Hey,
These are all great points.
"Having a HIGH BOND ENERGY (aka avg. Bond strength) means you have a MORE STABLE BOND because it requires more energy to break the bonds according to the answer key for Q. 25." -yep, good summary
However, A SIGMA BOND is the STRONGEST type of bond but is the bond with the LOWEST ENERGY? PI BONDS are HIGH ENERGY (which makes sense because they are overlapping p-orbitals vs. sp as seen in sigma) but are WEAKER THAN SIGMA BONDS? Doesn't this completely contradict what was said in the above statement as outlined by EK text?
Energy is dependant on perspective - from the first point we are talking about energy needed to break bonds which is bond energy. The second perspective is that of potential energy - the energy level of the bond itself. To need a lot of energy to break a bond (bond energy) implies that it is in a LOW ENERGY state (potential energy). And to need not a lot of energy to break a bond (bond energy) implies it is in a HIGH ENERGY state (potential energy).
Keep in mind bond energy = -potential energy from bonding - that is you give up the potential energy you could have used for other things to bond.
Let me know if you need any further clarification.