Chris Welsh strongly advised selling Jackson Holliday after a superficially hot start, noting severe underlying red flags. Even though Holliday is hitting above .300 in April, his expected batting average is under .200, coupled with a declining hard-hit rate and concerning 40% strikeout rate. Welsh also observed Holliday's bat speed dropping by one mile per hour while becoming shorter at the same time, revealing inefficient mechanics. He recommended proactively trading Holliday for less-heralded assets experiencing temporary downturns, such as Jeremy Pena or Xavier Edwards.

Chris Morgan identified Jackson Holliday as a DFS value play and excellent buy-low candidate following his poor age-20 season (.under Mendoza Line, 5 HR in 60 GP). Morgan highlighted Holliday's pedigree—being the first-overall pick—as reason to remain optimistic. He specifically mentioned facing veteran righty Chris Bassitt, who notably struggled at home with a 4.56 ERA, allowing left-handed hitters to slash .305 against him last year. Holliday's lefty bat sets him up favorably for an ideal DFS situation to exploit matchup advantages and drive value.