Most Comfortable Men's Work Shoes

How Comfortable Men’s Work Shoes Can Change Your Life

Picture this:

It’s Monday. You are walking into the office after a great weekend. It isn’t the best feeling in the world is it? Even if you like your job, time off is always a lot better! You walk through those doors in your 4 year old work shoes that are “good enough” and you keep saying you’ll replace them soon. Your feet are hurting by 9am coffee break.

man suffering from foot pain at work

Or you can do this:

It’s Monday and you are walking into the office after a great weekend. You walk through those doors in your new, comfortable men’s work shoes from Gatsby. Your feet are still not hurting by 6pm when you are walking out to head home. The choice is yours and here is how the most comfortable men’s work shoes are different from what you have now!

Man at the end of the workday still feeling good

Work Shoes Designed With You In Mind

Our most comfortable men’s work shoes are simply designed differently. From the first stitch, lasting all day comfort is the whole purpose! A premium insole and superior shaping makes the shoe fit and support to a high level. When you buy work shoes they often are not the most comfortable shoes in the world because they are designed for looks rather than looks AND comfortability. You can get both with shoes from Gatsby because they are designed to be orthopedic, yet maintain a great style. You can learn more about why you want orthopedic shoes here.

Comfortable Brown Leather Work Shoes

Fashionable & Comfortable 

Our styles offer fashionable designs in several different colors so you can always have the perfect outfit. Different business styles are not a problem. If you choose business casual or a more formal business outfit we always have you covered. You don’t have to sacrifice comfort for looks because we have a shoe for all these different dress styles you may have to wear at work. We offer a more sporty but still business looking shoe that offers the benefits of a sports shoe, or we have more traditional looking formal business shoes. There is no compromise necessary because you can dress up or down for any occasion with our shoes. Look your best and stay comfortable, because anything less is not an option!

Shoe Tread
Black Work Dress Shoe

Affordable and Quality Men’s Work Shoes 

Now a shoe like we have sounds like it would be bank breaking expensive, but it really is not! We don’t markup to insane rates because we want comfortable men’s work shoes to be available to as many people as possible. It is a simple philosophy of providing a great service to as many people as possible. You get to enjoy the benefits of a comfortable work shoe and save some money. Quality unmatched, with hand stitched soles and the design we have you covered for all your work occasions and outfits. You can feel like you are walking on a million bucks for about $100 shipped straight to your door. An average price for men’s dress shoes is around $300, but that doesn’t mean they are quality shoes. Some dress shoes have a high price tag and leave you desiring more, be it a better fit or wishing that they were more comfortable work shoes! At GatsbyShoes we simply want for as many people as possible to be dressing their best and to have the most comfortable men’s work shoes as possible.

Comfortable Black Work Shoes

Don’t compromise on comfort whatever you do. You have to spend a lot of time in your shoes and it really can have a major effect on your day to day. Feet pain is not fun and can lead to bigger issues over time. Avoid this by shopping our collection and your feet will thank you. Think about what you would really like in your next pair of dress shoes. Comfort should be at the top of the list! If you are ready to start your journey to comfortable men’s work shoes, shop our collection and see what we can do for you today.


Fast Tracked Shipping

Using expedited  shipping, your package will arrive lightning fast! And you can check shipping updates from your phone

Thousands Of Happy Customers

Our customers love our brand because we care about them! If you have any questions or comments, please email us here

Crafted By Professional Shoemakers

Our shoes are designed, tested, and endorsed by our team of professional shoemakers. We craft our shoes with the highest comfort and quality available.

30-Day Guarantee

If you want to exchange or return your shoes, we offer a full 30-day guarantee so that you can try all of our styles worry-free!