Tim Bissell expects Paddy Pimblett to have his toughest, longest fight yet against Michael Chandler at UFC 314. While Pimblett's submission skills are elite, Chandler has shown he can defend submissions effectively, having resisted Charles Oliveira for extended periods and rarely getting tapped in his career. Bissell foresees Pimblett's size and ground dominance keeping Chandler immobilized for extended stretches, resulting in a longer engagement rather than the quick submission finish many anticipate. Consequently, he strongly recommended betting the Over 1.5 rounds (-180) prop as the best value for this specific matchup.

Tim Bissell highlighted serious reasons for concern regarding Alexander Volkanovski heading into UFC 314 against Diego Lopes. He pointed out Volkanovski's advanced age at 37 and recent physical decline, suffering two stoppage losses due to strikes. Bissell emphasized Lopes' potential dual-threat, as he leads the division with a knockdown rate of 1.3 per 15 minutes—higher than renowned punchers Josh Emmett (1.12) and Ilia Topuria (0.99). On top of the KO danger, Lopes is also the division's premier submission specialist, with a unique capability to threaten repeatedly on the ground, averaging 3.03 submission attempts per 15 minutes. Bissell believes Lopes offers significant value betting at +5.5 (-190), covering scenarios like knockout, submission, or even a tightly fought loss for Lopes, considering the combination of power, ground skill, and circumstances surrounding Volkanovski's recent downturn.

Tim Bissell argued for betting the Over 1.5 rounds (-166) in the UFC 314 matchup between Jim Miller and Chase Hooper. Despite Miller's age, Bissell saw it as disrespectful to expect an early loss detection against Hooper. Hooper has evolved but Miller's experience, durability, and cage-craft make an early finish improbable, ensuring this fight extends into deeper rounds. Betting Over 1.5 rounds thus represents attractive value based on the respect Miller commands and durability displayed across his UFC tenure.

Tim Bissell recommended betting on veteran Darren Elkins at +280 odds against Julian Erosa at UFC 314. He cites Erosa’s vulnerability (seven career knockouts) and Elkins’ toughness and solid grappling defense (only one career submission loss). Elkins’ historically resilient style suits him against Erosa's overly aggressive approach, positioning Elkins as an attractive and undervalued wagering choice. Bissell strongly advocates the moneyline underdog value, emphasizing that Elkins is uniquely position to capitalize on Erosa's defensive shortcomings and secure the upset.

Tim Bissell confidently sees Sean Woodson outpointing and defeating Dan Ige by decision at UFC 314. He pointed to the substantial reach advantage (seven inches) for Woodson and his high-volume striking that averages 5.66 significant strikes per minute compared to Ige's 3.66. Despite Ige’s durability, Bissell expects Woodson’s striking output and range advantage to decisively score enough points in a three-round contest. He specifically recommended Sean Woodson by decision (-120) as the most appealing wager in this matchup due to these clear stylistic advantages.