The former Celtic and Republic of Ireland striker has always been something of a football adventurer, taking roads less travelled and embracing experiences far beyond the comfort zone of most players. Now, having hung up his boots, Sheridan is setting out on a fresh venture that is every bit as unconventional as his playing career.

In an era where football podcasts, fan channels and social media clips dominate the conversation, Sheridan believes there is still room for something different. That belief is the driving force behind In Good Company, a new live event coming to Glasgow's SWG3 on November 1 featuring Neil Lennon, Aiden McGeady and James McFadden, with comedian Ray Bradshaw hosting proceedings.

At first glance it could be mistaken for just another football night of dressing-room tales and familiar anecdotes. Sheridan insists it is anything but.

The 37-year-old wants fans to feel like they are sitting in on the sort of conversations that usually happen away from cameras and microphones. Less scripted storytelling, more authentic discussion.

"The idea came from going to a live panel discussion a few months ago," Sheridan explained.

"It was on something that I had no interest or knowledge in, but I found it fascinating just listening to experts talk amongst themselves about their topic. Then I thought, why don't I apply that to football?

"I think now the way people take on information online, everyone's a lot more interested in the goings-on behind football rather than just dressing-room stories of guys retelling old stories.

"I think people want to hear what guys actually think about the game and how they see things."

Those conversations have become commonplace for Sheridan since his own retirement. While many former players move into coaching, media work or punditry, he found himself captivated by the football discussions taking place between former team-mates and fellow professionals.

That, he says, was the spark.

Having listened to Lennon, McGeady and McFadden dissect football among themselves, he realised supporters rarely get genuine access to those exchanges.

"It's guys who you want to hear what they say and what their thoughts are," he said.

"Having conversations with them, I still find it fascinating and that's me knowing them.

"When I see them together talking football, I like just sitting in the background and listening to the way they all speak about it.

"Then I thought it would be such a good idea to give people a little bit of access to those conversations. It's kind of putting people in the room that maybe I've been lucky enough to be in."

In many ways Sheridan sees himself less as the star attraction and more as the architect behind the event. Despite creating the concept, he has little desire to put himself centre stage.

Instead, he is content to let the personalities and opinions of his guests drive the evening.

"I'm happy to be in the background," he laughed.

"I'm happy not to make my own line-up. I'll just do a live-tweeting session."

The approach extends to the structure of the show itself. Sheridan is determined to avoid a rigid question-and-answer format where guests take turns delivering rehearsed responses.

Instead, he wants conversations to develop naturally, with opinions challenged and debates allowed to breathe.

"There are topics and there are some questions," he explained.

"But I don't want it to be a case of asking Aiden a question, he answers, and then you're moving straight onto the next one.

"It could be that Aiden answers something and Neil or Faddy have a different opinion. Then they end up having a discussion amongst themselves.

"It's more about letting them be themselves and speaking about football the way I've heard them talk about it."

That philosophy fits neatly with Sheridan's own journey through football.

Few Irish players of his generation experienced such a varied career. From winning trophies in Bulgaria to spells across multiple continents, he consistently sought out opportunities others may have overlooked. Those experiences exposed him to different football cultures, different ways of thinking and different perspectives on the game.

It is perhaps no surprise that he now wants supporters to hear differing viewpoints rather than polished soundbites.

And while football remains at the heart of In Good Company, Sheridan hopes the evening will also capture something broader about the sport's enduring appeal: the sense of community that surrounds it.

Whether supporters arrive as Celtic fans eager to hear Lennon and McGeady, Scotland followers keen to listen to McFadden, or simply football lovers curious about what unfolds, Sheridan believes the shared experience is part of the attraction.

"It's something different," he said.

"You feel that kind of football culture amongst everyone."

For a man whose career was built on embracing the unconventional, it seems fitting that Sheridan's next chapter is heading in exactly the same direction. Rather than adding another voice to football's crowded media landscape, he is trying to create a space where some of the game's most recognisable characters can simply sit down, talk and let the conversation take its own path.

Catch Neil Lennon, Aiden McGeady and James McFadden live at In Good Company, SWG3 Glasgow, on Sunday 1 November. One night only – book your tickets now via Ticketmaster.