Very good it is like typical before stuff, some guys are like 5 pictures steps before.

    • http://undefined Dick Lickerson

      Looks like a Gabe… built like Elastigirl from The Incredibles.

    • http://undefined Jeanscuffed

      As I was looking at Look 2, I thought, “Hmmm, that blazer is kind of nice, I hope they don’t throw it out bc it would look nice tailored,” and come to find out when I scrolled down that y’all kept it lol. Look 3 is my fav, crisp and tailored.

      • Myran


    • Jeff

      I think the biggest thing for me is that he looks more confident but also looks like he lost 10 pounds and started grooming more effectively. The differences in his hair/face in the second (business casual) image set are huge.

    • JayRoss

      The cardigan in the first picture still looks too big for him. On all the other fits, he could probably size down on everything still.

      • John Custer

        You have got to be kidding about sizing down on the suit……maybe clean up the sides/waist a bit more. I swear the blogging world is one step away from advocating a spandex suit, and this is coming from a guy that is meticulous about fits and would surely go a little too snug before too loose if I was in a pinch.

        • JayRoss

          May not the suit coat, but the cardigan and jeans seems baggy and draws your attention to his midsection.

      • http://tsbmen.com Dan Trepanier

        The guy is 6’4″ wearing a Medium. Believe me, the Small does not look better.

    • Sydney

      I don’t know Gabe, but he honestly looks more comfortable and “himself” in all of the before pictures. The after pictures look more like the TSB team picked an outfit out of their collective closets for him to wear. That being said, he now dresses snappy as hell and looks much more professional.

      • http://tsbmen.com Dan Trepanier

        You don’t know Gabe, but you know when he’s dressed like “himself”?


        • http://www.joshua-gold.com Josh

          dan-1 sydney-0

          • Sydney

            He looked like less of a try-hard in those jeans in look 1.

            • http://tsbmen.com Dan Trepanier

              In our opinion a simpler jean is less “try hard”.

              • Sydney

                I just mean that all of the “after” looks just make him look like he was dressed by the internet. He doesn’t look comfortable, he looks like he’s in a costume.

                • yes

                  @ sydney: agree. that blue suit looks really awesome but its like driving a red ferrari.

                  those comments from the before-look are really good- very practical application of all those “rules” that exist.

    • http://www.paytonodom.com Payton

      It’s cool that this seems to be a collaborative effort of what works for one person with the input of friends that gently point the way rather than play dress-up. I also like that it took place over time because it strikes at the right balance of realistic and aspirational. And really, really good styling. I agree with the others; this is top-notch!

      • http://tsbmen.com Dan Trepanier

        When helping someone with styling, it’s very important to keep the “aura” of the person intact. The clothing should properly represents them and, ultimately, make them feel comfortable and confident.

        Thx for reading.

    • Oscar

      Hey sweet post! I would love it if there were more good vs bad kind of contrast posts. By the way, where do you guys always get those Matsuda sunglasses? I can’t seem to find them anywhere here in Toronto.

    • Vikingdude

      TSB team–

      Long-time reader, first comment. Outstanding post! Imagine a database of these posts where guys could look up their current look and see transformation ideas. The more of these you do, the more valuable the database becomes! A project for Gabe!

      • http://tsbmen.com Gabe Stein

        Well, we do have the Style Guide, which is designed to let you choose an item of clothing, an occasion and the weather and see outfits you can build around it. How would the transformations help?


    • http://mytakeradio.com Rich

      As a long time reader of TSB from its earliest form to now it is great to see the evolution the hard work being put in. TSB has been a staple in my RSS for as long as I can remember. I definitely agree there should be more features like this. I have always borrowed tips from the site to compliment my style. It is always tough for me especially from the suit standpoint since I fall under the broad and short category which comes from power-lifting and being 5’6. A trip to Men’s Warehouse awhile back was the most frustrating experience pushing me to become a suit separates shopper. I am dreading this tuxedo fitting that is looming since I am getting married in November. I am leaning toward a rental but wouldn’t mind some input from you guys.

      From one fellow New Yorker to another keep up the great work guys!

      • http://tsbmen.com Dan Trepanier

        I gotta say I’m against the idea of renting a tux for your wedding. You’ll probably end up spending $200+ to wear a very cheap, ill-fitting garment that you can’t keep.

        Not sure of your budget, but I would go off-the-rack and have it tailored.

        Something like this:




        Have a great one!

        • http://mytakeradio.com Rich

          Thanks for the advice. Definitely cannot spend a lot since it is a destination wedding and we are budgeting as it is. The first link you shared worked quite nicely just concerned on the sizing. Since my wedding is in Puerto Rico my groomsmen and I are wearing light grey with Royal blue. Any ideas. I think my last jacket was a suit separate and it was either a 50 or a 52. I appreciate your input.

          • John Custer


            Are sure you need a “tux”? Unless you are getting married at night a tux is not appropriate. An alternative is formal morning dress, if the wife insists that this a “formal” event. If you are getting married in PR at night, surely a white dinner jacket would look pretty good with black or midnight tuxedo trousers and the usual black cummerbund and bow tie.

            It sounds more like you are wearing a grey suit with peak lapels and a royal satin tie/vest combo that is posing as a “tux”. I would even take a stab and say it is this http://tinyurl.com/cymgjsf

            Believe me, this thing looks like a monstrosity in person; a buddy got married in this recently and his dad even said “who approved this crap”. Thankfully I only did a reading at the wedding and got to wear my own suit.

            If you are going light grey, get a nice light grey suit, and a navy pindot or solid navy grenadine tie – both will serve you well for a long time, and only cost a tad more than an ill fitting rental that looks cheap. Tell the groomsman they have to wear a light grey suit and a navy tie, that is solid or stripped with silver stripes (Brooks Bros has them). Everyone will coordinate well, but not be matchy-matchy to the point that it looks you are a toy doll wedding set. I am going to assume the royal is to “match” the bridesmaids dresses….don’t do it. That is a senior prom type mistake; the wedding industrial complex has forced this idea on you. Don’t do it, you don’t want your pics to look absurd when you look back on them.

            Go grey suit, navy pindot or solid grenadine, black or brown lace ups, and have some fun with the socks.

            Good luck.

            • http://tsbmen.com Dan Trepanier

              TSB approves this message.

      • Marcus Forlan

        Hey Rich –

        As someone who lifts a fair bit, I can relate. There is a big “drop” from my shoulders to my waist and also my shoulders don’t quite fit into off-the-shelf suits anymore. I have had to go bespoke. It is not for everyone.

        I am with Dan – pls. pls. do NOT rent a TUX. There are better alternatives available for every budget.

        If you can afford it, get a custom Tux. Think of it is an investment for life. It is something you can use at other weddings and formal events. Festive occasions and such.

        I love suit supply but only certain styles fit me. Sometimes the shoulders and arms are just too small for the proper jacket size. But try them out.

        Another alternative is http://tinyurl.com/bvtlauy. Make sure you go to a tailor to get yourself measured and then submit the measurements online. I used them recently and it actually turned out ok. I needed to take it to my tailor to fine tune, but it worked out.

        • http://mytakeradio.com Rich

          Hi Marcus,
          Not sure if you can see my answer to Dan’s inquiry but I am sharing this pic of myself to emphazie the big/small issue lol

          I will need a light gray tux or suit for my wedding since it’s in Puerto Rico . I have a pic of me in a terrible Men’s Warehouse suit that was butchered by alterations. Perhaps I’ll share at some point lol. Perhaps not. Thank you and Dan for you insight. I’ll keep you guys posted

          • Marcus Forlan

            Hey Rich – Damn! How much were you deadlifting back in the day – lol.

            I had not your reply to Dan when I posted the response. I doubt that suitsupply will work for you since they run trim in the arms and torso.

            Sadly, renting will likely not work for you.

            Whoever you buy from, make sure you get “soft” shoulders. The person who is helping you will know what that means – if he does not, then do not buy from them.

            Since you are having a destination wedding you may also consider a jacket with an unstructured shoulder which could work better for you but is a more casual look.

            Dan should have more ideas on what you can do with a destination wedding since they are not as formal. And if on a beach you can totally dress down if you want.

            Good luck!

    • http://shoscott.com Sansho

      Dope post! Gabe, I see you playerr!!

      • http://tsbmen.com Gabe Stein

        Haha, thanks man. Missed you at the game last night!

    • Fletch

      Nice job! Looks great – love the transformation. As for “hybrid” shoes – I have a couple pair of Allen Edmond Mapleton oxfords. Bicycle toe style – is that considered hybrid?

      • http://tsbmen.com Dan Trepanier

        Not really, but probably not the most attractive shoe either :/

        Cheers Fletch.

        • Marcus Forlan

          I had a similar question. I am not one to wear sneakers with my suits even if I am wearing t-shirts or casual cardigans with them.

          I am tempted to try out the look but I just can’t find the right “dressy” sneaker. Probably because I don’t like to wear sneakers with suits.

          Would these work –

          http://tinyurl.com/al33c7j (this appears to fall into the hybrid category you mention)

          • http://tsbmen.com Dan Trepanier

            Hmm…I wouldn’t recommend either of those shoes, especially for those prices.

            My advice: stick with something classic and simple. Think chuck taylors, jack purcells, pf flyers, adidas sambas, stan smiths, tretorns, etc.

            If you’re looking for something a little fancier, I like common projects.


            • Marcus Forlan

              I don’t necessarily want anything fancy – just something a bit sleeker and clean than a normal sneaker.

              I liked the sambas but wasn’t sure if they were appropriate.

              I like the tretorns too. I will give one of them a shot to start with.

              Thanks for the suggestions.

              • dani

                Doc Martens has some pretty sleek sneakers in their Eclectic collection. And possibly in other collections.

        • Ed

          I find it interesting the different opinions of what is good and what isn’t. I actually don’t think that the shoes in the first before picture are bad. I also have a pair of Allen Edmonds Bruce model bicycle toe shoes that I quite like. To me they seem a good compromise between improving my look without going overly stuffy or dressy.

          You’re not a fan of that style, as they’re similar to the Mapleton oxfords, and I’m not a fan of your love for mixing different levels of dressiness, for example wearing a blazer over a hoodie which you’ve done before or that suit you had made with cargo pants. There are so many different style “rules” out there but it seems like their main purpose is to be broken.

          Good site, I just think that every once in a while you present your style opinion as being unassailable when style is obviously very personal.

          • http://tsbmen.com Dan Trepanier

            Thanks for reading Ed. I’m just sharing my opinions.

            • Ed

              And they’re appreciated. I wasn’t meaning to be critical. After posting I realized that I probably overstated things in my comment. You do a great job of blogging, yours is the only style blog I subscribe to. I just find it interesting that with shoes you don’t like the casual/dressy look but in the entire outfit you do.

              From a fellow Canuck, great job.

    • Brian

      Nice job gabe!! A previous comment got me thinking about a before and after pic..that would be awesome..I’m willing to volunteer for it? LOL, from jean shorts years back to tweed slacks..progress is a beautiful thing.

    • TimL

      Hey Gabe, doesn’t a good haircut and shave make you feel like a new man?

      You look like Dan’s taller brother.
      Nice change.

    • Frank N. Stein

      As Gabe’s cousin on his mothers uncles side, I would like to say Gabe’s new look is better than any old look we ever shared.

      Great transformation.

      • http://tsbmen.com Dan Trepanier

        Hahaha thanks Frank!

    • Ed Stein

      As Gabe’s proud Dad I claim credit for his hirsute and rumpled style in all 3 “before” looks. It’s hard seeing him reject his father’s fashion sense in favor of actual grooming now that he’s on his own.

      • http://tsbmen.com Dan Trepanier

        Haha Thanks Ed. You raised a hell of a young man.

    • cuponoodles

      Not Onassis! That’s one of the brands I like to keep secret…

      Great post.

      • http://tsbmen.com Dan Trepanier

        Secret’s out. They have some great pieces, reasonably priced too.

    • Ace F.

      TSBmen should post more articles like this.
      They should feature some random guys with before and after looks. Just like Pimp-my-style kinda thing. Anyone who is willing to get a makeover can make a letter of request telling why they want a makeover, their profession, what is their personal style and what would suit them.

      • http://tsbmen.com Dan Trepanier

        Are you volunteering to be next in the series?

        • Ace F.

          Haha. I’d love to but I’m approximately 8000 miles away from New York. LOL. I’ll just watch out for more educational stuffs from you guys. btw, the “WIWT” posts are also great!

          Mabuhay! from the Philippines.

          • TO

            I enjoyed really enjoyed this post too. I can contribute an before and after real life example sometime soon (that I contributed too). Interested in that Dan? If so I can email them to ya.

            • TO

              A few silly typos in there but I’m sure you’ll get the message! Lol.

            • http://tsbmen.com Dan Trepanier

              Would love to check it out my man

    • Anthony

      This is THE BEST post so far on the blog.
      More like this, just wheel someone in each week, fix them up, send them on their way.

      Seriously, Gabe, these guys just took you to another level with regard to lady potential (apologies if your hitched). I almost cant believe its the same person.

      • http://tsbmen.com Dan Trepanier

        Haha. We showed the before and after pics to some ladies as a “social experiment” the other night… the reactions were priceless.

        Thx for reading Anthony.

    • Marcus Forlan

      Haha. Great post.

      Did Gabe go to your barber, Dan ? He seems to have adopted your hairstyle as part of his style change!

      • http://tsbmen.com Dan Trepanier

        I don’t think Gabe is ready for my barber shop, lol.

        We hooked him up at Frank’s Chop Shop in the LES.

    • Brent


      This is the first time I’ve responded to one of your TSB posts and I love the idea. It shows some great quick fixes that improve Gabe’s look immensely. I’d argue that his trousers in look #2 are a tad tight, but that’s fashion vs. style at that point.

      The one thing that screams at me through the entire post is that Gabe needs to work on not just his clothes, but his posture. I understand that as a programmer he no doubt spends an inordinate amount of time hunched over his keyboard, but his resulting posture is bad for both his health and his appearance. The better fitting clothes get him 80% of the way there in terms of appearance, but if I saw Gabe walk into my conference room, regardless of his outfit, I’d have a hard time taking him seriously as a confident person because of his hunched look – the after shot on page one shows the main problem, where his hips appear wider than his shoulders, giving him a weak appearance. Nothing that standing up straight and rolling one’s shoulders back (and maybe a few push-ups and pull-ups) can’t fix.

      One thing that #menswear writers seem to forget at times is that there is a body underneath the clothing. Of course, everyone repeats the mantra of “dress for your body type” but there are a few easy ways to improve how one’s clothes fit and better communicate one’s inner strengths, such as good posture, that all men can benefit from, regardless of body type.

      Great post!

      • http://tsbmen.com Gabe Stein


        Thanks for reading. My mother and I appreciate the feedback (I’m not being glib, she tells me about my hunching all the time).

        I totally hear you about posture and I have been working on getting to the gym to improve things. A little work there has gone a long way. You should have seen me a year ago. And you’re right that it’s something that’s worth discussing insofar as how body types affect fit.

        That said, I take umbrage with the following:

        “If I saw Gabe walk into my conference room, regardless of his outfit, I’d have a hard time taking him seriously as a confident person because of his hunched look.”

        Remember that you’re talking about a human being here, not a drone. Being a tall, lanky guy who has always had a hard time developing muscle, I have almost always had a hunch. Take it from me: it is not as easy to fix as you make it out to be, especially because I have my dad’s bizarre sloping shoulders that accentuate the hunch.

        I think that kind of judgement based on body type is puerile, unfair and unwise. If I ever enter your conference room, it will be your loss not to take me seriously.

        Thanks again,


        • Kristopher

          Point: Gabe

          • Z


      • Chris

        Brent – what’s up with the attack on Gabe for? There are things that no one can control. The fact that you wouldn’t take him seriously based on his physical attributes is just plain wrong.

        Hopefully others on this site don’t exhibit this same view. Gabe just killed it in this post and also made you feel like a tool. Womp womp.

        Continue keepin’ it real Gabe.


      • Marcus Forlan

        Brent –

        Your post smacks of insecurity – mostly about the way you look.

        I challenge you to send in a(n) (untouched) photo of yourself to be posted here. Perhaps your style is great, but I am sure we can all find more than a few things to critique about your physique.

        Or, if you prefer, send it to TSB – eyes only – so they can reach the conclusions for themselves.

        It takes courage to post things publicly and I admire Gabe for showing himself before and after his style change.

        Keep your insecurities at home, B.

    • John

      I don’t really like the jacket on the second look. I think the lapels are too skinny and the pockets too far on the sides. Other than that, the post is excellent!

      PS: While I agree that a nylon briefcase does not go well with a suit, a nylon laptop bag is a good choice when you want to carry just a few papers, a notebook etc. What’s your opinion?

      • http://tsbmen.com Dan Trepanier

        I like my bags classy and long-lasting.

    • Frank R

      Gabe this is a great new look for you!

    • SL

      Great post Dan, really like the “What you can learn from the before looks”. Sometimes people know what to do but they don’t know what not to do.

      A little side question since we’re on the topic of building a wardrobe. What’s your opinion on Dockers Alpha Khaki’s? I’ve been looking at them because I want a pant that’s slim but not too slim that it looks like skinny jeans you know. (I’m 5’8″ with a slim build if that helps)

      • http://tsbmen.com Dan Trepanier

        Can’t really advise on fit for your body. My advice would be to try them on, and keep in mind a tailor can easily slim them down.

    • Jakob

      Your best post so far. Nice to see you telling people how NOT to do things, new angle. Right on!

    • Amsterdam

      Regarding the comment in outfit #1, how about a post on gym bags for the business casual/suit environment? When you’re carrying something as inelegant as dirty clothes, do you really want to put it in such an elegant bag? I agree that nylon isn’t really the right choice but what are the options in between?

      • Ace F.

        In my opinion, nylon is fine. As long as its simple. No big Logos or flashy designs that would catch everyones attention. But of course if you have a budget, then you should go with leather.

      • Keaton

        GQ had small tidbit about this in the December issue, I believe. They featured a really classy but casual nylon bag that would be perfect for what you described. It has the normal compartments and even has a pocket specifically for shoes on the side. It was only around 80 bucks and was available in bold or classic colors.

    • Alex

      Such a good post! I feel like SO many men would benefit from this post. I feel like you are look #2 everywhere these days. Great job.

    • J Fig.

      By far, one of the best posts on your site in recent times. Don’t get me wrong, your site always offers great looks and you all are always on point but this post is much more than that. It’s not just about the clothes but HOW to properly wear it… that makes the difference. With little tweaks (and a couple field trips to the tailor and barber), Gabe’s look is fresh and updated.

      Dan and team – good job as always!

      • http://tsbmen.com Dan Trepanier

        Thx player

    • Alejandro

      Question: I know wearing a t-shirt under a v-neck sweater does not work. Does the same thing apply when wearing a t-shirt under a cardigan?

      • Alan

        A v-neck t-shirt with a v-neck sweater *can* work, if the v-shapes complement eachother; I am wearing a thick green v-neck with a heavy white shirt today (I don’t like button-downs much), but in a month or so I’ll wear it with a cream American Apparel v-neck t-shirt underneath. But it is a good rule of thumb to say don’t bother, because most attempts will look bad.

        Dan et al will have their own opinion. For me it will really depend on the type of cardigan, how you intend to wear the cardigan and the neck-line of the t-shirt. As an example – http://www.hm.com/gb/product/07331?article=07331-A

        Here the top button has been left undone, because doing so creates a shape that better complements the t-shirt. I’m not saying the example is a great look necessarily, I’m just giving an example.

      • SL

        Dan’s wore a t-shirt under a cardigan (with a scarf as well) in a previous fall post I’m pretty sure.

      • Mr E

        I challenge that “Don’t wear a t-shirt under a V-neck sweater” position.

        A t-shirt can work under a V-neck jumper if both items are properly fitting. Also, the t-shirt neck should be crisp and flat and NOT resemble crisply cooked bacon.

        I realise these are your opinions and we can take them at our will, but that bullet point was presented somewhat rule-like.

        • http://tsbmen.com Dan Trepanier

          There are no “rules”, just suggestions. Of course you can wear a tee and v-neck. There are just more flattering options available, in our opinion.


          • Mr E

            Fair enough.

            I would like to have seen your point illustrated though, by actually putting a V-neck jumper over that casual button-down shirt on Mr Stein.

            Putting a cardy over the improved look sort of leaves it unaddressed.

            • http://tsbmen.com Dan Trepanier

              We can only do so much here my man. Try it yourself!

              • Mr E

                I’m not having a go at you; I swear I’m not!

    • Khalid

      Gabe Stein 2.0 is a success! Massive upgrade. You’ve taken him from spaghetti (dress) code to pure object-oriented goodness.

      May I ask what the leg opening widths (relative to waist size) are on each of the pants (before and after)? I’ve started tapering to 7.5″-8″ on size 32W/30H pants (thanks to this site) but my results sometimes still look a bit like the before shots. As #2 shows, these details really matter even if the basics are right. Thanks!

      • http://tsbmen.com Gabe Stein

        Thanks Khalid!

        Dan’s description of my “before” style is “JavaScript chic.”

        I’ll let him give you the details on everything as, to be frank, I have no clue.

        • http://tsbmen.com Dan Trepanier

          JavaScript Chic baby!

          As far as leg openings, I’m not 100% sure. In look 2 I would guess we went from roughly 20″ to “16 circumference.

          Keep in mind it’s about proportion, which is relative size. Gabe is 6’4″ with a 34” waist.

    • Sergio

      Awesome post! A bunch of friends and I were talking about this today, including posting before pictures online about it. Definitely reminiscent of what I would wear.

      • http://tsbmen.com Dan Trepanier

        Let’s see them!

    • Justin

      Very cool post. More of these before and afters along with the explanations would be very informative. Gabe’s look is totally turned around. Nice job.

    • TZ

      Nice post! As a programmer myself, I think you should definitely feature Gabe more often.

      However, in the programming world even wearing a shirt can make you overdressed, the geeky folk take pride in wearing their witty message tees and consider the shirt guy not true to the geek dogma. I don’t get to meet clients, so when I wear a jacket the inevitable question I hear is “How was the interview?” You have to be sociable and well liked to not create a “dress barrier”, not to mention being really really good at what you do.

      I know there’s an unwritten rule that you should never be obviously better dressed than your manager, not to mention the general manager.

      • Gabe Stein

        Thanks TZ, glad you like the post!

        Much has been written about tech culture, but my personal opinion is that if you can be over or under-dressed in your office, it’s not a good environment for software development. Especially in the supposedly open and enlightened field of tech, there should be no barriers or unwritten rules of any kind, much less the sartorial kind.

        The most important thing I’ve learned from Dan, Wes, Alex and Towni is “do you.” The great thing about TSB is they live that mantra both in terms of how they think of themselves and how they treat others. Case in point: I’ve walked into TSB HQ many times wearing the exact “before” outfit in look one and nobody has cared. I didn’t start thinking about fashion to impress them. I did it because I wanted to.

        So my advice, one programmer to another: do what makes you happy and seek out others who do the same. If you don’t fit in because of it, perhaps that’s a sign that you’re in the wrong place. Especially in this time when programmers are in such high demand, you should seek out the culture that suits you.


        • http://tsbmen.com Alex Crawford

          Holy sh-t Gabe, that response was beautiful.

          • http://tsbmen.com Gabe Stein

            I know. I’m tearing up a little bit re-reading it.

          • Justin

            It really was a great response. Great perspective!

    • Allyson

      Can’t believe how great Gabe looks! That light navy suit is perfect.

    • http://ramblingsofawould-berenaissanceman.blogspot Joseph

      Curiosity question, why are black suits not office appropriate, and what are they appropriate for?

      • http://tsbmen.com Dan Trepanier

        Black is too stark for a day at the office. It’s immediately reminiscent of formal attire.

        Funerals, weddings, social events, night clubs, formal events if you don’t have a tux… Overall much better at night.


        • LouCaves

          I know we should not follow “rules” when it comes to personal style. But my old man once told me a black suit is for funerals and weddings. That one has stuck with me.

          Nice upgrades Gabe.

        • http://ramblingsofawould-berenaissanceman.blogspot Joseph

          Alright, that sounds fair. Would this include something less “stark” like a dark charcoal suit?

          • http://tsbmen.com Dan Trepanier

            Charcoal is all good. It can work for the office, and a nightlife event too.

            • http://ramblingsofawould-berenaissanceman.blogspot Joseph

              Oooh, okay. that makes more sense. I think I just wasn’t sure where the line was being drawn.

    • Ace F.

      Great post!

      Wow! Browns and navys are definitely classier.
      I realized that wearing the usual black oxfords with black trousers is really boring. Makes yo look like youre attending a funeral. lol.

    • Sundown aka Bob

      Haircut + properly fitted clothing, the Pareto principle of men’s style…

      Nice work :)

      • http://tsbmen.com Dan Trepanier

        Word. But that doesn’t mean you should settle for 80% :)

    • Ed

      Look 3 transformation is the real deal

      Gabe do yourself a favor – keep that barber and wear MAB suits at all times

    • http://www.thekacar.com Mustafa K

      Awesome transformations – look #3 killin it with the blue suit!

    • http://greenspree.ca Andy Collier

      Love it!

    • Andres

      Great transformations and very informative post!

    • changingman

      This is a perfect post. Gabe really is the “everyman”. I pretty much did all of Gabe’s before pics. I’m now in the process of being the “after”.

      Great tutorial! Simple and easy to implement concepts.

    • http://coru.net/ David

      Great post and great job. Gabe looks like a different person, both because of the clothes and the confidence. Count me as a fan.

    • Felix

      Unfortunately, Gabe needs suits made properly for his body to accommodate for his incredibly curved shoulders and slouch, therefore each jacket here feels off despite fitting conventional rules.

      • Michael

        I’ll assume some truth to your statement, but to most of us regular folk the fit of his jackets in each of the ‘after’ looks look perfectly fine.

      • http://tsbmen.com Dan Trepanier

        Hmm. “Need” is a strong word.

        Surely there are benefits to custom clothing, but to 99% of people laying eyes on him both the bespoke and vintage jackets fit very well.

        Thx for reading.