Cailean started climbing whilst on a school trip at the age of 12. He was instantly hooked. He started visiting his local climbing wall four times a week where his climbing quickly improved and his knowledge of the sport progressed. His passion quickly took him outside where he excelled in many genres of the sport including: Traditional climbing, Sport climbing, Bouldering and Deep Water Soloing. His personal skills led him to take an interest in passing this knowledge on to others.

He spent the first few years of his working life developing both personal and coaching skills in outdoor sports. A keen climber, kayaker and rafter he has a well-rounded knowledge of coaching outdoor sports and has a number of coaching qualifications which match these interests.

His biggest passion is climbing and that became his main focus, going from instructor, to coach, to centre manager onto creating his own coaching business doing what he enjoyed, sharing his love for climbing.

Cailean took it upon himself to develop a Junior Climbing Team at The Warehouse, and throughout the years, he has helped the young athletes hone their skills and work on become efficient, talented climbers. Many of whom have gone on to compete nationally and internationally in climbing competitions. He has also helped many adults improve their climbing by looking at their technique and efficiency and identifying their strengths and weaknesses to give them key areas to improve on.