| 2007 Nov: | Wildrunner is born |
| 2008 Jan: |
The Trail Series® is born at the first ever Cape Summer Trail Series® |
| 2008 Jun: | Gauteng gets its first introduction to trail running with the Gauteng Trail Series® |
| 2009 Sep: | The Wildrun® is launched with the first Wildcoast Wildrun® |
| 2010 Oct: |
The first Helderberg Mountain Challenge takes place in the hidden gem of the Helderberg Nature Reserve. |
| 2010 Nov: | A second departure is added to the Wildcoast Wildrun® to cater for high demand |
| 2011 Mar: |
The Lesotho Wildrun® takes place for the first time and opens with one of the hardest 44km mountain trails ever seen. |
| 2011 Aug: | 736 runners take part in the first Jonkershoek Mountain Challenge offering a 30, 21 and 9km routes. |
| 2011 Oct: |
The Trail Series® moves to KZN, making it the first national short course trail running series of its kind in Africa. |
| 2012 Aug: |
Wildrunner presents its 100th event at race four in the 2012 Spur Cape Winter Trail Series®. |
| 2013 May: | The Jonkershoek Mountain Challenge 2013 runs as South Africa's first ever SA Long Distance Trail Championships with it's new 35km route. |
| 2013 Jul: | Spur Steak Ranches is announced as title sponsor of the Spur Trail Series® |
| 2014 Apr: | The Mountain Challenge Series (MCS) becomes a 3 event series including the new Marloth Mountain Challenge (MMC) 55km Ultra Skymarathon. |
| 2014 Jun: | 57 Runners take on the inaugural Richtersveld Wildrun® |
| 2014 Jun: | The Spur Gauteng Winter Trail Series® sells out every event for the first time. |
| 2014 Sep: | Wildrunner organises the Sanlam Cape Town Marathon Peace Trail Runs - a trail run with one of the highest prize purses in South Africa. |
| 2014 Sep: | The inaugural Marloth Mountain Challenge takes place in Swellendam in tough conditions. 34 solo runners and 23 teams complete the 55km run. |
| 2015 Mar: | A fire breaks out in the Jonkershoek Valley and destroys 80% of the Cape Pine plantations, the 5th edition of the Jonkershoek Mountain Challenge continues with minor route changes. |
| 2015 Sep: | Wildrunner launches the first transfrontier Wildrun®: The Richtersveld Transfrontier Wildrun® to take place in June 2016. |
| 2016 Jan: | Massive wild fires tear into Lebanon Forest and Wildrunner is forced to cancel it's first event ever (and whtat would have been the 200th!) |
| 2016 Jan: | Wildrunner reaches the 200 event mark at race 3 in the Spur Cape Summer Trail Series®. |
| 2016 May: | Wildrunner pioneers it's second Transfrontier experience, with 37 intrepid runners exploring the Greater Mapungubwe Transfrontier Conservation Area on the inagural 'trial' and media Mapungubwe Transfrontier Wildrun®. |
| 2016 Jun: | Richtersveld Transfrontier Wildrun® takes place and is won outright by Joanna Williams! |
| 2016 Jul: | The Spur PE Trail Series® launches for the first time in the Eastern Cape, with a four race series at four stunning venues in Port Elizabeth. |
| 2016 Jul: | Wildrunner becomes part of the Elemental Outdoor Sports (PTY) Ltd company. |
| 2016 Sep: | AJ Calitz and Bernard Rukadza smash the MMC 55km record, the new record is set at 7:05:41 |
| 2016 Oct: | Wildrunner partners with KZN Trail Running to localise the Spur KZN Trail Series® operations and to spread the reach. |
| 2016 Nov: | Wildrunner announces R50,000 prize money for breaking the overall Wildcoast Wildrun® record. |
| 2016 Dec: | The French trail running specialists, Raidlight, come on board as a specialist gear sponsor to all Wildrunner events through Raidlight South Africa. |
| 2017 Jan: | Wildrunner turns 10 years old, and right where it all started - at the Cape Summer Trail Series®. To celebrate, Wildrunner announces that all trail kids 10 years and under will run for free at any Spur Trail Series® in 2017. |
| 2017 Feb: | Wildrunner announces cup-less operations at all it's aid stations. |
| 2017 May: | The first capacity Mapungubwe Transfrontier Wildrun® takes place and this one of a kind safari-on-the-run™ experience does not dissapoint, with over 100 elephants on day one alone! |
| 2017 May: | The Jonkershoek Mountain Challenge has it's biggest field as 1160 runners take to the trails. |
| 2017 Aug: | The Helderberg Mountain Challenge receives it's biggest entry field of 831. |
| 2017 Sep: | Record entries to Marloth Mountain Challenge and records tumble. AJ Calitz breaks the Sub 07:00:00 mark for the 55km Ultra! Carla Van Huyssteen breaks the woman's record and wins the Bos Sports Mountain Challenge Series Outright! |
| 2017 Oct: | The inagural WWF Desert Challenge takes place |
| 2017 Nov: | New Wildrun® Africa website launches, showcasing Africa's hidden jewels |
| 2018 Feb: | Remarkable Rwanda Wildrun® is launched! |
| 2018 Mar: | Jaybird, known for their wireless bluetooth sports headphones, come on board as a presenting sponsor for the Mountain Challenge Series and a product sponsor for the Trail Series®. |
| 2018 May: | Carla van Huyssteen breaks the 38km JMC ladies record by a mere 17 sec, setting the new bar at 4:11:09 read about it |
| 2018 May: | Timothy Chambers smashes the 24km JMC record by 3:01, finishing in 1:52:04 read about it |
| 2018 Aug: | Hayley Preen sets a new ladies record on the 15km HMC, finishing in 1:36:00 read about it |
| 2018 Oct: | MMC 35km Extreme Mens record falls by more than 20 minutes! Jono Black sets new record at 3:46:19 |
| 2019 Jan: | Bos Sport confirms another two year sponsorship deal as the title sponsors of the Bos Sport Mountain Challenge Series, amplified by Jaybird. |
| 2019 Feb: | The inagural sevent day Rwanda Wildrun® tour take place, complete with the first running group in history to complete the 40km Congo-Nile Divide Trail! |
| 2019 Feb: | First Ascent signs up as the exclusive technical sponsor to the Bos Sport Mountain Challenge Series, amplified by Jaybird. |
| 2019 Mar: | Wildrunner pulls it's Gauteng operations to focus more on the Western Cape. |
| 2019 Mar: | Wildrunner runs a dual WWF Earth Hour 2019 in both Kirstenbosch & Walter Sisulu Botanical Gardens. |
| 2019 Aug: | Wildrunner pulls off it's 300th event at the final race in the Cape Winter Trail Series® |
| 2019 Oct: | Jarryd Dunn blasts his way to a new record on the Marloth Mountain Challenge lite course, taking 4 sec from Timothy Chambers record set in 2016. |
| 2019 Oct: | The seven race Trail Series Super League (TSSL) is launched for 2020 with the addition of an XL distance at every race, along with lots of new routes. |
| 2020 Jan: | The TSSL kicks of with a sell out at Kirstenbosch Botanical Gardens |
| 2020 Mar: | National State of Disaster declared and COVID-19 Lockdown applied |
| 2020 Jun: | Trail Series Phantom Rally is launched, starting in July |
| 2020 Oct: | SAAMES is born and we finally have permission from the Minister of Sport to operate again under lockdown regulations. |
| 2020 Nov: | Worst conditions in JMC history resutls in the B route being used for the 38km. |
| 2021 Apr: | Jonkershoek Nature Reserve is ravaged by fire, JMC 2021 event is postponed indefinately. |
| 2021 May: | Due to COVID-19 we run our first TSSL event in 2021 at Paarl Mountain Nature Reserve (usually this would be our fifth). |
| 2021 Sep: | Wildcoast Wildrun 2021 takes place with a capacity field. |
| 2021 Oct: | The inagural Cape Town Trail Marathon 46km takes place, managed by Wildrunner. |
| 2021 Nov: | We close of the year with our final TSSL race at the magnificent Oak Valley. Just five events in 2021, the lowest in 14 years of operations! |
| 2022 Jan: | We crack of 2022 with a sell out crowd at Kirstenbosch Botanical Gardens for the 2022 Trail Series Super League opener! |
| 2022 Jan: | Wildrunner secures a brand new trail running venue for race 2 in the TSSL22 at Ida's Valley Nature Area, Stellenbpsch. |
| 2022 Feb: | Wildrunner secure a contract with Two Oceans Marathon to run the race day operations for a new three race trail run series between May to Sep 2022. |
| 2022 Mar: | WWF Earth Hour Adventure returns at a brand new venue - Plaisir de Merle! What a evening it was. |