Comeback against the old boys (2004)
Caretaker manager David Logan saw his Whitby side come from behind to make it through to the Second Qualifying Round of the FA Cup. Billingham had six former Blues in their side with goalkeeper John Moan, Ian Williams, Neil Radigan, Craig Perry, Andy Fletcher and David Wells. It was Wells who gave Synners the lead after 15 minutes when a Radigan free kick was half cleared leaving the ball to fall to wells whose deflected shot beat Ben Escritt in the Whitby net. Whitby fought back and Brian Linighan had a goal ruled out before Anthony Ormerod equalised on 30 minutes when his close range shot was blocked by Mohan but the ball came back to him to fire into the net. Eleven minutes into the second half Whitby took the lead when they were awarded a penalty after Christian Hansen handled the ball inside the box. Craig Veart stepped up and found the bottom left corner of the net. With four minutes left Whitby scored their third when substitute Steve Johnson got on the end of a Scott Nicholson cross to head the ball over the advancing Mohan and into the back of the net.
The road to Wembley (1996)
Whitby came out on top in a feisty match against Northern League Champions Billingham Synthonia to make it through to the Third Round of the FA Vase. Whitby had the game's first chance after eight minutes when Mitch Cook saw his free kick from just inside the Synners half beat keeper Payne but also hit the underside of the crossbar before it came out to safety for Sinners. Whitby then had a lucky escape when from a corner was headed towards goal by Andrew Fletcher but it came off the crossbar before Paul Pitman also saw his shot from an Andy Toman corner come back off the post down the other end. Whitby scored the only goal of the game a minute before half time when a corner was played back to Graham Robinson and his shot from the edge of the area beat everybody before finishing in the back of the net.
The best chance of the second half fell to Fletcher but again he saw his effort come back off the bar and right at the death Synthonia’s frustration boiled over with both Glen and Stephen Corkain sent off along with Whitby’s Pitman. The Blues went on to lift the Vase at the end of the season with a 3-0 victory over North Ferriby United at Wembley.
A hard-earned point against the leaders (1992)
Whitby entertained the league leaders under the lights and came from behind to earn a point against the Synners managed by ex-Blue, Stuart Coleby. Billingham came into the game having thrashed Easington Colliery 7-3 in their previous match and Whitby manager Robert Scaife decided to switch tactics using long balls over the visitors defence for Phil Linacre and Paul Pitman to run onto, and within five minutes Whitby had the lead from a corner kick which John Grady headed on for Steve Harland to head home past Martin McArdle at the back post. With 14 minutes played Pitman broke through but McArdle came rushing out and brought down the Whitby forward just outside the box but he only received a yellow card from referee Mr Pearson. Whitby failed with the resulting free kick, sending the ball high over the crossbar. McArdle was forced to rush out of his area on several occasions and he again brought down a Whitby player outside his area, this time Jimmy Fewster but he only got a talking to from the referee. The visitors equalised out of the blue when ex-Middlesbrough player David Shearer fired home an unstoppable shot from the edge of the area after 35 minutes. Then right on half time Stephen Corkain headed home from close range to give Synners the lead. The second half opened up with Billingham the more organised side but Whitby manager Scaife brought himself on to replace Gary Hamilton in midfield. Whitby had a great chance to equalise through but Pitman range saw McArdle diving at him at point blank range and fired the ball over the crossbar. With eight minutes to go Whitby got the equaliser when Linacre ran onto a great through ball from Scaife to slide the ball into the far corner of the net for 2-2. Billingham thought they had won the game deep into injury time when they put the ball in the net but the referee disallowed the goal for a foul on Whitby goalkeeper Matthew Coddington. The point moved Whitby up to 9th place in the league with Billingham dropping to 2nd to be replaced at the top by Durham City.
Cup final here we come (1983)
Whitby extended their unbeaten run to twelve matches after overcoming their bogey team Synners to make it through to the League Cup final for the first time since 1976/77. The first real chance of the game came on ten minutes when a Geoff Lilley cross troubled Synners keeper Chamberlain, but he did well to turn Mark Hine’s header around the post and then five minutes later Geoff Forster saw his drive come back off the Synners crossbar before ex-Blue Dave Perry brought a good save from David Coleby in the Whitby net, and Coleby foiled Perry again saving at point blank range after Perry had broken through. Whitby broke the deadlock in the 40th minute after Whitby were awarded a direct free kick following a tussle between Watson and Sills. Ronnie Sills stepped up and made no mistake, steering a 25-yard drive through the Billingham wall and into the bottom corner of the net to score his 21st goal of the season. The second half was a dour affair with the best chance falling to Forster whose shot was partially stopped by Chamberlain before Parnaby cleared it off the line. Whitby fell to a shock 2-1 defeat in the final to 2nd Division Norton and Stockton Ancients who now groundshare with Sinners at the Norton Sports Complex.
The goals keep flying in (1964)
Whitby came into this game looking to extend their unbeaten start to the season and they did it in style as they totally outclassed their opponents with forward Jimmy Mulvaney establishing a post-war record for the club by scoring six of the eight goals in a league game on a Wednesday night at the Turnbull Ground. With Roy Edwards serving in the RAF on a course, coach Bill Jeffs brought Barry Geldart back into the side with Peter McHale switching back on to the left wing, and it was Geldart who gave Whitby the lead after just six minutes when he exchanged passes with Mulvaney before cutting inside to drive the ball past Billingham Synthonia's goalkeeper Barrie Emmerson and into the top corner of the net. Mulvaney then scored his first, firing past Emmerson and just inside the post from Garry Bell's pass. Whitby then had another great chance when an eight man move resulted in Maurice Crosthwaite's shot hitting the base of the post. Billingham's best chance of the half came when Mickey Hodgson floated in a cross that Eddie Barker, Neville Pybus and Billingham centre forward Heyler all went for with the ball eventually bouncing off Pybus's back and heading for the open goal but Jack Durnall managed to get back and kick the ball off the goal-line. Mulvaney scored his second and Whitby's third just before half time when he caught Emmerson out of position to head over him and into the net. Goals came thick and fast in the second half to the delight of the Whitby supporters, with Jimmy Mulvaney completing his hat-trick by heading home a cross from Geldart and three minutes later he headed home his fourth and Whitby's fifth, this time from a pin point centre from Crosthwaite. A tremendous forty yard drive from Alan Kennerley brought an acrobatic save from ex Whitby goalkeeper Emmerson, but soon after in the 64th minute Whitby made it 6-0 when Keith Moody fired home a free kick into the right hand side of the visitors' net before Emmerson had time to move. With six minutes to go Mulvaney scored his fifth and then with a minute left on the clock he fired home his record equalling sixth goal of the game to make it 8-0 and keep up Whitby's unbeaten record to keep them on top of the league, three points ahead of West Auckland Town.