i don't know where exactly but i can give you some quick tips: your spot needs to have a window with good amount of diffused light coming in (shouldnt be a problem on a winter pittsburgh day). ideally there wouldn't be a ton of other overhead lights to mess with the temperature and shadows. have your partner (ideally this isn't a selfie) stand right in front of the window. you back up 10' or so facing the window/partner. this distance will reduce distortion (assuming cell phone) at the cost of some quality (you'll have to crop in)- but you don't need many pixels for a little headshot (experiment with the distance, it's lens dependent- use telephoto option if you have it). the background should be simple (which will be the hard part) but if you can at least blur it using a 'portrait mode' then the combination of good light + low distortion will make the DIY headshot better than most. for location i was thinking some of the PPG buildings by the fountain. i think they're open, lots of open space, and lots of windows. hopefully the windows aren't too tinted so you have enough light. actually shooting outside with some snow on the ground could be great- you'll get some light bounce up to fill shadows. the background being further away will allow you to blur it better too. have fun! edit- north hills... honestly try north park outside over the lake with a blur background option. should turn out nice