The son of former Priestfield favourite Barry Ashby opened the scoring as Gillingham were knocked out of the Papa John’s Trophy.
Captain Kyle Dempsey scored his first goal since March but Gillingham were denied three points in a dramatic finale against Bolton on Saturday.
Former Gillingham defender Tom Flanagan scored a winner for Sunderland as fans protested at Priestfield.
Gillingham conceded twice early on as they were beaten by Wycombe Wanderers on Saturday.
The big decisions went against Gillingham on Tuesday night as they were beaten by Ipswich Town in the EFL Trophy.
Gillingham battled top League 1 opposition on Saturday and were beaten by two second half goals.
Gillingham clinched their first away win of their League 1 season at Cambridge United on Tuesday night.
Alex MacDonald found the net from distance to claim a point for Gillingham against his former team Oxford United.
Gillingham delivered a fine second half performance against Charlton to take a point from Tuesday’s League 1 clash.
A debatable refereeing decision proved costly as Gillingham had a man sent off and their early goal advantage wiped out.
Gillingham were unable to hang onto their first half advantage and had to settle for a point against Burton Albion.
Robbie McKenzie fired home in injury time to clinch victory for Gillingham in their EFL Trophy match at Colchester.
Gillingham were unable to hold onto an advantage as Shrewsbury fought back to take the points on Saturday - a match that ended in confrontation.
Gillingham were knocked out of the Carabao Cup on Tuesday - and lost a key player to injury in the first half against Cheltenham.
Vadaine Oliver converted from the penalty spot to secure Gillingham’s first league win of the season.
A deflected shot from Harvey Lintott saw Gills snatch a point at AFC Wimbledon in the 96th minute.
Gillingham conceded two minutes from time at Plymouth to suffer their first defeat of the League 1 season on Saturday.
Gillingham claimed a first-day point against Lincoln City on Saturday after recovering from an early blow.
Connor Ogilvie played 90 minutes as Gillingham returned to pre-season action on Saturday.
Gillingham’s lack of numbers showed at Welling on Saturday and boss Steve Evans is working hard to bolster their options.
Gillingham struck a last-minute equaliser at Welling United in their opening senior pre-season match.
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