First up, Teddy makes a cameo appearance in the glitzy ITV1 drama 'Footballer's Wives', the show that stretches dramatic license to the very limit.
The skipper features as a guest at the ceremony to celebrate the renewing of wedding vows between the programmes two biggest characters - Earls Park captain and wild boy Jason Turner and his flighty, not to mention deviant, wife Tanya.
The show is all about glamour, pushing the sometimes-held perceptions of footballer's private lives to the extremes.
So when they were considering guest slots for the current series, what made them think of Teddy?
"I don't know... I really don't know - you'd better ask them about that!" he laughed.
"They asked me, I thought it would be a little bit different from the norm and gave it a go. You tell me after Wednesday what you think."
Teddy's scene at the ceremony is with club chairman Frank Laslett, who asks him about his future plans. Teddy says, quite proudly, that filming did not take too long.
"Not a lot, as it goes. I heard different stories about different people needing a lot of takes - I did three of four run throughs and one or two were spot on. They were quite happy with that.
"They are renewing their wedding vows or something and I just happen to be there. The chairman asks me if I want to be a manager, pretty much in line with what's happening now, and I respond to that.
"I won't tell you what I say."
'Footballer's Wives' has generated much media comment, the most popular view being that the wildly over the top portrayal of its subject makes it compulsive viewing.
"I think it's alright," added Teddy. "It's entertainment, isn't it? People say it is trash and all that, but it's just a laugh and you can lose yourself for an hour in it.
"There's one or two bits where you say 'it happens', but a lot of it is tongue in cheek and that is how you've got to look at it."
Teddy is also the focus of a documentary this Sunday on Sky One - the result of him allowing the cameras into his life for a spell.
"It took a while and they got quite a lot of footage. I have seen it already and, again, you tell me what you think.
"It should be alright - as long as me mum's happy I'll be alright."
Teddy Sheringham hits the small screen twice this week - not including a hopefully successful appearance on Saturday night's 'The Premiership'.