Talking Points: Burnley 0 AFC Bournemouth 2
Burnley suffered at the hands of Lincoln City in 2017, when the Imps were plying their trade four tiers below their hosts.
And they were beaten by lower-league opposition yet again when AFC Bournemouth prevailed at Turf Moor.
Sam Surridge turned home Jack Stacey's centre to give the Cherries the lead in the 21st minute.
Junior Stanislas, who made 99 appearances for the Clarets, then doubled the away side's lead with an 88th minute penalty.
Burnley have now suffered seven Cup defeats to lower-division clubs under Dyche, with Sunderland, Burton Albion, Leeds United, Accrington Stanley and Port Vale also adding to a wretched record
Here are the talking points.
"What one hand giveth, the other taketh away!"
Burnley's fifth round opponents had given their hosts a lifeline prior to kick off.
A clerical oversight, picked up on by Bournemouth's press officer, Anthony Marshall, had allowed Erik Pieters to be named on the team sheet.
The Dutchman, however, was supposed to be serving a suspension after collecting yellow cards in ties against MK Dons and Fulham.
Had the defender's ineligibility not been flagged up, the Clarets would have run the risk of expulsion from the competition.
Speaking about the administrative error, Dyche said: "It wasn't disruptive, it was just a clear admin error.
"We have people who look and keep an eye on situations, unfortunately it got away from us.
"The rules have changed this year with the booking situation and the number of games in the FA Cup, so it was just an oversight.
"To be fair to Bournemouth they flagged it so credit to them for that gentlemanly conduct. We jumped on it straight away and people at the club held their hands up."
Instead, the Cherries blocked Burnley's passage to the FA Cup quarter-finals in a more conventional manner.
They tormented Pieters' last-minute replacement, Anthony Driscoll-Glennon, in what was the 21-year-old full back's first senior start for the club.
The youngster had his work cut out, particularly in the first half, as David Brooks and Jack Stacey combined well.
And he was unable to prevent the former Luton Town right back's cross from reaching Sam Surridge inside the six-yard box.
It was a tough evening for the ex-Grimsby Town loanee, but Dyche said: "I thought he did terrific.
"It is not easy, especially after an error that needed sorting out. It is not easy in that situation."
EARNING HIS SPURS
Eleven years have passed since Jonathan Woodgate was last involved in a cup game at Turf Moor.
On that occasion the former Spurs defender would be moved to applauding the Clarets after a remarkable League Cup semi-final.
The visitors, who were headed by Harry Redknapp, now operating as Woodgate's confidant at the Vitality Stadium, had been on the ropes.
Leading 4-1 after the first leg at White Hart Lane, they would be pegged back by Robbie Blake, Chris McCann and Jay Rodriguez in the second chapter.
But the holders survived a standing eight count - due to the irrelevance of away goals - before Roman Pavlyuchenko and Jermain Defoe delivered a sucker punch in extra-time.
The ex-England international acknowledged that his side had been forced to fight tooth and nail to advance in the competition on that occasion.
His latest visit, however, carried a completely different narrative altogether as Bournemouth barely broke sweat in reaching the quarter-final of the FA Cup.
"It went exactly as we wanted it but you need the players to execute it, and they did that," he said.
"Every single one of them was very good, especially behind the ball and on the counter-attack. I thought we could have been a couple up at half-time."
The Cherries' caretaker boss, who stepped into the void following Jason Tindall's recent dismissal, won't have believed how easy his centre-halves had it.
He and Michael Dawson had been hit with everything but the kitchen sink in 2009, but Cameron Carter-Vickers and Steve Cook had their feet up.
Asmir Begovic made it to the break without having to make a save and would only have to make a couple of routine saves in the second half.
The Bosnian goalkeeper denied Matej Vydra at his near post and then just about did enough to push Dwight McNeil's pile-driver past his post.
An out-of-sorts Rodriguez - who occupied the spot where he'd capitalised on Ben Alnwick's fumble over a decade ago - missed a golden opportunity to equalise when spooning the ball over the crossbar.
And then Phil Bardsley's left-footed effort finished up on the wrong side of the upright.
Once the whistle blew I thought the team we put out gave it a go, they gave everything, we just couldn't find the key moments," said Dyche.
"We had one that got away from us and those chances are massively important in these games.
"We couldn't really find the moments we were searching for, but I don't particularly think Bournemouth did either. It was a tight game, not a lot in it and they got the better of the margins."
In the end Junior Stanislas' emphatic penalty added to Surridge's opener as Bournemouth reached the last eight for only the second time in their history.
On the same night that the Clarets passed up another opportunity to reach an FA Cup quarter-final, actors Ryan Reynolds and Rob McElhenney completed their takeover of Wrexham.
The pair, who have taken 100% control of the club from the Wrexham Supporters Trust (WST), made a £2m investment in the National League club under the terms of the deal.
The new owners vowed to make funds available immediately, adding that “first-team player identification will be a priority".
That kind of talk would be music to Sean Dyche's ears. The shambolic shallowness of his squad was driven home with gusto during the midweek reversal.
Extra provisions are required. They have been for some time. And you have to wonder whether Tuesday night's tinkering was a subliminal message to the proprietors.
Bournemouth, sixth in the Championship, fielded one fewer change than the home side for the fifth round tie. Yet their starting 11 possessed far more quality and experience in comparison.
The game schedule hasn't helped, nor has another uncontrollable spate of injuries, but after four-and-a-half seasons in the Premier League, which equates to 10 transfer windows, the club should have much more in reserve.
And so - with a chance to make the final eight of the country's most prestigious cup competition - the Clarets relied on young blood, of which four had made just 11 starts between them.
It's the sixth time since making the quarter-final in 2003 that the club has fallen at this stage, with the 2017 defeat at the hands of Lincoln City still very raw.
This was another missed opportunity. I felt the young lads got on with it and took the task on," Dyche said.
"What you want is a committed side to continue the good work that is being done generally with that will and demand. They've certainly done that.
"There were a lot of players there who are learning or haven't played so much and it's tough."
Burnley lacked cohesion without its spine. Nick Pope, captain Ben Mee and James Tarkowski were all available but unused while Ashley Westwood and Ashley Barnes featured from the bench.
It has been, and will continue to be, a fine balancing act for Dyche with what's at his disposal. But he'll always, and understandably so, make the Premier League his priority.
He won't risk his key men with games against Crystal Palace, West Brom and Fulham just around the corner, even if he is accused of devaluing the tournament.
"I've spoken very openly about the demands of winning FA Cup games and Premier League games, it's nothing to do with my feelings towards the FA Cup," said the Burnley boss.
"There's just a reality to it. We've got three Premier League games next week, we'll have played 11 games in 31 days, we've got injuries galore so we've got to factor all that in, which makes it very difficult."