Posted June 11, 2018

Shoes for the
Guy on the Go

By: @dylanbenjam

My typical day involves working from home, hanging out with my kids, and popping into meetings, so I opt to keep it casual when possible. Around early summer, you always have to deal with big temperature fluctuations - especially in Texas - so it's smart to dress in light layers that can be shed as necessary.  I also like to stay comfortable, because, as a dad, you never know what you might get into. I've put together two ideal outfits for my lifestyle. One is what I'd normally wear during the week, and another that's great for a casual weekend.

For the first outfit, I've combined a light jean jacket with dark denim and Timberland's Kendrick Chukka Boots for a casual yet refined look that's perfect for jumping between coffee meetings and plans with the kids.  The boots are super comfortable, and they're made from full-grain leather, so they're going to age well. 

The second outfit is a more casual look with ripped jeans, a white henley, and Timberland's Adventure Cupsole Chukka’s in their classic nubuck color; ideal for weekends downtown with kids and friends.  The sleeves on the henley can be rolled up as the day gets hotter, and the chukka shoes are versatile enough to handle whatever we get into.

I've paired both outfits with Timberland's classic 20-liter backpack and their Pinkerton Ion Plated Watch.  The backpack is perfect for carrying along everything I need for my meetings around town, and also for anything extra I might need for the kids. It has 2 laptop sleeves, so when we travel I can fit both my wife and my laptops!  We travel a lot as a family, and when we do I'm always stuck carrying two carry-ons for our computers... no more!    

I picked the Pinkerton watch for its versatility. I like the bigger face, and with both the black and brown tones, it matches perfectly with any outfit. It's water resistant to 100m (330 ft) as well, but I've been unwilling to test it, because I really like the current color of the leather. 

Check out the Timberland styles my wife @leeannebenjamin chooses to get her through her hectic schedule at this post.