Good points. The risk was also not very big. We already had a good farm so it's not like the cupboard was bare. Only trades of Osuna and Stroman would have resulted in significantly higher returns than what we got for Osuna and would get now for Stroman. JD, Sanchez and Travis were all injury risks and buy low candidates that got lower, and very few others would have returned significant value.
The upside to the risk was potentially competing for a wildcard spot while various prospects are integrated into the team (and baseball playoffs are not like basketball where the best team nearly always wins). This would have set the team up for a quick retool.
The upside to not taking the risk and trading everyone would have been a few more lottery tickets, plus a few blue chip prospects, none of which would guarantee anything. With a guaranteed downside of an extended period of low attendances, fan interest, and payroll reductions (potentially lengthening a rebuild).