Grubb began his career in the Bristol City academy, leaving them at the age of 16 in 2007.
He linked up with the under-18s side at Weston straight away and went on to captain the youth team in 2008-2009, winning the under-18s Player of the Season as well as the Somerset Floodlight Youth League Cup 2009.
He began to break through into the Seagulls first team under Andy Gurney during the 2008-2009 season while captaining the under-19s side, and made his mark under Craig Laird before taking his performances to new heights under the stewardship of Mickey Bell, Ryan Northmore, Scott Bartlett and Marc McGregor. The goalscoring winger was part of the Somerset Premier Cup-winning side in 2011 and 2012, as well as winning supporters’ Player of the Year in 2013 and Players’ Player of the Year in 2016. The winger also captained the Seagulls during the 2015-2016 season and wore the armband in periods of the 2016-2017 and 2017-2018 season.
His incredible form during the first half of the 2017-2018 season saw him included amongst the likes of Christian Doidge and England international Harry Kane as one of the top scorers in English football. During his first spell with his hometown club, Grubb made 360 appearances and was an unused substitute 33 times, scoring 95 goals and getting 105 assists.
The winger was given his big break in the Football League with FGR, officially joining the League Two side in January 2018 where he went on to make 72 appearances and be an unused substitute nine times, with 12 goals and nine assists coming during his time at The New Lawn.
He did find himself spending a three-game period on loan with National League side Eastleigh having joined them in February 2020, however the COVID-19 pandemic brought football to a halt before Grubb could hit his stride there.
His FGR spell was brought to an end in June, when he found himself released following the expiration of his contract.
Grubb then returned to Weston in August 2020 for a second spell, finishing 2021-2022 and 2022-2023 as the club’s top scorer. Dayle was part of the Seagulls side that saw the club win the Southern League Premier South title in 2023 and return to the National League South after four years away.