Sure, but there is plenty of time to buy a player. Wait till closer to the playoff, save money and buy then, if necessary.
And as he waits, he gives the other teams in his league hope, that with just a little investment, they can overtake him, and by the time he does invest in a new player, there are two or three other competitive teams. Or he could buy a player now, and crush that hope before it grows.
It's like telling someone never to buy an umbrella, because it's not raining NOW.
No, I believe what you're asking him to do is to keep his umbrella opened and atop his head on a cloudless day on the miniscule chance that it rains.
Jason should be celebrating the fact that he only has 48K in total team salary and is thus able to pull 50k+ profits each week in D.5, all while having the biggest PD in his league. That's pretty impressive. Making that much money a week will allow him to seriously upgrade his team when he promotes. Instead, he has people suggesting he buy better players on the off chance that one of his opponents
might go out and do the same. Seriously flawed advice.