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"Anybody who has ever tried to knock any sort of deal out of him, where do they get? Not very blooming far."
Oyston has built up a tough reputation within football circles of a no-nonsense approach when he is bringing in players to the club.
Blackpool broke their transfer record in August 2009 when they signed Charlie Adam from Rangers for £500,000.
But, despite receiving £90m for winning promotion to English football's top flight for the first time since 1971, Holloway is keen for the Seasiders to avoid being dragged into inflated deals.
And, in terms of having the strength of character not to automatically swim with the tide, he even likens his chairman to that stubborn old Blackadder character, Captain Redbeard Rum.
If these people think they can put an extra nought on with Karl Oyston they can think again
Blackpool manager Ian Holloway
'We won't be held to ransom this summer," said Holloway, "because we have a chairman who could be straight from Blackadder, one of my favourite ever television programmes.
"He was going to sail around the world and he found a captain with a ginger beard and no legs, who said 'All the other captains think you need a crew, I think you don't'.
"It's like that with Karl. I can hear him saying 'all the other chairmen realise they have to do this, but I say you don't and I'm not going to do it'.
"And what happened to the bloke with the ginger beard was that Nursie ended up wearing his beard because he was eaten by cannibals.
"I just hope my chairman doesn't get eaten by agents and all these people at other clubs.
"But do I think he will? Absolutely no chance. God help them trying to deal with him, I'm finding it hard enough myself.
Holloway believes other clubs perceive Blackpool as an easy target after their Championship play-off final victory in May.
"It's a huge problem because people think we have a huge pot of gold. But I can tell you they won't get any of that," said the 47-year-old Bristol-born manager.
"I've got to be really clever and ask lots of questions and get so much information to give to my chairman, who will be the one trying to do these deals. We've never been in this position and we don't know what's going to happen.
"But, if these people think they can put an extra nought on with Karl Oyston they can think again. And I wouldn't want Karl any other way.
"He'll quite rightly continue to do things as he has been and there's no doubt he will be a breath of fresh air in every Premier League meeting because he will not change - and that's the refreshing thing about it all."
Source: BBC Sport
Source: BBC Sport