But Jim only owns 60% of the app. OP owns the rest. It doesn't matter if Jim put in $10m if the agreement is that they own the app 60/40.
Anyway, to echo other people: This is why you use clear contracts and try to deviate from the norm on these things only when you have to. Because otherwise disagreements become complex and expensive to resolve.
That depends heavily on those freelance contracts. If the company paid for it, then yes, the OP would own 60% of the IP. However, if it was paid for out of pocket by "Jim", then things can get a little fuzzy.
Anyway, to echo other people: This is why you use clear contracts and try to deviate from the norm on these things only when you have to. Because otherwise disagreements become complex and expensive to resolve.