Skip to main content

Is Kris Middleton the Best Shooting Guard in Milwaukee Bucks History!?

Marshall is a Wisconsin realtor and mentor who coaches inner city youth who may not have the access to play otherwise.


Kris Middleton or Ray Allen: Who ya got?

If you’ve been a Bucks fan longer than the past few years, you’re already saying “no” and vehemently. That spot is reserved for the great Jesus Shuttlesworth, also known to some as Ray Allen. As a lifelong Bucks fan, born and raised in this city, I’m inclined to agree. But, I did some digging. After looking into the numbers, I have to say; the question is not as far fetched as you think. Putting nostalgia and recency bias to the side, (easier said than done) let’s give a fair evaluation of each player, focusing only on their time with the Bucks and nothing more.

Ray Allen played six and a half seasons with the Bucks before being traded for Gary Payton and Desmond Mason. In that time, we watched him grow from top five pick to Third Team All-NBA. He captured the heart of this city during his run with Sam Cassell and “Big Dog” Glenn Robinson. As endearing as Allen was however, the team never quite got over the hump. They made it one game away from the NBA Finals and to this day many Bucks fans (myself included) feel they would have won that series were it not for the referees intervening. Although he was a three-time All-Star with the Bucks, he didn’t seem to figure it out until he left. In Seattle he established himself as a perennial All-Star, one of the top scorers in the league, an athletic finisher, and a deadly marksman. They put the ball in his hands and allowed him to be more of a playmaker. It was a role he flourished in to say the least. He became a champion. Twice. Even became the face of three point shooting during his time in Boston and currently holds the all-time record for three-pointers made. It goes without saying that he is also number one in Bucks history in threes made. But what if I told you Khris is going to shatter that record the first week of the 2021–2022 season?

Khris Middleton has played eight seasons with the bucks so far, and our most recent memory is of him being paraded around the streets of our humble city with the most prestigious trophy in the whole basketball universe. That’s something that’s never happened before. Not even fifty years ago when we won the first time. Parades weren’t a thing then. We’ve had the pleasure of watching Middleton go from late second rounder to starter to All Star and now champion. All while managing to stand alongside Giannis Antetokoumpo, and not being swallowed by his shadow. He has had a remarkable journey in the NBA as well. He’s established himself as a two-way player and one of the most efficient players in the league. He’s a two-time All-Star with a ring and soon (hopefully) a gold medal under his belt. Most importantly, all with the Bucks!

As great as Ray-Ray was, its easy to forget that many of his accomplishments came outside of Milwaukee. He is one of the best players to ever put on a Bucks jersey, he just wasn’t his best while in a Bucks jersey. Khris is already top ten in points, three pointers, assists, steals, and minutes played for the Bucks. He’s just twelve three-pointers away from taking Ray Allen’s franchise record for number one in Bucks history. Their career stats are neck and neck with Allen taking the slight edge offensively and Middleton taking the edge defensively. So, when asking who the best shooting guard in Bucks history is, it comes down to these few questions; Do you prefer a smooth post game or a deadly spot up game? Do you prefer offense over defense? Do you prefer the lottery pick or the longshot? Do you prefer second team All-NBA or second best on a championship team? I’ll leave the choice to you.

Career Highs (While playing for the Milwaukee Bucks)

Ray Allen: 22.5 PPG, 5.2 RPG, 4.6 APG, 1.5 SPG, 0.3 BPG, .480 FG%, .434 3PT% .916 FT%

Scroll to Continue

Khris Middleton: 20.9 PPG, 6.2 RPG, 5.4 APG, 1.7 SPG, 0.3 BPG, .497 FG%, .433 3PT%, .916 FT%

© 2021 Marshall Trudo IV

Related Articles