There were a LOT of #FAmily members at the top of the DraftKings UFC Leaderboard last week, and we'll look to keep the good times rolling with our DFS picks & playbook for UFC 299.

UFC 299: O’Malley vs. Vera takes place this Saturday, live from the Kaseya Center in Miami, Florida. The card kicks off with the Early Prelims at 6:00PM EST on ESPN+, followed by the Prelims at 8:00 PM on ESPNN/ESPN+, and finally the Main Card at 10:00 PM on ESPN+ PPV.  

The Main Event features a rematch between Suga Sean O’Malley and Marlon “Chito” Vera in a fight that should be action packed from start to finish. The Co-Main Event faces off former Interim Lightweight Champion Dustin Poirier against the dangerous Benoit St. Denis.

As always, our UFC DFS Picks & Playbook will have a comprehensive list of odds, stats and matchup analysis for the entire fight card. As always, feel free to reach out to me in discord or on twitter at @MikeIannoneDFS

Now let's look at UFC 299's picks and top plays for your DraftKings UFC lineups.

DFS Picks, Playbook & DraftKings UFC Lineup Advice: UFC 299, O'Malley vs. Vera 2

Main Event

Fighter(s)

Price

Opponent

Risk

Odds

ITD

Sean O'Malley vs. Marlon Vera

9200/7000

-

Stackability: Low

-270/+220

225./400.

Superstar Sean O'Malley tries to avenge the only loss of his career against Marlon "Chito" Vera in the main event this week. O'Malley has quicker hands, he's more technical, and he has a massive reach advantage. Chito has more pure power, and he is more well-rounded than O'Malley even though I wouldn't say he really relies on his ground game much. Vera has never been finished so I expect this to play out over 5 rounds where O'Malley is landing more, but Vera is landing the more powerful shots. I'll have about 50% O'Malley lineups, and 25% Vera lineups but if I'm playing cash games this is the fight that I am looking to stack up. At $9200 it is hard for a striker to pay off his price tag without knockdowns and with Vera's toughness I don't think they will be easy to come by, if O'Malley gets to a decision and lands under 175 strikes, he likely won't make the optimal lineup. It's rare that the challenger has more five round experience than the champion but we have never seen O'Malley go past the third round so it'll be interesting to see how he does once he gets that far. I expect this fight to go the distance, and while I do have O'Malley winning, this isn't one of the fights that I'm overly confident about.
      

Expensive

Fighter(s)

Price

Opponent

Risk

Odds

ITD

Robelis Despaigne

9300

Josh Parisian

Somewhat-Safe

-345 

#N/A

O man, this doesn't feel comfortable, but it feels like I have to do it. Despaigne is an Olympic Taekwondo medalist, and he has insane power and reach, but we haven't seen much from him. His last three fights have lasted a combined 19 seconds, which would be great and lead him to break the slate, but we haven't seen him wrestle, and we don't know what his cardio will look like. Parisian hasn't had a good run in the UFC, so this is the UFC throwing a softball to a legend of the sport. He's either going to score 100+ or he probably gasses out and looks terrible, but I think he's likely scoring that 100+. I have him in about 50% of my lineups.
Asu Almabayev

9500

CJ Vergara

Somewhat-Safe

-575 

#N/A

Asu dominated his UFC debut, and I think this might even be a step down in competition for him. He takes what is given and, in this matchup, he probably uses his wrestling and dominates. Even in Vergara's wins he hasn't had great first rounds, so I expect Asu to get on him early and find the finish. I'm probably taking Asu by submission once the line comes out, but I'll have him in a bunch of my lineups with the only thing limiting me from having more being his price tag.
Benoit Saint Denis

8900

Dustin Poirier

Somewhat-Safe

-205 

-150 

I'm more confident in the winner of this fight making the optimal lineup than I am of the previous two, but this fight is more closely contested so I didn't want to rank BSD too high. He has power, he has submission skills, he has a great chin on him, the only hesitations I have are his cardio for Round 4/5 and this being a major step up in competition for him. Poirier might be on his way out and if BSD wins this fight it is going to be early which leads to a score of 100+.
Mateusz Gamrot

9400

Rafael Dos Anjos

Moderate

-455 

275. 

Gamrot is going to need to wrestle here because he is behind RDA on the feet. RDA is getting older, but he doesn't seem to be slowing down much. I don't think this line should be this wide, and if Gamrot is going to win it is probably by decision, but he'll need 4+ takedowns if he wants to get this win so that could lead to a good score. Compared to the other high-priced fighters who need to land one power punch, or one submission, he'll need to put together 15 minutes of work to make the optimal lineup.
Kyler Phillips

9100

Pedro Munhoz

Moderate

-238 

300. 

Phillips is faster and more athletic, but Munhoz is so durable that it's tough to see him getting the KO. At $9100 and two 5 round favorites priced around him he's going to need to be the first person to KO Pedro Munhoz to make the optimal lineup, and I don't see that happening. He probably wins the fight, but it probably won't score 100+.
      

Mid-Range

Fighter(s)

Price

Opponent

Risk

Odds

ITD

Ion Cutelaba

8400

Philipe Lins

Moderate

-120 

#N/A

This is strictly a GPP play. Cutelaba is going to push a pace, he's going to get takedowns early on and it all comes down to if he can find the finish. If this fight gets to Round 2/3, he is going to be holding on for dear life, but he doesn't score under 95 in any wins and at this price that is a great score. Both sides of this fight are in play.
Philipe Lins

7800

Ion Cutelaba

Moderate

100 

#N/A

Lins needs to survive the early onslaught, but if he does, he likely finds the KO. Even if it is a second or third round win, as an underdog it should be enough for him to contend for the top scoring underdog on the card.
Curtis Blaydes

8200

Jailton Almeida

Somewhat-Risky

-110 

180. 

It's rare that for the Mid-range I start the plays off skipping the 8500-8800 range but the ceiling for the true mid-range is extremely high this week. Blaydes is the better striker, and is going to have 20lbs on Almeida, so he should be able to outmuscle him and get some takedowns. Almeida has shown he can wrestle also but he hasn't shown the cardio and ability that Blaydes has. You can play either side of this fight as they both have pretty high ceilings, but in my single entry contests I'm picking Blaydes.
Kevin Holland

8500

Michael Page

Somewhat-Risky

-130 

240. 

Holland has the wrestling and grappling advantage if he wants to use it, but I expect this to be a striking battle. Holland is younger and hasn't shown any durability issues outside of his five-round fight with Wonderboy which was mostly due to him refusing to grapple at all and even letting Thompson back up. I think Holland likely wins a decision, but there is an outside chance he finds the KO. I'll have about 20% Holland, and I am looking to fade Page making his debut.
Michel Pereira

8700

Michal Oleksiejczuk

Somewhat-Risky

-148 

#N/A

Pereira has been more technical and less flashy of late, but he still has great power and some good wrestling. Mikey O is live in Round 1, but if this fight gets extended it should be Pereira all day. I have a bet on Pereira, and although I'm more confident in him winning than the line suggests, I also know he doesn't throw a ton of volume so if he doesn't get the win in Round 1 it is hard for him to score enough to pay off his price.
Maycee Barber

8800

Katlyn Cerminara

Somewhat-Risky

-205 

300. 

Barber is normally someone to target DraftKings as she likes to engage, wrestle, and push a decently high pace but Cerminara (formerly Chookagian) is someone who moves very well on the outside. Barber is going to have to find a KO on someone who has never been KO'd before and that isn't something I want to bet on, especially someone like Cerminara who has been in there with the top of the division. If I had to play one of these two on DK it would be Barber, but I'm likely fading both.
Petr Yan

8300

Yadong Song

Risky

-125 

450. 

I'm a big fan of Yan but this isn't a good fight for him. Yan always starts slow, so he needs to KO Song to score well, and that is a tough ask. I don't like this fight for DK because both of these guys won't wrestle too much, and it would be unlikely any lands more than 100 strikes. The winner of this fight probably scores 70-80.
      

Pay-Downs 

Fighter(s)

Price

Opponent

Risk

Odds

ITD

Gilbert Burns

7600

Jack Della Maddalena

Somewhat-Risky

140 

250. 

Burns is taking a major step back in competition compared to his war with Chimaev, but he still has a tough task in front of him. Burns is the better wrestler, is a world champion Jiujitsu artist, and has shown cast iron durability outside of getting caught by Usman. I have a bet on Burns, I'm going to have plenty of Burns lineups, and I'm looking to fade JDM as I'm banking on Burns to at least be able to limit the offense that JDM puts forward. 
Dustin Poirier

7300

Benoit Saint Denis

Somewhat-Risky

170 

250. 

Poirier has the highest ceiling of anyone in this range and even in a decision loss he probably scores 50 points. In his prime he would likely be the favorite here, but it's tough to know how much the KO against Gaethje took out of him. I'm still backing Poirier and putting a bet on him, but he has to make this fight play out over 4-5 rounds and take BSD into deep water if he wants to have a chance. 
Joanne Wood

7200

Maryna Moroz

Risky

190 

#N/A

This is a weird pick to put so high up for someone who doesn't finish their opponents, but Wood normally lands 120+ significant strikes in her wins so that’s more than enough to make her in consideration. This is a rematch from years ago where Moroz won by submission, but I'm not confident this fight will get to the ground. I'm fading Moroz and I'll have about 20% Wood in my lineups.
Michal Oleksiejczuk

7500

Michel Pereira

Risky

124 

#N/A

I don't love the low range this week, but we have to play someone, and Mikey O has Round 1 KO power in his hands. Pereira has been on a streak and has a sneaky good defensive fighter but if Mikey O lands clean there aren't many who won't get dropped by it. 
Pedro Munhoz

7100

Kyler Phillips

Risky

195 

500. 

Munhoz throws a ton of leg kicks, and if he can slow Phillips down and outwork him, he could be able to get a win. It's going to be tough for Munhoz to find him early on but eventually he'll be able to track him and Munhoz has shown he is tough enough that he isn't going anywhere. I'll have Munhoz lineups, and while he doesn't have the highest ceiling, he does have a decent chance to win this fight. He also has a sneaky guillotine if Phillips tries to wrestle that could end the fight quickly.
Rafael Dos Anjos

6800

Mateusz Gamrot

Risky

350 

+1,000 

This is probably a sign of my age, but RDA has shown he can wrestle with anyone in the division and I'm banking on it here. He's durable, and Gamrot isn't much a finisher and no one has really been able to keep him down outside of when he moves up to the 170lb divisions. I'll only have 10-15% of this fight total but most of it will be RDA. 
Josh Parisian

6900

Robelis Despaigne

Risky

250 

#N/A

Parisian needs to survive the early storm but if he does Despaigne is a complete unknown. He probably has the wrestling advantage even though that isn't something that Parisian normally relies on. Despaigne is going to be one of the highest owned fighters on the card, so if Parisian wins you get a fighter in your lineup that is under 10% owned, while also knocking out 50% of all remaining lineups.
Katlyn Cerminara

7400

Maycee Barber

Risky

170 

+1,000 

She doesn't score well in her wins outside of one win where she used her wrestling against a kickboxer but that isn't the case here. If she wins, she probably lands 80-100 strikes, scores around 65-70 and that seems to be her ceiling. If you play her in a tournament, you need her to win, and everyone priced below her to lose otherwise she won't make the optimal lineup. 

Sample UFC 299 DFS Lineup

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Live Dogs

Vera, Poirier, Burns, Almeida, Lins

 

O'Malley vs. Vera UFC 299 Picks & Stats

   

Sean O'Malley

vs.

Marlon Vera

$9,200

DFS Salary

$7,000

Record: 17-1-0 (1 NC) 

Record

Record: 23-8-1 

12

Knockouts

8

1

Subs

10

-270 

Vegas Odds

-200

   

Dustin Poirier

vs.

Benoit Saint Denis

$7,300

DFS Salary

$8,900

Record: 29-8-0 (1 NC) 

Record

Record: 13-1-0 (1 NC) 

14

Knockouts

4

8

Subs

9

170 

Vegas Odds

+145 

   

Kevin Holland

vs.

Michael Page

$8,500

DFS Salary

$7,700

Record: 25-10-0 (1 NC) 

Record

Record: 21-2-0 

14

Knockouts

13

7

Subs

3

-130 

Vegas Odds

110 

   

Gilbert Burns

vs.

Jack Della Maddalena

$7,600

DFS Salary

$8,600

Record: 22-6-0 

Record

Record: 16-2-0 

6

Knockouts

11

9

Subs

2

140 

Vegas Odds

-166 

   

Petr Yan

vs.

Song Yadong

$8,300

DFS Salary

$7,900

Record: 16-5-0 

Record

Record: 21-7-1 (1 NC) 

7

Knockouts

9

1

Subs

3

-125 

Vegas Odds

105 

 

0

 

Curtis Blaydes

vs.

Jailton Almeida

$8,200

DFS Salary

$8,000

Record: 17-4-0 (1 NC) 

Record

Record: 20-2-0 

12

Knockouts

7

0

Subs

12

-110 

Vegas Odds

-110 

   

Katlyn Cerminara

vs.

Maycee Barber

$7,400

DFS Salary

$8,800

Record: 18-5-0 

Record

Record: 13-2-0 

2

Knockouts

4

1

Subs

9

170 

Vegas Odds

-205 

   

Mateusz Gamrot

vs.

Rafael Dos Anjos

$9,400

DFS Salary

$6,800

Record: 23-2-0 (1 NC) 

Record

Record: 32-15-0 

8

Knockouts

5

5

Subs

11

-455 

Vegas Odds

350 

   

Pedro Munhoz

vs.

Kyler Phillips

$7,100

DFS Salary

$9,100

Record: 20-8-0 (2 NC) 

Record

Record: 11-2-0 

5

Knockouts

5

8

Subs

2

195 

Vegas Odds

-238 

   

Ion Cutelaba

vs.

Philipe Lins

$8,400

DFS Salary

$7,800

Record: 17-9-1 (1 NC) 

Record

Record: 17-5-0 

13

Knockouts

9

2

Subs

4

-120 

Vegas Odds

100 

   

Michel Pereira

vs.

Michal Oleksiejczuk

$8,700

DFS Salary

$7,500

Record: 29-11-0 (2 NC) 

Record

Record: 19-6-0 (1 NC) 

11

Knockouts

14

7

Subs

1

-148 

Vegas Odds

124 

   

Robelis Despaigne

vs.

Josh Parisian

$9,300

DFS Salary

$6,900

Record: 4-0-0 

Record

Record: 15-7-0 

4

Knockouts

11

0

Subs

2

-345 

Vegas Odds

250 

   

CJ Vergara

vs.

Asu Almabayev

$6,800

DFS Salary

$9,500

Record: 12-4-1 

Record

Record: 18-2-0 

7

Knockouts

3

0

Subs

9

425 

Vegas Odds

-575 

   


 

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