Jack Overhill Freelance

Jack Overhill Freelance Freelance Outdoor Instuctor
UK's youngest Caving Instuctor As well as clients with varying abilities and additional needs.

Jack has worked within the outdoor Industry since 2014, with a variety of clients from Primary School to clients within their 90s. Jack has always had the aim to provide Safe, Enjoyable, Learning. While maintaining maximum fun and adventure to enable his clients to see and achieve things they might have not been able to, or not thought was possible before. Awards:
BSc in Outdoor Education
Cave Ins

tructor Certificate
Mountain Leader
Rock Climbing Instructor
Paddle Sport Leader Award

Professional Members:
Association of Caving Instructors
British Caving Association
Mountain Training Association
British Canoeing

Insured by:
Insure 4 Sport

And just like that another Trek 26 completed for Gladiator Events on behalf of Alzheimer's Society The Brecon Beacons is...
14/06/2026

And just like that another Trek 26 completed for Gladiator Events on behalf of Alzheimer's Society The Brecon Beacons is probably the hardest course that Alzheimer's runs, although it's probably not the highest it's likely to be the most technical route in places and the amount of up's and down's earns it self high on that list.

Dispite all of this and the super hot weather into the 25c folk kept walking along, one step up or down till they finally reached the main hub again for a victory finish with a glass of fizz 😁

Busy couple of days working for Gladiator Events on behalf of  over in Snowdonia. It's not very often now I get to work ...
24/05/2026

Busy couple of days working for Gladiator Events on behalf of over in Snowdonia. It's not very often now I get to work in Wales since graduating uni so was nice to be back for a change.

This was a hard event for the participants lots of accents, decents, cold then full sun! Creating a classic UK mountain day!

Working for Gladiator Events this weekend in Central London for  operating as Rest Stop Manager we had over 1500 people ...
10/05/2026

Working for Gladiator Events this weekend in Central London for operating as Rest Stop Manager we had over 1500 people flow though on 26mi and 13mi walks!

Great to have so many great volunteers from AS which made the delivery very smooth prayπŸ™

Straight off the plane from sunny Australia Perth into .challenge South Downs Challenge for . The weather way a good mix...
05/05/2026

Straight off the plane from sunny Australia Perth into .challenge South Downs Challenge for . The weather way a good mix of classic British weather! Sunny morning at 25c followed by rain in the Afternoon/Evening meaning we all got very wet at the end! The only thing was wasn't dampted was the spirit of participants, no weather was going to stop these folks from crossing the finish line!


The Last 3 and half years have been pretty busy 6 months in the UK 6 months Australia. My time for the moment has come t...
29/04/2026

The Last 3 and half years have been pretty busy 6 months in the UK 6 months Australia. My time for the moment has come to a end. I've got one day left in Perth. I plan to return but when is the question. NT and Queensland need to be explored.

To caving on the Australian Bight, to the cold Tassie caves and extreme heat of Exmouth, I've given this country a good explorer and seen some thing which I'll never forget! So many people have played a part to support me get underground, overground.

Not limited to: Deb Hunter, John Toni Moore , .kai97 .heatherez Andrew Stemple (Current ASF President), , WASG, CLink, SA Caving team, National University Caving Club,

It's been a totally "Far Out" experience as would say 🀘

I will be back!

All Permits and Traditional Owner's where present when required πŸ˜€













Working for  () at Willyabrup, WA's best coastal crag delivering climbing and absailing for a 5 day camp. It was a busy ...
01/11/2025

Working for () at Willyabrup, WA's best coastal crag delivering climbing and absailing for a 5 day camp. It was a busy 5 days with some sun but lots of strong ocean winds, rain. The students and staff always enjoy absailing off the 28m crag.



So I guess that concludes another UK summer season! Which means this will be the 4th season in Australia and it starts t...
21/09/2025

So I guess that concludes another UK summer season! Which means this will be the 4th season in Australia and it starts tomorrow! Starting the long haul flight to Perth and then down to Margs! I'm hoping to have 3 expeds two off the bat to Karinjini and then upto Exmouth. Followed by a trip to Tassi, but some things ant quite set in stone yet but I'm hopeful...

This summer has been jam packed of work! I've even got a few good caving trips in 😁 I also spent time with old friends and see a lose friend leave the industry 🫑 (will always be weird not seeing you at morning meeting)


Working for  on a Absail and Ghyll day. The morning was spent have fun at the quarry tackling a 100ft Absail then straig...
18/06/2025

Working for on a Absail and Ghyll day. The morning was spent have fun at the quarry tackling a 100ft Absail then straight into the Ghyll for a refreshing dip πŸ™ƒ A fantastic was to spend a Sunday Afternoon 😁

Too book DM All Terrain Adventures on Facebook.

Last week saw me working for  doing lots of mobile Climbing Wall sessions. Yes thing was gets towed and is as long as a ...
29/05/2025

Last week saw me working for doing lots of mobile Climbing Wall sessions. Yes thing was gets towed and is as long as a Lorry! Still nothing more entertaining than a trucker giving you a thumbs up due because your as long as him ha!



Working for  () on behalf of . Over the 3 days we looked after 12 different races/waves 5km, 10km 25km, 50km and Skiddaw...
19/05/2025

Working for () on behalf of . Over the 3 days we looked after 12 different races/waves 5km, 10km 25km, 50km and Skiddaw Mountain Run.

It was a fantastic 3 days, lots of happy runners, it was certainly warm, keeping all 1500+ runners hydrated was certainly the biggest challenge.

I've worked on this event 4 years in a row and each year the festival has been getting better and better. Certainly noticed this was its best year in a multitude of ways!

Address

Kendal

Alerts

Be the first to know and let us send you an email when Jack Overhill Freelance posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Share