Dress Like A Boss!

Are you a young Professional man? Did you just land a new job?

That’s awesome! Congratulations! Now that you have landed the gig it’s time to start considering your wardrobe! Whether this is your first real job, a switch from a more casual office or just a fresh start it’s a great time to refresh your work wardrobe!

I know that this sounds scary and expensive! But it doesn’t have to be – if you have a strategy it can be simple and inexpensive to build an awesome work wardrobe!

Now let’s jump into it!


Always look sharp with a suit!

I know – you may work in a business casual office where you won’t wear a full suit often. But I want to challenge you to play the long game. Don’t be the guy who wears the same tired suit to every wedding, funeral and interview! Be an adult and pick up a few suits! This way you will be prepared for a big meeting or last minute interview opportunities! Plus – it never hurts to mix in the suit every once in awhile to keep people guessing. Additionally, as part of our strategy you will be able to wear the suit pants as part of your rotation.

When you are starting out don’t pick bold patterns or colors. If that is your taste, fine, mix them in later when you have a larger collection. True problem with bold patterns is that you cannot wear them frequently and they can be tricky to wear with complementary clothes.

Stick to the solid classics! I recommend the following;

Charcoal Suit
Every man needs a nice Navy suit

Dress Pants

I recommend that guys pick up 3–5 dress pants or slacks. These will be your workhorses – with suit pants occasionally mixed in.

A few guidelines to keep you looking good:
* Keep it classic – nothing that will standout!
* No pleats – these make you look wide
* Avoid Black – black pants fade quicker and show more lint etc. avoid if you can.

All that negative out of the way! I recommend you pick up the following:

  • Navy
  • Brown or Khaki for casual Friday’s only!
  • Dark charcoal
Ministry of Supply
  • Lighter Charcoal
  • Gray

Coats and Outwear

Depending on where you live this section may vary in importance! I happen to live in the Northeast so this is an important section for me.
Consider spending on a quality coat – it will last longer and you are seen in a coat much of the year.

I find it best to think of coats in terms of season:

  • Fall/Spring
    • Trench: if you wear a suit this is a must. Keep dry and look professional!
Prada Trench
    • Wax Jacket: for a more casual look that works well on weekends too!
Barbour Basic jacket – perfect for transitional periods of the year
    • Fleece: keep a nice fleece in the office for unexpected cooler days.
Patagonia Fleece is perfect for the office
  • Winter
    • Wool Coat: this is your workhorse! It helps to have a couple to extend the life. I prefer longer charcoal wool coats to the more casual pea coat.
    • Winter Jacket: not really part of your work wardrobe but consider getting a decent looking one if you live in an area where snow and wind make even a wool coat useless against the weather. You don’t want to be the guy wearing a loud ski jacket to work!

Dress Shirts

Finally, if you want to show your personality this is a place you can start! I am more conservative so I keep it pretty classic. The key here is fit, quality and finishings.

Check out this guide on how a shirt should fit! If you find a maker and cut that works for you – keep buying that style shirt! Don’t over think it! For finishings just be careful to buy the collar and cuffs that you want – don’t buy a French cuff if you don’t wear cuff links!

In terms of what to buy I would recommend a mix like the one shown below!

  • 3 white
    • 2 light blue
    • 4 conservative patterns
    • 1 wildcard (pink or yellow)


    If you have the misfortune of having to wear a tie every day I suggest you check out these guys, The Tie Bar for help building a collection. To start – I recommend keeping it simple. That means lots of solid, pin dot and stripes ties! Save the novelty ties for Christmas parties.

    Sport Coat

    Pick up a Navy Sportcoat to elevate a more casual outfit as needed! I always have a sport coat on the back of my door!


    The first thing a woman will notice on you is your shoes! Don’t leave the wrong impression – spend money on your shoes and take care of them!

    If you are just starting out pick out the best of these that you can afford – look for Goodyear Welting and leather soles.

    Black Oxford

    Loake Rothschild

    Brown Oxford

    Loake Shoes from England


    Crockett and Jones

    Add duplicates as your budget grows – this will help you rotate your shoes and extend their life!


    Don’t overlook your accessories! Again I prefer to fit in with my dress so I keep my accessories understated!

    • Socks

    I like to ensure I have fresh socks so I subscribe to Brummell for premium socks.

    • Scarf: a nice scarf will truly elevate your winter look.

    PS: if you purchase any of these great products through my link I may, in some cases, make a small commission at no additional cost to you. We appreciate your support.

    Work From Home Tips And Tricks

    Do you dream of having the opportunity to start working from home? Have you tried working from home with limited success?

    Working from home can be both a blessing and a curse! The benefits are obvious – less time in transit gives you more time in the day to do what you want! The drawbacks aren’t as widely known – difficulty staying productive, loneliness and lack of a routine come to mind for me.

    That said – if you are interested in trying out a work from home or telecommute arrangement I suggest the following five tips:

    Create a Dedicated Space

    This is super important – you must establish a dedicated work space. Most people will not be able to successfully work from home if they consistently use their bedroom, kitchen table or coffee table as their work space. Lack of a defined space can allow you to get sloppy – turning the television or video game on for instance. Additionally, a dedicated space will help create boundaries so you and your family know when you are working and when you are available for non work activities.

    So create a dedicated home office ideally with a solid work space, comfortable seating, quiet for conference calls, and natural light. This will make for a happier and more productive work from home day!

    Prepare for Your Day

    Don’t get sloppy just because you can! Wake up at a normal time, shower, eat breakfast and dress for the day. Skipping these steps can trick you into thinking it is a day off!

    Develop A Routine

    Similar to your preparation above – developing a routine will help keep you sane and productive! A routine will help you establish the line between free time and work – essentially replacing your commute time. I have developed a routine that I really love for my work from home days. I start the day with a Nespresso and a quick exercise routine. I then will either go for a walk or run before showering and dressing for the day. My quick run/walk provides a natural transition into the productive part of my day. When I return from the cardio I shower, get dressed and transition to deep work.

    Schedule Socialization

    Work from home can be lonely. Yes, it is annoying when Carl from accounting lingers a bit too long in your workspace, but we are social beasts. It’s important to spend time with others shooting the breeze about current events etc. I am keenly aware of this so I will schedule networking phone calls or preferably lunch or coffee meetings with friends and colleagues. This serves two purposes – I get out of my grind for a needed social interaction and I keep up with important people in my life. These needn’t be everyday but I think they help. Alternatively, work from a coffee shop or bar for part of the day – just being around ambient noise and other people might be the fix you need. Try to limit this time to solo work – meaning no need to hop on conference calls.

    Take Advantage of Flexibility

    Finally, here is the fun part! You aren’t chained to a desk, nobody is looking for you! Use this time wisely – it’s amazing what you can accomplish when everyone else is at work! Do your errands like grocery shopping, haircuts and trips to the post office! There won’t be lines and it will feel like a break. I used to spend some time at the driving range or gym in the mid morning- believe it or not this cleared my mind for some deep thinking. Of course, make sure you are taking care of business first! But you are free to produce at the time you want – if that means working into the night and sleeping late that is your decision!

    Guest Suite Transformation: Use Extra Space for Guests

    A guest suite transformation is a great use of extra space!  Have you ever suffered through a sleepless night, tossing and turning on a lumpy mattress or couch because you were invited to stay at a friend’s or family’s home?  Don’t you wish they had undertaken a guest suite transformation?

    Of course, the offer was gracious and you were able to maximize time with your loved ones while saving some money but at what price? Well the price of a sleepless night and lack of privacy!

    We have all been there – forced to stay at a relatives or hosting unexpected guests – there isn’t enough space or privacy to suit anyone.

    Well one simple and relatively inexpensive way to ensure your guests enjoy a peaceful stay is to convert unused space in a basement or attic into a guest space!  Consider a guest suite transformation an easy way to make visits less stressful and more enjoyable for everyone.

    An amazing guest space doesn’t need to be fancy or expensive! You really only need a clean and comfortable area for your friends and family to rest, but why stop there? Build an amazing guest suite to make your guests at home!

    Get Inspired!

    These examples from Pinterest show what you could achieve with a bit of time and money!

    Basement guest rooms don’t need to be dreary!
    A Murphy bed enables a guest suite to double as a home office or spare room!
    A guest room can be used as a play room as well! It doesn’t have to be fully dedicated!
    Not using your garage? It makes a great space for guests!
    Bright and airy basement room!
    An attic space can feel luxurious!

    Where Do I Start?

    Again, this project doesn’t need to be difficult or expensive! Of course it is easiest if you have finished space waiting for furnishing and a refresh but if you don’t have the finished space fear not!

    1. Decide where you want to add the guest room – consider including this as part of a dream basement
    2. Decide on scope – bedroom only, en suite or even a full in law!
    3. Honestly evaluate your skills…can you swing a hammer or should you stick to decorating?
    4. Now you are ready to evaluate your space. It doesn’t hurt to have a contractor come out to give you some ideas and make sure the project is feasible – Water in basements and ceiling heights can cause problems. An experienced contractor will spot these issues early.
    5. If it was me – I hire the contractor and let the pro do the heavy lifting while participating in design decisions!
    6. Furnish and Decorate

    If you are feeling inspired some of these products may help!

    A Murphy bed will make a small space go far!