Entrepreneur’s Choice: Best Dress Shoes For Business Meetings

As an assemblage of Entrepreneurs, we all have our own unique tastes, styles, and flavors for fashion. Some like to splurge a bit for a more durable and suave shoe, while others prefer a cheaper, more rugged, and more discreet boot. Well the polls are in and here are the Bootstrap-preneur’s favorite boots for business, travel, and everything in between:

1. Johnston & Murphy Men’s Melton Oxford, Tan

Not always the cheapest choice, but Johnston & Murphy is consistently one of the top shoe picks for the Bootstrap-preneur’s. Although the price tags can be steep, they are long-lasting, durable dress shoes that look sharp enough to impress, but comfortable enough to pound the pavement for hours without blinking twice.


2. Calvin Klein Men’s Bartley Diamond Leather Oxford, Black

Not known as the most comfortable shoe, but this stylish Calvin Klein boot is known to be durable and goes nicely with an array of fashion options.


3. Cole Haan Men’s Monroe Wing Ox II, Mahogany

Cole Haan is also a consistent favorite among the Bootstrap-preneurs mainly because of their cheaper price tag and comfort level. You can walk the town in this shoe here, but keep your soles fresh while looking fancy too.


4. Thursday Boot Company Captain Men’s 6 Inches Lace-up Boot

This boot is a little more pricey, but is made to impress. The unique style and sharp look of this boot makes it an extremely attractive option to keep in your garment arsenal.


5. Blivener Men’s Brogue Oxford Wingtip Dress Shoes

This shoe here is nothing special, but you know what? It gets the job done with a price tag that cannot be ignored. Every entrepreneur needs a decent dress shoe that they can beat up on a regular basis and this is it.


6. Bruno Marc Men’s URBAN-08 Navy Suede Leather Lace Up

This suede shoe is a favorite because it can add a different style and look to your get up without breaking the bank. It is a little more casual, but a great asset to your boot loot.


7. Johnston & Murphy Men’s Conard Double Monk Strap Oxford

Another Johnston & Murphy favorite, this one isn’t the cheapest option, but has been known to turn some heads. Gain some confidence and feel fresh with your step when you throw these on for your important meetings.


8. ASICS Men’s Gel Venture 5 Running Shoe

Some of us entrepreneurs are just looking for the comfort. These sneakers are comfortable and also won’t break the bank. You may not look like a million bucks, but if you’re making a million bucks, who cares?


9. Cole Haan Men’s Original Grand Shortwing

These shoes are a good alternative between dressy, comfortable, and price conscious. A little more casual than your average boot, these shoes still showcase some style, while allowing you to keep your comfort.


10. Bruno Marc Men’s Original Suede Desert Storm Chukka Boots

This boot is a favorite as well with its unique style and comfortable soles. Grab a pair of these for just a few bucks and keep them in your closet to change things up a bit from time to time.


11. CAIHEE Men’s Leather Casual Slip On Loafer Boat Shoes

These are the epitome of comfort and the price tag is nice too. It’s not everyone’s style, but these are not a bad option to keep lying around for when you want to feel like you’re at the office without having to get your presentation on.


Female Bootstrap-preneur’s Choice:

1. Ellie Shoes Women’s 254 Lucille Dress Sandal

This is the top female pick when it comes to the Bootstrap-preneur’s business meetings. Apparently it ranks at the top in a solid mix of comfort, style, and an entrepreneur’s price tag.


2. DREAM PAIRS Women’s Sole-Nice Ankle Strap Walking Flats

This flat is apparently the semi-casual pick when you want comfort with a bit of style. Plain and simple, but sometimes simplicity is what catches the most eyes.


3. Premier Standard Women’s Thigh High Stretch Boot – Trendy High Heel Shoe – Sexy Over The Knee Pull-on Boot – Comfortable Easy Heel

This stylish women’s boot (Not Pictured) has a price tag to match. Ladies can Bootstrap their way to a comfortable sale in these bad boys.


There has got to be something for you among the Bootstrap-preneur’s favorites. You may not have ever been in their shoes, but they’ve been in these and they swear by them. There is something in this list for everyone. I think everyone can agree that boots on the ground pounding the pavement is the only way any of us entrepreneurs are going to get more business…it’s also how we’re going to keep these boots on our feet!

Happy Bootstrapping!

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