Why do you think it is too late already? For argument sake if we should hire Poch, who can ONLY come onboard after June, would it be too late for next season? No, right. So why is it too late for DOF to come onboard in April or May to oversee transfer business for July / Aug? DOF doesn't have long term contract, he should just be an office job with a month notice, 3 months at most, and we can easily pay it off.
As for players acquisition, do you believe clubs will make such decision as early as March? This is only the agents / newspaper talking, most clubs don't make decision (on positions to fill, let alone which player to pursue) until May. This is certainly not too late to hire now. Beside, you are not talking about graduate trainee, you are talking about someone already in the business, so he can hit the road almost immediately.