This is one of four achievements you get by playing through MyCareer mode and Virtual Currency (VC) to spend on making your character better. As much as it sucks to spend $10 on an achievement, it is far easier to get to level 95 if you buy Kick Starter.
The amount of VC you gain depends on how many stars you get during matches. You need a certain number of points for each half star.
Here's the amount of points you get for each type of move:
Failed reversal: -20-0
Repeat move: -10-0
Reversal: 100-300
Basic (Running, grapple, strike, corner, etc...): 120
Off the middle/top and weapons: 200 (Can use repeatedly up to a certain point)
Signature: 300 (Can use repeatedly up to a certain point)
Finisher (OMG!, regular, stolen): 400 (Can use repeatedly up to a certain point)
Barricade Breaker: 750 (Can use repeatedly up to a certain point)
You get 1 VC if you simply quit the match at the main menu. You also gain significantly less VC for winning DQs and count outs.
You can also gain VC for completing the Authority's orders. Don't worry about completing them, however. They're only useful for the extra VC, so only complete the ones you can. There are orders that tell you to lose or win/lose by DQ/count out. You should avoid those because it's not worth it.
Purchasing certain skills and abilities can boost your overall rating. I got Ring Escape LVL. 3 and my rating went from 90 to 91.
You'll get more VC if you're on NXT and have the NXT pack.
NOTE: All four achievements cost VC now. VC is a thing of the past. However, you can get far more VC than in WWE 2K16 from the matches. Not only that but you can get VC from any match in any mode, though MyCareer is still the best for grinding VC. Also, you can get VC from T-Shirt sales, though in order to keep the income up you have to change it every week. If do that by equipping a T-Shirt as an entrance attire.
These are the other three achievements you get by leveling up your character:
The I am the best! achievement in WWE 2K17 worth 124 pointsMyCAREER - Purchase all skills that can be purchased.