In this episode, Dave and Jamison answer these questions:

1. Listener Tom says,

   I’m a software developer with six years experience, mostly at small startups with engineering teams anywhere between 2 and 10 developers.

   Because these startups have been small, most of the interviews were really casual. I’d speak to either the CEO, or CTO about my past experience, and we would talk about the direction the company was heading, and whether I’d be interested in joining. They felt less like interviews, and more like free-flowing conversations.

   I’m now back on the market, and I’m looking at larger, more established tech companies. I can get past the tech interviews just fine, but I’m struggling with the soft-skills interviews. Compared to what I’m used to they’re a lot more structured and it feels like they’re looking for answers that fit a certain criteria and format.

   What advice would you give to someone used to interviewing at small startups, but now interviewing at larger companies?

2. I took an unpaid full stack internship role at a new non-profit, and it turned out to be a team completely made of other interns. There isn’t a single experienced engineer on the team. I have gone way deeper than originally intended and am now functionally a founding engineer where the founder pretends I’m a lead engineer and calls me an intern. The founder is also hellbent on having the highest development velocity, and sometimes will contribute their own AI-generated code, often bypassing the review process especially for things I’m not comfortable signing off on like an AI-generated TOS and user agreement.

   I recently learned that the founder is not viewed highly in their local area after a scandal where they were accused of scamming a large sum of money, which is likely why they are doing their free community projects they started now in order to save face. This has backfired, and now people are calling their projects “AI generated schemes” despite the services being completely free.

   I’m not sure if I should continue contributing to these projects anymore. Since the founder rushes things to get done, walks through legal areas with their AI “lawyer,” and has a bad image, I’m worried about whether my resume will be taken seriously by potential future employers.

   Should I continue working for this person or is the experience not worth it?

In this episode, Dave and Jamison answer these questions:

1. Hello gentlemen, long-time listener here, and I’d love your take on something that’s been keeping me up at night.

   The high powered boss that I report to is someone I genuinely like and respect.This manager is smart, kind, honest, and overall great to work with. We have a solid relationship. I also come from big tech, so I sometimes feel I have better experience around managing projects and keeping teams organized. However she recently shared in confidence that there’s a chance of resigning in the next few months. and when I asked what keeps her up at night, the headache did not seem so big of a deal to me.

   But ever since hearing this news, I’ve been catastrophizing the next few months. I’m not ready to job-hunt. At the same time, if this manager does leave, it could be a really good opportunity for me to step up.

   So here’s what I’m struggling with: 1.How do I position myself for a potential promotion without making it seem like I’m going behind my manager’s back or trying to undermine them? 2.Should I quietly start looking for an job anyways, just in case? 3.And how do I stay sane when this might all be for nothing and the manager might actually stay?

   Would really appreciate your wisdom on how to navigate this without losing more sleep.

   Thanks for everything you do!

2. I’ve worked as an engineering manager in a few big companies in Berlin, but after too much corporate politics bs, I flipped the fingers and quit. In the 2025 economy, that wasn’t the smartest move — finding a new job has been harder than ever.

   I’ve been focusing on smaller companies, ideally under 100 people. Ideally less politics, more autonomy. But now I’ve got an offer from Google in Bucharest — nearly double the compensation what I could get in Germany. The catch? I’d have to leave my strong circle of friends in Berlin and start over in a new city, new country.

   What would you do in my place? Brainstorm with me please 🥺

In this episode, Dave and Jamison answer these questions:

1. Dear Damison and Javison, I work at a very small startup (<10 engineers) and am trying to hire 2 engineers. I’m doing the intro/screener interview for these roles & am working with a recruiting firm to source candidates. My problem is that sometimes my intuition tells me that a candidate is not going to make it through our hiring process, but I can’t articulate why. Our hiring process is neither cruel nor unusual, and on paper these candidates have the skills and experience we’re looking for. But I feel a duty to let the hiring process do its work; I want to be principled about this. For reference, I’d say I screen out 2/3 of recruiter-screened candidates, and of those remaining, 2/5 of the candidates have the je ne sais quoi for which I should be saying non, merci. One made it all the way to reference checks! Do I need to do a better job rejecting these nice, smart people instead of wasting our time? Also note that I am not a manager, and although I have a lot of experience interviewing candidates, this is the first time I’ve done the *first* interview with candidates (first-ish; the recruiting firm interviews them first).

2. Listener Jeppe says,

   Hi Soft Skills nation,

   What’s the accepted practice with staying or leaving the private chat channels of my previous team?

   I work at a large company and recent switched teams internally. I helped establish the team and got along really well with them. The transfer was on good terms (they invited to their Christmas dinner after the transfer!) and my managers agreed that I could always help my old team in case something came up.

   I’m still in the internal chat channels for my old team. I love hearing what they’re up to and catching up. They explicitly told me not to be a stranger, so I’m not! However, I don’t think there’s much business value in being in their channels. Sometimes we have more technical chats about internal tools, and it would probably be better if I had those discussion with my new team.

   What should I do? Should I just stay until their manager decides to kick me out? Should I be proactive and talk with the manager about it? Should I leave a teary message about how I’m going to miss them all (even if I see them regularly at lunch and outside work sometimes)?