The Blues' winter woes continued in a 2-0 beating at the hands of Everton last weekend, while Chris Wilder made it second time lucky as the Blades sunk an injury-hit Brentford 1-0.
Match preview
Only a couple of months ago, Chelsea were able to paper over the Stamford Bridge cracks with a collection of respectable performances on the road, but Pochettino's men have since seen their away-day powers wane and were subjected to their third successive beating on their travels last weekend.
Having fallen short on Newcastle United and Manchester United's territories either side of a nervy home win over Brighton & Hove Albion, the Blues were condemned to defeat at Goodison Park courtesy of second-half Abdoulaye Doucoure and Lewis Dobbin efforts for relegation-battling Everton, who triumphed despite a paltry possession statistic of 28%.
The cash has been splashed freely since Todd Boehly's consortium assumed office in West London, but Pochettino has now called for the chequebook to be reopened ahead of the January window as Chelsea languish in 12th place in the Premier League table - now an all-too familiar sight for the Stamford Bridge faithful.
Another disheartening defeat on Saturday would mark the first time in a decade that Pochettino has overseen three successive Premier League losses - his Southampton outfit lost three on the spin in December 2013 - and Chelsea's 18 defeats already in 2023 is only better than that of Bournemouth (19) for the current calendar year.
Last weekend's Goodison Park beating also marked the fifth Premier League game running where Chelsea have shipped at least two goals, and having witnessed Pochettino's side lose another pair of rearguard members to injury against the Toffees, Sheffield United have every right to dream of prolonging the Blues' festive blues.
The returning Chris Wilder cut a vexed figure as Liverpool spoiled his Bramall Lane homecoming, having felt aggrieved at a perceived sense of injustice, but the 56-year-old was all smiles as he oversaw a crucial Blades win at his second bite of the cherry.
Arguably facing Brentford at the best time after Bryan Mbeumo joined a plethora of stricken players in the Bees' infirmary, Sheffield United comfortably kept Thomas Frank's team at arm's length and marched to just their second win of the season by virtue of a James McAtee stunner.
The Blades' hard-fought success over Brentford had no impact on their 20th-placed standing in the Premier League table, but the Blades are now only behind Burnley on goal difference and have just a one-point disadvantage to make up to Luton Town, who await for a pivotal Boxing Day basement battle.
Another coach journey away from their Yorkshire base is not what the doctor ordered for the visitors, though, as they are the only Premier League side without an away win to their name this term and rank last for goals scored (four) on rival turf, while 20 goals shipped is the joint-worst record of its kind alongside West Ham United.
Furthermore, each of the last three contests between Chelsea and Sheffield United have seen the Blues emerge triumphant, and no Yorkshire team has beaten the Blues at Stamford Bridge in the Premier League since the turn of the millennium; Leeds United were the last such outfit to do so back in December 1999.
Chelsea Premier League form:
W
D
L
W
L
L
Sheffield United Premier League form:
W
D
L
L
L
W
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As well as leaving Goodison Park with bruised and battered egos, Chelsea also witnessed first-choice goalkeeper Robert Sanchez and luckless captain Reece James depart injured on Merseyside; the latter is now facing yet another spell in the infirmary with a hamstring problem.
Chelsea fans have been left in the dark over Sanchez's knee issue too - a full Premier League debut may await Djordje Petrovic if the Spaniard's concern is a serious one - and a trifecta of injuries at Goodison Park was completed by Marc Cucurella's withdrawal due to a twisted ankle.
The trio join Trevoh Chalobah (thigh), Lesley Ugochukwu (unspecified), Wesley Fofana (knee), Ben Chilwell (thigh) and Carney Chukwuemeka (knee) in the medical bay, while assessments must also be undertaken on all of Romeo Lavia (ankle), Christopher Nkunku (knee), Noni Madueke (unspecified) and Malo Gusto (tendon) closer to kickoff.
Sheffield United will also be forced to rejig their backline on Saturday, as Jack Robinson picked up his fifth yellow card of the season in the beating of Brentford and will serve a one-game suspension at Stamford Bridge, where Oli McBurnie and Oliver Norwood will return from their own bans.
With Robinson out, Auston Trusty - who was deployed on the left last weekend - ought to revert to a central role as Luke Thomas, Yasser Larouci and Max Lowe fight for their right to return to the XI, a battle which the latter should have the upper hand in.
Chris Basham (ankle), John Egan (foot), Tom Davies (thigh), Rhys Norrington-Davies (thigh), Rhian Brewster (thigh) and Daniel Jebbison (illness) are not expected back anytime soon, while George Baldock is still struggling with a thigh niggle but is in with a chance of making his comeback in West London.
Chelsea possible starting lineup:
Petrovic; Disasi, Silva, Badiashile, Colwill; Fernandez, Caicedo; Sterling, Gallagher, Palmer; Jackson
Sheffield United possible starting lineup:
Foderingham; Bogle, Ahmedhodzic, Trusty, Lowe; McAtee, Norwood, Souza, Hamer, Archer; McBurnie
We say: Chelsea 2-0 Sheffield United
As pitiful as Chelsea have been on home soil in 2023, going down to the Premier League's basement side would be unthinkable, but Sheffield United's horrendous away record makes for reassuring reading for the home crowd.