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He might not be the man at the top yet, but he’s got his sights set on the big chair in the corner office. He likes taking calculated risks in his work and personal life, and isn’t afraid to play with things like colors or patterns when it comes to the way he dresses. He also knows how to pay attention to the bottom line, so he invests in brands and products that will evolve with him. Go ahead, be the boss.

This post is Sponsored by Dockers®. Wear the Pants.

1. Onassis Adger Jacket – $168
2. Red Chambray Shirt – $68
3. Dockers Alpha Khaki Legion Blue – $59

4. TSOVET SVT-QS40 – $360
5. Richer/Poorer Tribal Socks – $20
6. Saddleback Thin Briefcase – $411
7. Holloway SK8 Sunglasses – $237
8. Miansai Hooked Bracelet – $55
9. Florsheim Haviland Wingtips – $170

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Want to skip Costanza-sized billfolds and traditional leather wallet options in favor of something with more durability and RFID-protection? Check out The Ridge Wallet. Made with carbon fiber, titanium or aluminum, and available in a number of different colorways and styles, The Ridge Wallet is a slim, front pocket wallet perfect for your everyday carry that’s built to last and guaranteed for life. Re-evaluate your everyday carry and ditch the bulky wallet in favor of something sleek and stylish from Ridge Wallet.