Don’t be the guy that comes to every meeting with a dozen problems to solve and no solutions. No one likes that guy, and while it may seem like raising issues is a net positive, really, it just causes problems for your boss. If your boss ignores the issues and does nothing, he positioning himself for a possible future failure. Conversely, suppose he tries to get them all resolved. In that case, his management might ask why there are a significant number of issues to solve. It’s a no-win situation.
How do you fix this?
Make things easy on your boss. Bring solutions to the problems you find. Then, and this is the most important part, go and actually solve the problems. This is what makes this so powerful; you are not just bringing problems. You are finding solutions. Perhaps most importantly, you are tackling issues that solve problems for your boss. This is a win for you and a win for your boss. These solutions make everything better. You solve problems, your boss looks excellent, and you get recognition as being awesome.
Bring solutions to build your career.