Sadly, Trynd has problems now against good teams. Before the nerf, Trynd was actually viable in ranked matches (Not Over powered, but actually strong and had a strong showing), and he still can be viable but now its much, much more difficult to achieve the same results.
The worst counter arguments that I've read at times within the "Trynd is OP" threads were the comments of "Well my Ashe, Caitlyn, Miss Fortune w/ Thornmail doesn't counter Trynd so your assumptions of getting those items are flawed". Firstly, realize the champions that you are using to try and make a case for Trynd beating you. Your using Super Squishes...they can get rolled over by any Champion (Not just Trynd) who has insanely high damage regardless of any defensive options that you have.
If your playing Ashe and your wondering why you can't counter Trynd's damage 1v1, well, Ashe wasn't meant to take damage within the first place, much less fight a Trynd in a 1v1 match up.
What makes me want to slap Riot is that they actually listened to all of these players who lack the knowledge to fight against Trynd. What real logic is there when they nerf Champions that aren't even remotely dominating as others have been, and still are.
Their are far more powerful champions then Trynd prior to the last nerf that they gave him. Sadly however, Riot once again makes me realize why I'm starting to despise the way LoL is patched, and how certain Champions (whom weren't even overpowered to begin with) are being knocked down to either being useless or else mediocrity.
Trynd was a 50/50 character who could either start rolling big, and winning big, or else if your opponents knew how to control your lane, force him to barely get feed, then he becomes very handicapped. I could name off a dozen Champions who were stronger overall champions then Trynd prior to his nerf when he was actually effective. However that list just got bigger now with the current Trynd.
From my personal experience, I'm no LoL Guru, however I have the clear mind to realize during my time of play, and experience that Trynd was one who either one big or lost hard. He only truly steam rolled over players/teams who lacked the knowledge to fight him.
Players prior to complaining obviously lack the knowledge to push him out of feed, don't have consistent lane control and tries to do the impossible with 1v1 situations vs Trynd when your a super squishy, even though Trynd was built to destroy super squishy Champs.
Just watch people, Trynd will receive a nerf again because you'll have Angry players who'll once again still complain and Riot will once again give the go to tweak Trynd again for the worst. All I say is, anymore nerfs to Trynd and you minus will remove him from the game, because obviously he's too "OP" and cannot be countered.