Mauricio Pochettino arrived at Tottenham as the club's eighth full-time appointment since March 2001.
Juande Ramos secured silverware during his tenure, winning the League Cup in 2008, while Harry Redknapp qualified for the Champions League two years later.
Still, they were the good times. Club legend Glenn Hoddle came with great expectations that fell flat. Frenchman Jacques Santini did not last too long. Andre Villas-Boas failed to pan out. Tim Sherwood did make the gilet popular, but Spurs still decided to dispense with his services.
Then, in 2014, Pochettino turned up. The former Argentina international had shone at Southampton, quickly dispelling the doubters who felt Nigel Adkins had been harshly sacked.
There were plenty of positive moments during his tenure, but also some difficult times. Following the news of his departure on Tuesday, Omnisport picks out a few of the highs and lows of Pochettino's reign.
LOW: THE ONLY WAY IS UP
"There is an abundance of top-class talent at the club and I am looking forward to starting work with the squad," Pochettino said following his appointment.
However, Tottenham's standing compared to the other big clubs was laid bare in the first month of the new boss' debut campaign. Liverpool were the visitors, with Spurs hoping for the chance to make something of a statement, but Brendan Rodgers' Reds blew them away with ease by winning 3-0.
It was Spurs' first loss under Pochettino and they went on to miss out on Champions League qualification by six points.
LOW: THE BATTLE OF THE BRIDGE
There was no denying Tottenham's vast improvement between Pochettino's first few months and 2016, when they looked to challenge for a maiden Premier League title.
Crucially, though, when they needed to kick on with the finishing post in sight, the going became too tough. Spurs squandered a 2-0 lead at Chelsea in an ill-tempered London derby to come away with a 2-2 draw, therefore securing a famous success for Leicester City.
"It was a good lesson for us, we are the youngest squad in the league, we feel very proud and our supporters need to feel proud too, we have massive potential for the future," Pochettino said in the aftermath. Such was their collapse down the stretch, they eventually finished third, 11 points behind the Foxes they had been expected to catch.
HIGH: SAYING FAREWELL TO THE LANE IN STYLE
Having seemingly established themselves as top-four regulars, Spurs looked to further consolidate their new-found status by moving to an extravagant new stadium.
In Tottenham's final outing at the more modest White Hart Lane in May 2017, Spurs downed Manchester United 2-1 in front of a crowd enjoying both their team's success and also the chance to be inside the venue for one final time. A glamourous new era seemed to be on the horizon, with Pochettino steering the Spurs ship expertly.
The result made sure they went unbeaten at home for the first time in a league season since 1964-65 as they finished in second place. It was a wonderful way to say goodbye to their famous home.
HIGH: UNITED FALL AT OLD TRAFFORD
In August 2018, Pochettino was among the favourites to replace an under-fire Jose Mourinho at United.
Pochettino helped inflict more misery on the Red Devils with an emphatic 3-0 win at Old Trafford, a result that also pushed his claims for the job. Kane and a Lucas Moura double did the damage, making it United's worst start to a league season since 1992-93.
Yet when Mourinho eventually left United before the turn of the year, Pochettino stayed put. Now a free agent, rumours of a move to the north-west will no doubt grow in the coming weeks and months.
HIGH: EURO VISION SECURES FINAL SPOT
After three games of their campaign in Group B, Tottenham appeared on course to slip out of the Champions League. By June, they were appearing in the final.
Pochettino engineered a remarkable turnaround just to make the knockout stages, where they stunned Manchester City in the quarter-finals thanks to a hotly disputed goal from Fernando Llorente in an eventful second leg at the Etihad Stadium.
There was more drama to come in the last four, with Spurs scoring three times in the second half in Amsterdam to stun Ajax. Lucas Moura was Tottenham's hero, completing his hat-trick in additional time to seal their progression on away goals. A jubilant Pochettino shed tears during wild celebrations with his players.
LOW: MISSED OPPORTUNITY IN MADRID
Admittedly appearing in a Champions League final hardly feels like a disappointment during the Pochettino era.
Still, there was an air of frustration at how they approached what proved to be a tepid contest in Madrid, with fans bemoaning an apparent lack of attacking intent as a half-fit Harry Kane struggled to make an impact.
Mohamed Salah's early penalty gave Spurs an uphill struggle and Divock Origi wrapped things up late on. Liverpool had barely made it out of second gear but kept their opponents quiet to prevail in an all-English final that will not live long in the memory.
LOW: BAYERN BATTERING AMID HOME STRUGGLES
Pochettino had hinted he could leave his post prior to the Champions League showpiece, his future seemingly based on the club's progress in the off-season transfer window.
While new faces arrived, their form in the early stages of the 2019-20 campaign has been poor - and that is putting it kindly. In the Premier League, Spurs have picked up just 14 points, their lowest tally after 12 games of a campaign since 2008-09. There was also a 7-2 home loss to Bayern Munich in Europe, the embarrassment exacerbated by an Arsenal academy product – Serge Gnabry – scoring four times for the visitors.
A 1-1 draw with Sheffield United turned out to be Pochettino's final game in charge. There is still time for Spurs to turn things around, of course, but it will have to be with a new man at the helm.