Shrewsbury Town's bid to clean a percentage of the squad out to allow Hurst to add his stamp on proceedings has been slower than hoped.
With his departure to Swindon confirmed on Wednesday, defender Olly Lancashire became the second to depart the Meadow.
Both Lancashire and Deegan, signed by Micky Mellon last summer, left on a free transfer midway through two-year deals. It is hoped that more will follow suit.
"It's probably gone slower than I'd have hoped.
"It amazes me how the business works at times. Depending on whose fault it is, players, agents or clubs, people go back into work and suddenly things start happening.
"It astounds me that we have to play that game in the first place. I try to put myself in the shoes of players, not just here that have been told they can look at other clubs, but generally and they must be very different to myself in wanting to know where I'm at, where I'm going to live, what I'm going to do so you can put plans in place.
"Some seem so relaxed it's untrue, others may put too much faith in other people that are working for them, it probably has been slower.
"Do I expect some of the players to move on? If they want to play football then yes.
"Ultimately that's down to them and their desire and drive.
"That's why I said fair play to Deegs. Once that decision had been made there was no messing or hanging around, he wanted to go and play football.
"I'm sure he'll have a good season.
"One there's got to that interest from elsewhere. Two it has to work for them. I don't expect anyone to suddenly drop half of their wage and go and play elsewhere because it's unrealistic.
"We could relate that to anyone's job, we've all got to live and we've all become accustomed to living to a set amount of money and living to your means.
"I get that side. But if it's not a million miles away in distance then for me the main thing is playing football.
"There's only one way you'll get back to earning a little bit more money and that's through playing.
"Being sat on the sidelines for another year is not going to put you in good shape.