Matt Taylor has an unfinished score to settle with Sporting Clube de Portugal when West Ham United take on the Portuguese Primeira Division side in the Torneio do Guadiana on Monday evening.
Taylor was part of the Bolton Wanderers squad edged out 2-1 on aggregate at the UEFA Cup last-16 stage back in March 2008. Having drawn 1-1 at the Reebok Staduim, a Trotters side without the rested Taylor, Kevin Nolan and Jussi Jaaskelainen were beaten 1-0 in the return leg in Lisbon, despite the presence of a young Joey O'Brien and Ricardo Vaz Te.
Five-and-a-half years later, the quintet will get the chance to take on their conquerors again in a pre-season fixture at the Estádio Municipal de Portimão on the Algarve. On Tuesday evening, West Ham will face SC Braga a year after drawing 1-1 with the same opposition in a warm-up match.
"We got ever so close to reaching the quarter-finals and we probably should have done," he recalled. "Looking back, we probably should have fielded a different team over in Portugal, but we didn't and we went out.
"I played in the home game and we drew one-all. We then went over there and lost one-nil. It was still a great time for me personally, to play in the UEFA Cup.
"It'll be good to play against Sporting again and the two games out there will be a good test for us. We have played against some of the best opposition in Germany, and we know how their game is going at the moment, and going to Portugal will be a difficult for us as well.
"We went out to Braga last year and came away with a clean bill of health and a draw, so I'm sure these will be a good couple of games for us."
Taylor is looking forward to West Ham's third and final pre-season trip following excursions to the Republic of Ireland and Germany but, like his team-mates, he is now counting down the days until the start of the 2013/14 Barclays Premier League campaign on 17 August.
"It's a difficult question to answer because it is great having time away to concentrate on your football, but it's also time away from your family. For the ones of us who have kids, they are off school and it would be nice to spend time with them.
"Personally, I quite like going away because it helps me to concentrate on my fitness and getting myself in tip-top condition for the season. This one is only a short trip, so I'm sure we'll enjoy it."
Pre-season training camps help players to both get fit and bond with their colleagues - something the Hammers squad did by fishing during their recent trip to Germany. A keen angler, Taylor was impressed by his team-mates' efforts.
"We had a good time fishing over there in Germany. The third place we went to was fantastic because the facilities were great and the food was brilliant and in our downtime we had a chance to do some fishing in the river next to the hotel.
"It wasn't my type of fishing because I don't enjoy catching pike and those sorts of fish, but the lads had a great time. We got a few good-sized fish, as well. Patience was the key and I was impressed with the lads.
"It was really good craic and it was nice to spend some time with the lads fishing."
Tickets for the pre-season Torneio do Guadiana will be available on matchdays at the Estádio Municipal de Portimão, with the meeting with Sporting Clube de Portugal kicking-off at 9.15pm on Monday 5 August and the fixture with SC Braga starting exactly 24 hours later.