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Boxers Jermall and Jermell Charlo fight on a double-card pay-per-view event on Saturday, Sep. 26. Called the Charlo Doubleheader, both fighters throw down in championship battles. Jermall takes on Sergiy Derevyanchenko for the WBC Middleweight title while Jermell steps into the ring versus Jeison Rosario in a junior middleweight unification bout. Check out information, analysis, and free picks for both Charlo championship fights so you can wager on their Boxing odds!

Boxing Betting Analysis | Charlo Brothers Enter the Ring

Charlo Doubleheader General Info

When: Saturday, Sep. 26 at 7:00 pm ET

Where: Mohegan Sun Casino, Uncaseville, CT

TV: Showtime Pay-Per-View

WBC Middleweight Title – 12-Rounds

Jermall Charlo -180 / Sergiy Derevyanchenko +150

Undefeated Jermall Charlo has won 22 of his 30 fights either by knockout or technical knockout. Jermall brings some serious physical advantages into this one. He’s 6’0” with a 73 ½” reach while Derevyanchenko is 5’ 9” with a 67 ½” reach.

Sergiy is 13-2. He’s won 10 fights via knockout or technical knockout. But as you might expect, the tough Ukrainian must find a way to get to the taller, undefeated champion. Derevyanchenko is excellent at finding the angle on his opponents, though, which could prove very beneficial on Saturday night.

In his last fight, a unanimous decision loss to the great Gennady Golovkin in October, Sergiy came back from a Round 1 knockdown to press Triple G throughout the rest of the bout. He did so by winning angles and putting his body into position to land excellent shots to both the body and head.

Charlo fights differently than Gennady, though. If Jermall uses his jab, he can keep Derevyanchenko away and win this fight. But, there’s a catch. Sergiy throws more punches per round than any other fighter in the division. Jermall also won’t knock out Dervyanchenko because he’s got an excellent chin.

Sergiy is shorter but he’s one of the best technicians in boxing. If Jermall doesn’t get his way early, he could become disenchanted in the ring. That’s when Dervyanchenko ratchets up the pressure and pushes Charlo to make a mistake. The dog looks like he’s ready to bite in this championship bout.

Boxing Free Pick: Sergiy Derevyanchenko

WBC / WBA / IBF Junior Middleweight Unification – 12-Rounds

Jermell Charlo -460 / Jeison Rosario +355

Since losing to Tony Harrison in 2018, Jermell Charlo has bounced back with two big wins. First, he beat Jorge Cota via knockout in June 2019. Then, last December, he gained revenge over Harrison with a knockout victory. The 33-1 Jermell Charlo is slightly shorter than brother Jermall, measuring at 5’ 11”. He almost has the same reach at 73”.

Opponent Jeison Rosario is 20-1-1 with 14 knockouts. The Dominican Republic born boxer gives up 3-inches in reach. But like Sergiy Derevyanchenko in the fight against Jermall Charlo, Rosario has a chance to provide an upset win.

Jeison last lost in 2017. He’s won eight fights since then. The draw happened against Mark Anthony Hernandez back in February 2018. Rosario upset highly-regarded Julian Williams via a fight-round knockout in his last fight.

Charlo was very aggressive in the second fight against Tony Harrison. If he becomes too aggressive against Jeison, things could go south in a hurry. Jeison has power and showed great patience versus Williams. Although Jermall should beat Jeison, the odds don’t reflect Rosario’s true chances of winning this fight.

As Jermall comes in, Rosario will hit him with stronger punches than what Harrison threw. Also, Charlo slowed down in the middle rounds against Harrison in the last fight. If Tony hadn’t showboated in the eleventh, when Jermall ended the fight, Harrison may have lasted for a split-decision victory.

Jeison Rosario is up against it on Saturday, no doubt. But if he’s patient, lands some good shots as Charlo moves in, and remembers to keep his hands up on defense, he could pull off a major upset.

Boxing Free Pick: Jeison Rosario

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