For every clever saying, there's an opposite, equally profound sounding quote. Wisdom is knowing which piece of sage advice to take in which circumstance/context.
A good example is Startups. You can read all the blogs and books, but unless you've deeply internalized the advice through hands-on experience it can be difficult to know what to apply to what situationShould you "do the unscalable thing first" or "scale at all costs"? Should you "focus on growth" or does "revenue cure all ills"? Should you "undercut the competition thanks to software efficiencies" or "charge a premium"?
These decisions depend on many variables and need to form part of a cohesive strategy.
This is one of the reasons why good advisors are priceless. If they have real experience (and are not just career talkers) then they should help you know WHICH piece of sage advice to apply at any given time.