I think it is a problem with the person rather than with philosophy itself.
Life is a constant 'problem' but that should not be a problem if you apply philosophy correctly.
Philosophy, an evolutionary drive, is the development of wisdom (knowledge & effective experience) to resolve problems.
That would include how to handle the problem of unresolved problems or impossible to solve problems.
Philosophy (not academic) should not be problematic if you understand what it is and how it should be developed and practiced.
In addition to the various sub-goals of philosophy, a control feedback loop
should be included in the main and sub-processes.
If your expectations are not met, then your control feedback loop should prompt you to review your objectives and the processes for changes and critical monitoring.
After going through the feedback loop 100, 1000 or 100,000 times where and if necessary, you would likely to get somewhere and confident that you know thyself