Harvest faces ex-Mid-Solent League rivals FC Strawberry at Front Lawn (8:15 p.m.) Tuesday in a final which took place in 2019/20.
Ogilvie won a Hampshire Sunday Cup when he was manager of Portsmouth League club Co-op Dragons in 2017, and now also wants silverware on Saturdays.
But he knows Strawberry will be extremely excited.
Harvest will start as a favorite after winning promotion to the Hampshire League since the two teams last met at the Len Day Cup earlier this year.
“The pressure is even more on us to win now,” said Ogilvie. “We are now playing at a higher level so have improved our work ethic.
“Strawberry will want to fight us more than ever.
“It’s our most important game of the season, I don’t take them lightly at all.
“It might be the only chance we have to lift silverware for a while. “
Harvest beat Strawberry three times in 2019/20 – in the Billy Hill Cup Final, in the Championship and in the Len Day Cup.
These were the only three losses Strawberry suffered during the entire campaign.
Harvest is the holder, having won the tournament in 2018/19 when it was known as the Hampshire Junior Cup.
Both teams enter the final in good form.
Harvest ended Andover New Street Swifts’ unbeaten start to the HPL Division 1 season with a 4-1 win this weekend.
They were leading 3-0 in the first half hour against a Swifts side that had ended 100% of leaders Moneyfields at the start until 2020/21 the previous weekend.
Jake Daniels (2) and Nathan Newer were on target with substitute Harry Byrne completing the scoring in the end.
Strawberry didn’t play this weekend but won their last two Mid-Solent games 2-0 against Wymering and 8-2 against Carberry.
Harvest is undefeated since a 3-0 loss to Denmead in their opener.
“This league is not the league people think it is,” Ogilvie said. “It’s a fantastic league to be in.
“Everyone tries to play football and there are hungry young players who are the future.
“You cannot underestimate any side. I overestimated the fitness and determination of my team at the start, but we’ve moved on now.
“At this level you have to make some sacrifices and some of my players didn’t want to.
“But I have no resentment towards those who have left us – they are all a part of what we have created, and I will not forget that.”