How big of a red flag is it if a software engineer has jumped every 1–1.5 years trying to chase better growth and comp, but hasn’t held a senior title yet? The next job I get, I want to ask for the seniority and compensation that I think I deserve, but my resume doesn't reflect potential for senior roles, and that worries me. Do I need to be?

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Don't chase the title, chase the experience! I had your same experience, I realized that I was just executing tasks, even if I was doing my job well, I wasn't delivering at senior level yet. You need to solve problems and think on a higher level than just the task. This is the only way of commanding a better pay and level, executing at the desired level, regardless of the title. Otherwise you are just hoping that someone will take a chance on you (but why would that person do it, if you always had a chance to demonstrate your seniority but never took a chance on you yourself?) Hope this helps!

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