Eight years ago a 5 second bit in a YouTube video led me to develop a generalised philosophy on how to design coping mechanisms for my ADHD: The Hassle Hurdle. Ever since then I've been continuously using and improving the philosophy to manage the symptoms of my ADHD, and my quality of life in general. In the talk I'll introduce the three rules of the philosophy, how they came about, and suggest ways of implementing them. The talk will then cover some common lessons and pitfalls that I've discovered along the way, before finishing with some recommendations of practical tools, software-based tools and finally some 'Oh no I'm too good at computers and can bypass any distraction blocking software I try' tools.