Let's put two and two together here. Thomson is literally one of richest men on the planet. You could fit all the people wealthier than him into one room. He is clearly the money behind the operations. And it's not surprising that for someone of his means, the Jets are trivial to him. He probably hasn't lost a minute of sleep over the season ticket renewal rate and what it might mean to the bottom line, etc.
Chipman no doubt has a significant ownership interest, but at the end of the day he is effectively the operator of Thomson's NHL franchise.
Regarding Chipman's comments about 'sharing the wealth', yeah, it sounds gross at first blush. The idea that some mom and pop agricultural company must buy tickets to placate Thomson, Chipman and guys like Blake Wheeler seems off putting. But the dynamics in Winnipeg and other smaller markets, especially in Canada, are weird. The team is not just a pro franchise, it is in many ways the city's face to the world and a big part of its identity. Or at least it's perceived as such. Even though the NHL barely moves the needle in the US and arguably doesn't at all outside of North America, it's still regarded as important to maintain a presence in top tier pro sports.