Possibly, but the odds are not as comfortable as they might have been after the first violation. Two technical violations tells the judge that whatever consequence came from the first one did not change the behavior. That pattern weighs against leniency the second time.
The key number here is the original sentence. When a judge grants probation, they are deferring a sentence that still exists on paper. Any time probation is violated, the judge can revoke it entirely and impose the full original sentence. Anything less than that is a favorable outcome, and after a second violation, the bar for the judge to be lenient is higher.
The September date being set means the court is not in a rush, which is not necessarily bad. It gives his attorney time to prepare a case for why another chance or a reduced consequence is appropriate. If there are genuine mitigating factors, documentation of steps taken to get back into compliance, changed circumstances, or a compelling personal situation, those arguments need to be fully developed before September.
Whether he comes home in September depends on the judge, the quality of the legal argument, and whether there is any legitimate reason for the court to believe this time will be different. Going in with a lawyer who knows the court and can make a credible case for his behalf is the single most important factor in how this plays out.