Here are the three biggest regrets in the past year for Tottenham Hotspur management.
These bad decisions could cost Spurs UEFA Champions League qualification, not to mention the fallout of several big-money signings looking like busts.
Spurs technical director Franco Baldini already attempted to resign last December, only for it to be blocked, per the Telegraph.
Tottenham Hotspur chairman Daniel Levy and technical director Franco Baldini were not on the same wavelength as Andre Villas-Boas, so it was inevitable the substantial summer transfer window investments post-Gareth Bale were going to be questioned.
Villas-Boas did not request the signings of Christian Eriksen, Erik Lamela, Nacer Chadli and Vlad Chiriches, per Matt Barlow at the Daily Mail.
Lamela has been played more times off the bench (six) than as a starter (three) in the English Premier League, and his failure to fill Bale's role as the team's game-winner will lead to the downfall of Baldini, per Steve Bates at the Mirror.
Chadli never scored a goal in the Premier League under Villas-Boas—his first league goal came under Tim Sherwood, Villas-Boas' successor.
Eriksen has started to step his game up under Sherwood, who is credited with the Dane showing promise this season, per Jacob Steinberg at the Guardian.
Under Sherwood, Eriksen has scored a goal and an assist in a 2-1 win over Manchester United, registered an assist in a 3-1 win over Swansea City, netted a goal and created three goalscoring chances in a 1-1 draw against West Bromwich Albion.
Chiriches is the only player of the four who was seemingly in Villas-Boas' good books, even after the Romanian's agent outlandishly revealed that Spurs were a stepping stone to Chelsea for his client, per Sky Sports.
You can understand how hard it was for Villas-Boas to accommodate Eriksen and Lamela.
Levy hired Villas-Boas knowing the Portuguese was inflexible as was evident with his unsavory exit at Chelsea.
What else did Levy expect from Villas-Boas?
Eriksen can turn it around since he has Sherwood's trust, but you cannot say the same about Lamela, who was open to a move back to Serie A during the January transfer window, per Football Italia.
It is a reccurring theme in Levy's reign: If the club does not perform, he holds other people accountable, even though he is running the club.
Villas-Boas was the sacrificial lamb, despite being handed two marquee players he did not want.
Heading into Matchday 27, right-attacking midfielder Andros Townsend (50) and central midfielder Paulinho (55) have still taken more shots in English Premier League play than Roberto Soldado (48).
This all started with former manager Andre Villas-Boas letting Townsend and Paulinho shoot on sight, which denied Soldado ample opportunities to poach goals to boost his confidence early on.
He is turning into the Spanish Sergei Rebrov, Tottenham Hotspur's former record fee holder, who never lived up to the hype.
Did you see Soldado's miss right in front of goal in the 1-0 defeat to Dnipro Dnipropetrovsk?
This is what happens when Spurs was never built to facilitate Soldado, who has scored five league goals this season.
His belief in himself has continued to plummet, so the wide-open miss against Dnipro could be a psychological hurdle he may not get over.
Tottenham Hotspur's starting left-back Danny Rose has the potential to become a good left-back, but his 49 percent tackle success rate is a concern.
He had a moment to forget when he accidentally assisted Arsenal's Tomas Rosicky during the Gunners' 2-0 FA Cup win.
Spurs management's decision not to sign a left-back after loaning out Benoit Assou-Ekotto to Queens Park Rangers has contributed to Rose's inconsistent performances.
Why? He is not worried about losing his starting position since all he needs to do is keep fit.
- Kyle Naughton is a backup right-back, not a left-back.
- Zeki Fryers is just a squad player and lacks experience.
- Jan Vertonghen has made it clear he does not want to play left-back, per ESPN.