A new name has entered Kentucky’s transfer portal conversation, and while the interest is real, the path to landing him won’t be simple. Mark Pope and his staff are now juggling multiple priorities, and if they want to secure this latest target, they’ll need to outmaneuver several SEC rivals who are already circling.
Justin McBride has been one of the most talked-about prospects in Kentucky’s recent transfer portal activity. Among the players to visit campus since Donnie Freeman’s recruitment phase, McBride stands out as the only one with a clear-cut case to step into a starting role right away. His ongoing visit has only intensified speculation that he could become the next commitment for the Wildcats. If that happens, it would be a significant boost to Pope’s frontcourt and overall roster balance.
However, McBride is far from the only focus for Kentucky at this stage. According to reporting from Jacob Polacheck and KSR, the Wildcats are also engaged with Dayton transfer guard De’Shayne Montgomery, who has officially drawn interest from the program. Montgomery, a physical and experienced guard, could represent a key late addition to Kentucky’s backcourt rotation if things break the right way for the Wildcats.

The competition for Montgomery, though, is shaping up to be intense. He has already taken visits to NC State and Louisville, and additional SEC programs such as Ole Miss and South Carolina are expected to remain heavily involved in his recruitment. Having previously played at Georgia before transferring to Dayton, a return to the SEC appears to be a realistic and even likely outcome, which only raises the stakes for Kentucky.
On paper, Kentucky may seem like a natural landing spot. But recruiting is rarely that straightforward. If Ole Miss or South Carolina can offer Montgomery a clearer or more expanded role within their systems, that could complicate the Wildcats’ pursuit. Playing time and fit will likely be deciding factors, especially for a player evaluating his final collegiate destination.
Montgomery brings strong production and versatility to the table. The 6-foot-4 guard averaged 13 points and four rebounds per game during his junior season, while shooting nearly 49 percent from the field. His defensive impact is equally notable, with more than two steals per contest, showing his ability to disrupt opposing offenses and create transition opportunities.

If he were to join Kentucky, Montgomery would likely slot in as a key reserve behind Alex Wilkins at the shooting guard position, with the flexibility to also slide into the small forward role in certain lineups. That kind of versatility would give Pope additional lineup options and depth.
From Kentucky’s perspective, this is a recruitment worth pushing hard for. The Wildcats have the resources and program appeal to compete with any SEC opponent, but the outcome will depend on how aggressively they close in the coming stages of the process. Montgomery fits the mold of a tough, efficient contributor who could make an immediate impact if the staff manages to secure his commitment.