Scotland lost 1-0 to Costa Rica at Hampden as Alex McLeish’s first game as national boss ended in disappointment.
Marco Urena grabbed the winning goal in the first half for World Cup-bound Costa Rica.
McLeish handed four debut caps against the visitors, who had Real Madrid keeper Keylor Navas in goal.
Aberdeen’s Scott McKenna was one of the four earning a debut cap.
This time last year McKenna was struggling to get off the bench for an Ayr United side rock bottom of the Championship and hurtling towards an inevitable relegation.
Now the 21-year-old is one of Scotland’s hottest properties and can add internationalist to his growing CV.
Aberdeen turned down four approaches from Hull City for the defender in January with the final in excess of £1 million.
Securing that debut Scotland cap and signing a contract extension until 2023 will significantly propel his price even higher.
McKenna was one of four players in the starting line-up making their Scotland debuts with Scott McTominay (Manchester United), Kevin McDonald (Fulham) and Oliver McBurnie (Barnsley, on loan from Swansea) the other earning first caps.
Aberdeen’s Kenny McLean and Ryan Christie were both on the bench.
Costa Rica grabbed the opener in the 14th minute through slack defending from the Scots.
Breaking down the right, Bryan Oviedo burst beyond Callum Paterson down the wing.
With three centre-backs, Paterson should have ushered him into the central area.
Instead he allowed him to break down the wing into acres of space and his pass picked out URENA, who calmly slotted right-footed shot past beyond Allan McGregor.
Moments late,r Paterson headed just wide when connecting with a Matt Ritchie corner.
Scotland had no rhythm and constantly gave possession away cheaply to Costa Rica.
In the 23rd minute McKenna did well to attack a Mulgrew delivery to head across goal, but there were no takers.
Scotland were denied in the 28th minute when McBurnie fired in a 15-yard drive after taking on a pass from Andy Robertson.
He had two defenders ahead of him but McBurnie did well to open up a pocket of space to unleash a shot.
Navas got down quickly to make the block.
The Scots had a penalty claim rejected when Robertson drove a cross along goal and McBurnie went down as he attempted to connect.
There was minimal contact with a defender on McBurnie, but German referee Tobias Stieler made the right call.
At half-time there were some boos from disgruntled Scotland fans.
Had it been former manager Gordon Strachan in the dugout, doubtless that would have been louder.
The fans had every right to be frustrated. This was billed as a new era, but the Scots’ tempo was lethargic and they lost possession far too easily.
Costa Rica were denied a second by the woodwork in the 48th minute when Bryan Ruiz picked up possession on the right flank.
He dragged it inside to get in behind Robertson and then unleashed a vicious 15-yard drive from a tight angle that cracked off the bar.
In the 66th minute Ritchie broke in on goal and unleashed a powerful 20-yard drive that Navas pushed upwards, with the ball landing on the roof of the net.
From the resultant corner, McBurnie headed wide.
Scotland were far improved in the second half, but were still not creating enough opportunities.
In the 81st minute Ritchie latched o nto a cross from Robertson at the near post, but his shot was straight at Navas.
SCOTLAND: McGregor, Paterson, Robertson, Hanley, Mulgrew, McKenna, McTominay, McDonald, McBurnie, Cairney, Ritchie.
Subs: Armstrong (for McTominay 58), McGregor (for Cairney 58), Phillips (for McBurnie 78), McGinn (for Mulgrew 82), Murphy (for Ritchie 87).
Subs not used: Archer, McLaughlin, Christie, Forrest, Douglas, Cummings, McLean, Fraser, Hendry.
COSTA RICA: Navas, Acosta, Gonzalez, Duarte, Gamboa, Oviedo, Borges, Guzman, B. Ruiz, Colindres, Urena.
Subs: Tejeda (for Guzman 55), Wallace (for Colindres 63), Y. Ruiz (for Urena 69), Smith (for Gamboa 75), Calvo (for Oviedo 78).
Subs not used: Moreira, Briceno, Segura, Y. Ruiz, Mitchell, Azofeifa, Waston, Gutierrez.
Referee: Tobias Stieler (Germany)