Meet The Incline team with our staff spotlight on Benjamin Chaffee

Allow us to introduce ourselves. Sure, we’ve been around the internet for three years, but we mostly stay behind the scenes. So this week, we’re turning the tables and interviewing our small-but-mighty staff.

Today we’ll hear from our newest staff member Benjamin Chaffee who’s joining our team as account executive later this month. And we’d love to meet you, too, so come by our third birthday party on Oct. 23.


Benjamin Chaffee


Forest Hills

Where in town might people run into you? 

Walking our dog around Regent Square on endless loops and rewarding ourselves with a hotdog at D’s after. Gathering with friends at breweries throughout the city (bonus points if you’re dog friendly!). Unless it’s Wednesday, then I’m probably at Banjo Night on the North Side. 

What made you decide to join The Incline team? 

I saw the job get posted and thought, “Wow, that’s an awesome job and someone will be very lucky to work there.” It wasn’t until the next day that I realized I was really thinking to myself that it would be an awesome job for me, and that I would be lucky to work for The Incline. I start work every morning with The Incline (and a lot of coffee), and I believe in its mission, so I was really drawn to it.

What makes The Incline special?

It’s an amazing resource for anyone in the city, especially if you are looking to plug yourself into your community. The arts, new restaurants, volunteering, small businesses — it’s got a little something for everyone. The team does a great job curating news and events that are important and that I’m curious about. 

What are you celebrating in your life right now?

I just got married a few weeks ago (and I just got a new job with The Incline!).

What’s something you’re working on that you could use help with?

I’ve recently decided that I’m going to get serious about baking bread, so I’m going to begin a sourdough starter and experiment with different recipes. I welcome any tips on getting started or pitfalls to avoid.

What local business do you think deserves a shoutout (and why)?

Knotzland’s bow ties (Wilkinsburg) and Studebaker Metals (Braddock) for their awesome contributions to my wedding attire. 

What’s your perfect Pittsburgh day? 

I love walking the different neighborhoods and taking in the scenes. Whether it be a crazy Saturday morning in the Strip, a relaxing stroll around Shadyside, a fast-paced walk on the North Shore’s 3 Rivers Heritage Trails, or even hiking the hills around my house, it’s wonderful to see people out enjoying this city. 

Hands-down, your favorite restaurant in town? 

Tough question. Pittsburgh has too many amazing restaurants to have a hands-down favorite. My current restaurants that I’m telling everyone to go try: Con Alma, for a solid cocktail menu and really cool vibe (live jazz!). I also recommend take-out from Brassero Grill in Braddock and a walk down to Brew Gentlemen to enjoy it with one of BG’s beers. 

If Pittsburgh had ___________, you’d feel complete.

Outdoor pedestrian mall. Picture Walnut Street being closed to vehicles and just being able to walk and shop and enjoy extended outdoor dining! 

Finish this sentence: You’re not a true Pittsburgher until you’ve… 

… experienced a favorite Lenten Fish Fry. 

Fun fact: 

I don’t like talking about myself nearly as much as I like learning about others; I’m a very curious person. Reach out to me about what you love about Pittsburgh. Where am I going to run into you? Why do you open The Incline everyday? Get in touch!

How can we connect with you?

Send me an email here.