I use a similar question: “What do you like best about working here?” I then follow up that conversation with a second question: “We all know every place has something they could improve on. If you could change one thing about working here, what would it be?”

I’ve gotten some very interesting answers to that second question. And because it’s not phrased as a complete negative - “what would you change” vs. the more common “what do you dislike” - it doesn’t put people on the defensive.

A second opinion on your resume certainly couldn’t hurt. If money’s a concern, I think there’s a community on Reddit that allows you to submit your resume for review? Tread with caution, of course, but it could be worth a shot. Or I’ve seen people on LinkedIn or various job sites that help give back to their respective communities by providing resume feedback - I’d probably look for people in HR or who work as hiring managers.

That sucks about your business, but I think being honest about it is your best bet if/when it comes up. Businesses fail for a variety of reasons, plenty of which won’t necessarily reflect poorly on you. And if the gap is the last five years, well, there’s definitely been enough going on in that timeframe that you won’t be the only one with an employment gap.

Applying for jobs can often be a numbers game, but if you’re not reaching the interview stage at all you may want to have someone review your resume for you. It might be that you’re not highlighting your skills and experience in a way that the systems will pick up on - every industry seems to have it’s own buzzwords - or you might also have a resume format that the ATS can’t parse correctly.

I’ve been using Summit lately and like it so far; the dev is responsive and there are quite a few customization options.

I previously used Sync (now abandoned), Jerboa, and Connect as well. Jerboa didn’t seem quite so customizable, but it was a nice and simple UI.

I haven’t tried Boost, but I swapped over to Summit and have been pleased with the experience. The thing I liked most about Sync was the amount of customization; Summit fills that space quite well.

I’m a checklist person, and the free version of ClickUp gives me what I’m after: task status, due date, priority, etc. I’ve also used Notion and Trello in the past, and they were both fine for their respective purposes (knowledge management and kanban boards, respectively).

As for email, anything that comes in gets left unread in my inbox until it’s dealt with, whether that’s a reply, an action, or whatever. Once it’s dealt with, it gets filed into a folder based on topic (Outlook search isn’t super helpful, so the topic breakdown helps).

Same. A friend and I were excited to play together like we did in D3, but we barely managed to finish the campaign. It’s on the shelf for now unless/until we hear the team turned things around.