I think Biggie deserved it to be honest.
Also, Jimmy's beef started with 50 because he couldn't strong arm The Game out of his contract with G-Unit Records.
The Game originally signed a 3 album contract with Aftermath but gave him to 50 to develop him which he did. The first thing was dissing Jigga ruining 50's relationship with him for a while. The second thing was breaking the rule to make music not in house with Aftermath acts he defied Gawdfather by releasing 'Certified Gangstas' with Jim Jones who G-Unit were competing with at the time. The last one which made everything go sour was changing his verse after recording 'Hate It Or Love It' dissing 50 Cent on the record itself. The Game's debut releases and he got big headed. 50 then kicks him outta the group live on air in front of the public lol.
Now, remember he signed that 3 album deal

The Game thought life was sweet dissing the nicca that literally feeds him not knowing it won't end well but he clearly didn't have the foresight and the wherewithal like Banks and Yayo because shyt went left
The Game was releasing diss records left and right but since 50 owned his albums and had a slice out of his tour money he let him do it because he was eating off of it too. Henchman managing The Game at the time didn't like this and tried to strong arm The Game out his contract -- well that didn't work which is why the beef escalated into Jimmy Henchman "terrorising" anyone affiliated to 50 Cent.
This is why The Game released his first 3 albums so fast. Then changed his name to just "Game" because 50 Cent owns the rights to his full name "The Game" that and getting sued by HHH in '08.

During this time Henchman trying to strongarm The Game outta his contract started off harrasing the G-Unit offices, shooting at violator records with Chris Lighty inside the property, shooting at Hot 97 thinking 50 was inside having an interview (which got him banned from the building). This then moved to molotov cocktailing 2 of 50's homes one of which his body guard was in with his kids and the second with 50's ex wife, son and step daughter were in.
A year later Lodi smacks his son with Yayo and their entourage.
Yayo's house with his kids, sister and mother inside gets shot up.
Lodi gets merked.
Henchman gets convicted.
50 continues to troll him.
Chris Lighty dies in a suspected suicide.
Fast forward to 2018 he gets 2 more life sentences added onto his previous 7 he was already serving consecutively.