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Joined 1 year ago
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Cake day: June 10th, 2023

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  • My #1 recommendation is reading https://staffeng.com/book. There’s so much variance between orgs at this level (or worse, implied during a reorg).

    One of the things that book helped me with is understanding the lens others view this level as four separate personas. That unlocked for me that you might be getting advice from people expecting something other than you’re going after.

    Another lens is the product engineering v corp/cloud security world. They can act very differently and you often find these roles straddling 2-3 unique orgs.

    1. Services / customer experience of what your org delivers
    2. Threat modeling mindset: look for the big picture so you can help make sure you can help put emergencies and day to day stuff in context.
    3. Get real feedback from others to put that judgement in perspective. Sometimes they are missing your perspective and other times you are off base!

    Just remember there’s a lot of variance in higher level processes. Read the book above, then read 20 job descriptions for these titles. See if you can understand what they really want from the role.



  • Glad you got diagnosed. There’s a ton of bad management in startups. Especially stay away from managers that grew up in toxic shops.

    I’ve always been a strong employee. People get good at pushing buttons. Spent more time in a divorce therapy talking about a manager than the personal issues.

    Realized for every boundary problem I had, there were n alienated people on my team that really got hurt hard. Sr. Management fixed the issue

    Be good at taking breaks. Be good at looking for new roles before you need them.

    Often; the money side that seems big to employees is new house rich. If you aren’t happy, it’s not worth it.


  • Read, reproduce, understand. Think of how the programmer was solving a problem and left a problem. Did they probably didn’t understand the problems. The synthetic challenges are often a skill to themselves.

    Re attention span, consider different expectations. Professional product engagements are often 2 ftes/2 weeks. Getting a few good findings out in that time is the goal.

    Sometimes they run out of time on a thread they are looking at. Sometimes they pull on a thread only to find out there’s no way from here. Sometimes years later there’s an insight that x could work.

    Building up that last skill is what makes you more effective. Find someone to bounce ideas off of that’s in the learning curve with you.