Have any searchers had issues with a 338(h) election?

I spoke to a self-funded searcher yesterday who's having difficulty getting a 338(h) election done for several reasons:

1) His attorney wasn't familiar with the F-reorg process and didn't inform him that he would need to have an entity set up to acquire the target,

2) His CPA also wasn't familiar with the process, and

3) He is near the SBA DSCR limit and so is having difficulty coming up with the extra money that the seller wants to cover the increased tax liabilities caused by a 338(h).

Has anyone else faced similar issues or are these uncommon problems?