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Cobby at Graffiti Alley
Cobby at Graffiti Alley
Cobby Brzeski’s Headshots at Graffiti Alley



Tonight on the blog, we have a flutist, singer, AND songwriter! Talk about multi-talented!

When Cobby requested graffiti, bright colors, and wall art in her pre-session questionnaire, I was doing a little happy dance at my computer! Anyone who knows KLP knows that I loveee me some colorful murals, and we ended up the COOLEST location to start her session: Graffiti Alley in Cambridge! Cobby’s bold red jacket and lipstick matched the vibe perfectly.

For the second half of the session, we hopped in a cab to the Paramount Theater to capture something a little more vintage for her work as a jazz singer/songwriter! Such a fun combo…this girl’s style is on point!

Here’s a little more about the session in Cobby’s words…


1) Why did you need new headshots, and what are you planning to use them for?

As I’m starting to further advance my music career, I needed some professional photos for my website, EP cover, business cards, and for posters to promote my music and my image as an artist.

2) What were you nervous about before the session?

I wasn’t really nervous about anything (well, other than the possibility of the Boston wind messing up my hair)!

3) Was your session different than what you expected? How so?

This was my first time doing a photoshoot with a professional photographer, so I didn’t really know what to expect, but I was definitely pleasantly surprised at how fun it ended up being! Kate’s positive energy and enthusiasm made it a lot more fun than I ever imagined a photoshoot could be!


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4) Who did your hair/makeup? Would you encourage other people to hire a hair/makeup artist before doing headshots?

I did my hair and makeup because I am able to make it look exactly the way I want it, and usually don’t do anything too fancy anyways. Unless you’re able to do the same for yourself, I would probably recommend hiring a hair/makeup artist.

5) What was the most helpful thing you did to prepare for your photos?

Prepare a couple hours beforehand so you don’t have to rush to get ready or get stressed out beforehand.

6) Did you bring anyone with you to your session? Was this helpful?

I brought my boyfriend, which was extremely helpful! He naturally makes me laugh and smile a lot, so my pictures didn’t look like I was forcing a smile.



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7) How did you choose what to wear?

I chose two of my favorite outfits, but more importantly, I chose outfits that not only complemented the scenery of the shoot, but also my image of how I want to represent myself as an artist.

8) If someone was on the fence about getting professional headshots done, what advice would you give them?

I would tell them that it’s definitely something that’s well worth doing. Sure, it may be expensive, but these are professional pictures that you will have for the rest of your life that you can use to support your career. How you represent yourself/your image in the professional world and how you market yourself is extremely important, especially as a musician, and having great pictures can go a long way.

9) What was the funniest moment from your session?

The most hilarious moment was when I was trying to pull off the Marilyn Monroe pose by standing over a grate in the sidewalk where a lot of air was blowing out. I initially underestimated the power of the air blowing up from the grate, and up flew my dress!.. And that was the day I accidentally flashed the city of Boston! It was pretty embarrassing and funny, but luckily hardly anyone was around to see!



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