Boston Celtics: 3 free agents Cs should have pushed harder for

The Boston Celtics have had themselves quite a nice offseason, what with their copious amounts of moves and shakeups to their rotation that should, in theory, better position themselves for more success in 2021-22 than they had in 2020-21.

Even though they found themselves in possession of one of the least flexible salary situations heading into this year’s free agency period, new President of Basketball Operations, Brad Stevens, still managed to find a way to make the Cs an active bunch, signing guys like Enes Kanter, Josh Richardson (agreed to an extension with Cs), and arguably the biggest steal of the offseason, Dennis Schroder.

After having a summer like the one Boston has had thus far, it’s hard to say they truly did anything wrong with their approach to the offseason.

However, if it came down to having to pinpoint a few mishaps, we at the Houdini believe that there are a few players they should have made some stronger efforts in pursuing.

Today, we discuss 3 talents, in specific, the Boston Celtics should have pushed harder for in free agency:

Player Boston Celtics should have pushed for No. 1) Victor Oladipo

Sure, we understand that seeing the Boston Celtics pursuing yet another injury-prone guard would not have been at the top of any fan’s wishlist, but in the case for Victor Oladipo, his upside is truly phenomenal and, frankly, everyone essentially knew he wouldn’t cost much to sign what with his latest bite from the injury bug.

A player that we at HH discussed many times in the past as being a fantastic target this summer, the 29-year-old would have been a great player to take a flier on in free agency, even if he wound up missing some time at the beginning of this upcoming campaign, which is looking likely.

Despite the fact that he had a disappointing season last year, the former franchise player for the Indiana Pacers still found himself posting solid all-around averages of 19.8 points, 4.8 rebounds, 4.6 assists, and 1.4 steals per game in 2020-21.

A former All-Star/ All-NBA player, Oladipo would have been a cheap two-way player with tremendous potential for the Cs to bring on this summer, formulating a solid core — again, once the medical staff would have cleared him — that consisted of him, Jayson Tatum, Jaylen Brown, Marcus Smart, Al Horford, and still possibly even Dennis Schroder (based on what both players ultimately accepted, the numbers could have easily worked).

In the end, the shooting guard found himself receiving very little bites while on the open market and wound up re-upping with the Miami Heat on a one-year, $2.38 million contract.

Even if they wound up throwing a few extra bucks into the mix to further entice Oladipo to come to Boston, it could still have had the potential to be a low-risk, high-reward move for the Celtics.

We believe at the very least Stevens and co. should have thrown their hat in the ring in an effort to acquire him.