Trinidad and Tobago's Andre Raymond knows all too well that opportunities in football often come with their fair share of challenges and setbacks. Though those setbacks are sometimes harrowing, much like his jail-time experience in Portugal, Raymond, like the professional he is, has learned to smile in the face of adversity.

In fact, it is Raymond's resilience and determination that ensured a bad situation took a positive turn and brought him back on track to pursue his professional dreams, as he recently signed with St Johnstone in the Scottish Premiership, where he had an encouraging start in a 2-0 win over Morton on Saturday.

“I was very happy with my debut. I needed to get some minutes in the tank and build a bond with the team and the intensity was really high—it was really good,” said Raymond, whose last competitive outing was a friendly international against Guyana in May.

“I didn’t know the coach [Craig Levein] had asked Dan [Phillips] about me. Then, in March, I got a phone call saying he was interested. He’d done some research and liked what he saw, so things started moving then. I made my mind up straight away; I wanted to join St Johnstone because the Scottish league is a top league,” he told The Courier.

Prior to his move to Scotland, Raymond, whose speed, defensive acumen, and ability to contribute offensively made him a sought-after player, caught the eye of scouts from various clubs, including SC Braga, one of Portugal’s top football teams.

The opportunity to sign with Braga seemed like the perfect next step in Raymond’s burgeoning career. However, his aspirations were abruptly halted by an unexpected turn of events.

During his trip to finalize the deal with SC Braga, Raymond was detained by Portuguese authorities for overstaying on a previous visit. This oversight resulted in him being thrown into prison for two days.

“I was at university in America and did one semester. While I was at home, my friend was going with an academy team to Spain. I was dropping him off at the airport, and the coach of his team asked me what I was doing and why I wasn’t playing football and going with them,” Raymond recalled.

“He wanted me to go with them, so he spoke to my dad about it, but my mom was saying, ‘No way, you have to go back to school,” he shared.

In the end, Raymond managed to persuade his parents, and a few days later, he joined the Academy team in Spain for the tournament.

“After that, we went to Portugal, and I ended up with Braga, but then some stuff happened—I got arrested because we’d been away from home for so long, and I ended up staying for four months instead of three. I went back home to get my documents and then back to Portugal for pre-season with Braga, but they didn’t let me in and threw me in jail,” Raymond explained.

“I was in there for two days; it was horrible. I was allowed a 15-minute phone call and locked in a cell. I know it was only two days, but that was enough. It was a new experience, that’s for sure, and I wouldn’t want anyone to go through it,” he added.

The detention not only affected Raymond personally but also jeopardized his professional prospects. The deal with SC Braga fell through as the club, wary of the legal complications, decided not to proceed.

For Raymond, it was a devastating blow, as the young defender was on the brink of a significant career milestone.

“They sent me back to Trinidad, and I had to spend three months out of Europe before I could go back. But, because of the length of time it was, Braga had moved on and signed another left-back, and that left me without a club.

“I felt like giving up football again, to be honest, but I got the chance to sign for Vilar De Perdizes, so I decided to do that. My mom wanted me to go back to school, but my dad said I should push on and keep going,” Raymond revealed.

Through resilience and his father’s unwavering support, the now 23-year-old continued to push and inevitably caught the attention of St Johnstone through a timely referral from his Soca Warriors teammate Dan Phillips.

Now a part of the St Johnstone squad, Raymond is eager to leverage his skills and experiences to help the Perth-based club succeed while continuing to develop as a player.

“I spent the last few months of the season watching the team play, looking at the players, the style of play, and the atmosphere in the stadium. All the time I was speaking to the manager and hoping they would stay in the Premiership, and I was very happy that they did,” Raymond said.

“I wanted Dan to stay, but he has goals and aspirations of his own. We still speak a lot. He told me to come here because it’s a good club and I would fit in here. He said that my style of play would match up with Scottish football, and I’m feeling that too because I like to defend, but I also like to get forward,” he ended.

Trinidad and Tobago's Head coach Angus Eve and his Guyanese counterpart Jamaal Shabazz welcomed the upcoming two-match friendly international series as a window to not only give new players an opportunity to strut their stuff, but also to gauge their overall readiness for the World Cup qualifiers.

The senior Soca Warriors and their Jaguars counterparts will lock horns on May 13 and 15 at the Hasely Crawford Stadium in Mucurapo, as they kick start preparations for the FIFA World Cup qualifiers in June, as well as the Concacaf Nations League campaign in September.

Eve pointed out that a handful of new players will be given the opportunity in the two matches owing to their good form in the ongoing 2023/24 T&T Premier Football League (TTPFL) season.

Defenders Sheldon Bateau, Josiah Trimmingham and Andre Raymond, who became a regular fixture at left back toward the backend of the Soca Warriors' 2023/24 Nations League campaign, have completed their respective club seasons and are expected to be involved in the friendlies. Daniel David, Ezekiel Kesar, Isaiah Lee, Matthew Woo-Ling and the Miscellaneous Police FC pair of Simeon Bailey and Josiah Wilson, will also be in the mix to stake a claim on a spot in the squad for the major tournaments.

"We see these games as a very important cog in the wheel of our preparations going into the World Cup campaign for 2026," Eve said, via a T&T Football Association release.

"It's an ongoing programme that we have started since I have come on board where we get some international games to get the locally based players up to speed to see how they perform against international opposition,” he added.

Guyana, guided by Shabazz, a former T&T coach, gained promotion for the upcoming Nations League A campaign after topping their Nations League B group, which included Antigua and Barbuda, Bahamas and Puerto Rico. This represents their competitiveness and quality which Eve is expecting to see on show against his team.

"Guyana is also in the League A of the Nations League so it's not slouches we will be playing. It gives the local players a final opportunity to be seen outside of their league against international opposition so that we can pick the final squad. That is what these exercises are about,” Eve noted.

That said, the tactician explained that meetings with recently-elected TTFA president Kieron Edwards, have been fruitful.

"The TTFA president has been in the media saying how positive the meetings were and we think they were also positive from our end. He and his new board are committed to helping us and the country to qualify for another World Cup,” Eve shared.

Meanwhile, Shabazz believes the Soca Warriors are formidable opponents, as he praised the TTFA and the Guyana Football Federation for their huge investments with the staging of the friendly matches.

"Of course, whether it is football, cricket, hockey or rugby, when Guyana plays T&T, we want to win so it's also going to be a title fight. Trinidad and Tobago are formidable opponents, and it will provide a stern test for the home-based players vying for a spot in the final squad for our FIFA World Cup qualifiers in June,” Shabazz said.

The last meeting between the two teams at the same venue ended in a 1-1 stalemate two years ago.

Kick-off will be 7 pm on both days, with tickets priced at $75 (covered section) and $50 (uncovered section).

Trinidad and Tobago's hopes of an historic qualification to the Copa America went up in smokes, as they suffered a 0-2 loss to Canada in their 2023/24 Concacaf Nations League Play-In encounter at Toyota Stadium in Frisco, Texas, on Saturday.

Cyle Larin (61st) and Jacob Shaffelburg (90+1) struck in the second half to lift Canada, who will now join Jamaica, United States, Mexico and Panama in the prestigious CONMEBOL tournament to be hosted in the United States in June. For Angus Eve and his Soca Warriors, it is back to the rebuilding phase to challenge for FIFA World Cup qualification, which also starts in June.

Canada started off controlling possession, but it was Trinidad and Tobago who nearly got the first goal in the 18th, when a counterattack ended with Levi Garcia swinging a shot just wide.

Meanwhile, Canada fired a pair of warning shots when Jonathan David shot wide in the 22nd, and then Larin’s effort in the 26th, was saved by Trinidad and Tobago custodian Denzil Smith.

The chances kept coming for both sides. Trinidad and Tobago's defenders Andre Raymond swooped in to steal a pass and fired wide in the 47th, before David had a header cleared off the goal-line in the 55th.

The match was due for a goal and Canada inevitably found the go-ahead goal duly obliged, as a nice build-up from Tajon Buchanan and Ike Ugbo set up a fine strike from Larin.

Down a goal, Trinidad and Tobago were forced to open up and commit more numbers forward. Garcia proved a menace to the Canadian defence, but the Soca Warriors lacked composure in the final third.

Trinidad and Tobago mounted several late forays forward, including a chance for Garcia in the 85th, but the veteran striker watched as his effort was saved by Maxime Crepeau, in goal for Canada.

However, Canada eventually doubled the lead and confirmed victory courtesy of Shaffelburg, who drove home from close range after picking up a pass from David in time added.