Stage 4 - Not My Slice of Pi

[On website]

2015 Puzzle Hunt – Stage 4

Congratulations! You’ve done very impressively so far, but there are still puzzles to go!

One day, your friend John comes up to you and asks you what you think about buying some pie. He hands you the following list of prices. He says he is thinking of starting a bakery, but it sounds like there’s something he isn’t telling you.

You tell him that everything looks pretty good, but you’re still very curious. What could he possibly be trying to say?

[Solution: The prices, when separated into dollar and cent amounts, are alphanumeric for Mountain Lion and TheMainOffice respectively. These hints lead you to ask Mr. Monteleone for the next stage of the puzzle.]

Hint 1:Names may have been changed to protect the innocent.

Hint 2: 8 1 16 16 25 8 21 14 20 9 14 7!