The latest - and one of the more notably - arrived on Saturday at Stoke when he tucked away our fourth and final goal, his 50th for Spurs in the Premier League.
That's 65 goals in 131 games in all competitions for the Academy graduate with his half-century notched up in 87 appearances in in the Premier League.
Typically, less than an hour after the final whistle at Stoke, the striker was after the next mark.
"A couple of years ago, if someone would have said to me ‘you’ll have 50 Premier League goals for Spurs’ I would have taken that quite happily," he said.
"It’s a great achievement and makes me even hungrier to get to that next mark.
"I’ll keep working hard, try to keep scoring and make those landmarks as we go along. I want to score goals for Spurs and the more the better. Fifty in the Premier League is a great achievement and here’s to the next 50, preferably even quicker!"
It wasn't lost on Harry that this big first goal of 2016-17, with all eyes on him, was arguably his easiest! Heung-Min Son fired a low ball across goal, Eric Dier slid in a just failed to connect byt Harry was there to slot home from a couple of yards.
He joked afterwards that he'd never been so pleased to see a team-mate miss the ball in front of goal! "Those are the best goals! As a striker you wait for those chances and Eric Dier doesn’t need to score them!
"Thankfully, I saw it early and that helped, I knew I had time to control it and finish. I’m happy to score, every time is a great feeling and right in front of our fans. I'm delighted."