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FIFA Club World Cup round of 16 prop picks: Bet on Lautaro Martinez and Serhou Guirassy

The FIFA Club World Cup has reached the round of 16.

The latest: Borussia Dortmund topped Group F, setting up a favourable matchup against CF Monterrey in the first round of the knockout stage. Before that, Lautaro Martinez looks to lead Inter Milan’s attack in its match against Fluminense.

Check out the best FIFA Club World Cup prop picks for the round of 16 matches featuring Martinez and Serhou Guirassy.

FIFA Club World Cup prop picks

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Best Bet: Guirassy over 1.5 shots on goal (-103)

Guriassy isn’t burying goals at a high clip at the moment, but it hasn’t been due to a shortage of chances.

In the final two group stage fixtures, he had seven shots on target in total.

Monterrey is a side in the Mexican league (Liga MX) and did well in the group stage, finishing with two draws and a win.

The team also conceded just one goal against Inter Milan, but clean sheets against a Japanese side (Urawa Reds) and River Plate don’t make Monterrey a defensive juggernaut.

Besides, Dortmund’s striker doesn’t need to score to cash this wager. He just needs a couple of opportunities in front of goal.

Inter Milan had 15 shot attempts in its game against Monterrey in the group stage.

Key stat: Guirassy has cleared this line in six of his past nine matches across all competitions with Borussia Dortmund.

Full FIFA Club World Cup betting markets

Inter Milan vs. Fuminense best bet

Maritnez to score (+123): Martinez is a goal-scoring machine for Inter Milan.

He scored in two of the three group stage matches.

He attempted 11 shots total in those fixtures.

The Argentine attacker went on a tear over the second half of this past season. Since Jan. 6, he has scored in 16 of 30 matches for the Italian giant (18 goals total).

And now he gets a soft matchup against Fluminense, the sixth-place team in the Brazilian Serie A. The side has allowed more goals (12) than any other top-eight team in its league.

FIFA Club World Cup prop picks made at 11:30 a.m. on 06/29/2025.

Blue Jays vs. Red Sox prop picks June 29: Target Eric Lauer, Trevor Story to be productive

The Toronto Blue Jays look for another series win against the Boston Red Sox on Sunday.

The pregame narrative: Eric Lauer takes the mound for the Jays, and the lefty has been red-hot lately. He will be tasked with containing a Red Sox lineup that scored 15 runs in yesterday’s contest.

Check out my Blue Jays picks vs. the Red Sox for June 29, featuring Lauer and Trevor Story.

Blue Jays picks vs. Red Sox

Best Bet: Lauer over 14.5 outs (-137)

There’s some juice to get past with this line, but I think it’s worth it. Let me explain.

Lauer has been excellent for the Jays. He has a 2.21 ERA in 40.2 innings pitched.

That forced John Schneider to move him from his bulk reliever role to a traditional starter.

He’s cleared this line in consecutive starts, logging over 5.0 IP and giving up two runs total.

The Jays simply need Lauer to eat some innings here, even if he doesn’t bring his best stuff to Fenway Park.

Toronto only got 2.0 IP out of Chris Bassitt in yesterday’s 15-1 loss and ended up using four relievers.

The high-leverage guys will still be available in the later innings, but the Jays will need someone to steer the ship to that point.

Despite the 15-run outburst yesterday, the Red Sox have scored two or fewer runs in six of 10 games since trading Rafael Devers.

Key stat: In June, Lauer has a 1.71 ERA in five appearances (three starts), and he owns an 85th-percentile xBA this season (.212), per Baseball Savant.

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Quick pick

Story over 1.5 total bases (+120): Story is someone I could see doing damage in this matchup, so I’ll back him in a market completely in his control.

The slugging infielder is the only player on the Red Sox who’s seen Lauer more than five times in his career. And that 22-at-bat sample size gives us a lot to work with.

In those meetings, Story has a .364 average with two doubles and three home runs (.864 SLG).

The success probably stems from his platoon advantage in this matchup. Story bats .253 and has a .413 SLG against LHP this season. That’s much better than his .227 average and .352 SLG against righties.

Blue Jays picks made at 10:01 a.m. ET on 06/28/2025.

Wimbledon first round parlay picks: Bet on Daniil Medvedev and Taylor Fritz at +410

Matches at Wimbledon start on Monday, and there’s tons of action to choose from for a parlay.

The pregame narrative: Taylor Fritz comes into this major off the back of two titles in June. He opens play against Giovanni Mpetshi Perricard. Earlier on, Daniil Medvedev starts his run at Wimbledon against Benjamin Bonzi on Court 2.

Check out my top Wimbledon parlay picks for June 30, featuring a pick on Tallon Griekspoor vs. Jenson Brooksby.

Wimbledon parlay picks

Parlay: Medvedev -2.5 sets | Fritz -3.5 games | Griekspoor to win (+410)

Medvedev -2.5 sets (-125): Medvedev’s 61-26 career record on grass rivals the best in the sport. He’s consistently had a good grass record and is 5-2 to start 2025.

He came up just shy at the Halle Open, losing to a red-hot Alexander Bublik in the final.

Bonzi, on the other hand, has been quite poor on the playing surface. He has a 2-3 record with the wins coming against opponents with an average rank of 222.5.

Plus, He lost both matches against top 50 opponents (Jiri Lehecka, Quentin Halys) in straight sets.

Medvedev has a recent common opponent with Bonzi. He beat Halys in straight sets on June 19.

He should be able to use his ferocious serve to overwhelm Bonzi on the fast-playing grass surface. I can’t see the Frenchman having many, if any, break opportunities.

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Tennis parlay picks

Fritz -3.5 games (-121): There may not be anyone with more momentum than Fritz heading into Wimbledon.

In preparation for the major, the American won two titles on grass and has put together an 8-1 record on the surface in 2025.

Since the start of 2023, Fritz has an 18-3 record on grass.

Mpetshi Perricard looks like a promising young player, but he’s lost back-to-back matches, both of which were played on grass.

His 13-14 overall record this season is nothing to write home about, either, as he falls short in big matches.

vs. top 50 opponents: 3-10
vs. opponents outside the top 50: 10-4

Fritz is ranked No. 5 in the world and made it to the quarterfinals at Wimbledon a year ago.

Back Griekspoor to advance

Griekspoor to win (-188): The Dutch player made his season debut on grass at the Mallorca Open and rolled through the event, winning each match in straight sets en route to the title.

That included wins over Gabriel Diallo, Felix Auger-Aliassime and Corentin Moutet. The three have a combined record of 21-8 on the grass in 2025.

His first round opponent, Brooksby, is no slouch as he’s 6-4 in his last 10 matches on this type of court. He’s coming off a loss to Fritz in the final at Eastbourne.

Brooksby did qualify as a lucky loser, however, so his success at the event is to be taken with a grain of salt.

Besides that, Griekspoor is playing the best tennis of his career, demonstrated by his 27-12 season record to this point.

Additionally, his 68.4% win rate on grass is his best on any playing surface in his career.

Wimbledon parlay picks made at 4:19 p.m. on 06/28/2025

Tennis picks and predictions June 30: Best first-round bets for the Canadians at Wimbledon

Three popular Canadian tennis players are in action in the first round at Wimbledon on Monday.

The pregame narrative: The yearly Grand Slam major played on grass begins with Felix Auger-Aliassime taking on James Duckworth. Gabriel Diallo also gets his tournament started on Monday against Daniel Altmaier.

Check out my top tennis predictions for the June 30 matches at Wimbledon, featuring a pick on Leylah Fernandez vs. Hannah Klugman.

Tennis predictions: June 30

Best Bet: Auger Aliassime -5 games (-112)

Auger-Aliassime is having a roller coaster of a season, and he’s currently making a climb.

The Canadian went 5-3 on grass in preparation for Wimbledon and advanced past the first round in all three of the events.

He lost to some quality opponents, but the good news for this matchup is that he’s comfortably taken care of lower-seeded players.

That brings me to Duckworth, who is currently ranked No. 106 in the world. He’s 5-4 on grass, and he hasn’t beaten a top 50 player this year on the surface.

On top of that, he’s been crushed by Auger-Aliassime in their career meetings. FAA is only getting better, while Duckworth is on the decline at 33 years old.

Key stat: In two meetings since the start of 2020, Auger-Aliassime is 2-0 vs. Duckworth, winning all five sets. The Canadian covered this line in their one career Grand Slam matchup (6-4, 6-1, 6-2).

Full tennis betting markets

Best bet for Diallo vs. Altmaier

Diallo under 20.5 games won (-112): The 23-year-old from Montreal is shaping into a very good player on grass.

He’s 8-2 on the surface this year.

He won his first-ever ATP singles title on grass at the Libema Open in June.

He doesn’t have the best history against Altmaier, losing both matches, but they’ve never played on grass. I predict that to be a huge factor in this chapter.

And that’s because it’s easily the German’s worst playing surface. He’s never finished a season with a win rate above 50% on grass and holds a 9-16 career record on the surface.

Altmaier has won more than 53% of his matches on every other surface, so it’s a clear weakness for him.

Expect Diallo to use his long, powerful frame to push a pace early that his opponent won’t be able to match.

The Canadian has held 91.2% of his service points on grass this season. This is a good way of backing Diallo to win in straight sets with three games of insurance to work with.

Best bet for Fernandez vs. Klugman

Fernandez/Klugman under 19 games (-120): Of all the Canadians on the women’s side, Fernandez got the best draw.

Her 16-year-old counterpart will be a great player one day, but she isn’t ready for Wimbledon yet.

Klugman went 6-3 on clay this season, but her 0-2 start on grass has followed a familiarly bad trend.

In her short career, the English tennis player is 4-12 on the surface. She does her best work on the red dirt but also has a winning record on all other court types.

Both of Klugman’s matches on grass were played on the WTA tour, so it’s comparable competition to what Fernandez will provide.

She managed to win just 10 games across those two matches, with both going under this total.

Fernandez is coming off a competitive outing (7-6, 7-6) against Jasmine Paolini (No. 4). She fell short in the matchup but looks to be in good form heading into London.

Tennis predictions made at 4:13 p.m. on 06/28/2025.

Wimbledon first round parlay picks: Bet on Daniil Medvedev and Taylor Fritz at +426

Matches at Wimbledon start on Monday, and there’s tons of action to choose from for a parlay.

The pregame narrative: Taylor Fritz comes into this major off the back of two titles in June. He opens play against Giovanni Mpetshi Perricard. Earlier on, Daniil Medvedev starts his run at Wimbledon against Benjamin Bonzi on Court 2.

Check out my top Wimbledon parlay picks for June 30, featuring a pick on Tallon Griekspoor vs. Jenson Brooksby.

Wimbledon parlay picks

Parlay: Medvedev -2.5 sets | Fritz -3.5 games | Griekspoor to win (+426)

Medvedev -2.5 sets (-118): Medvedev’s 61-26 career record on grass rivals the best in the sport. He’s consistently had a good grass record and is 5-2 to start 2025.

He came up just shy at the Halle Open, losing to a red-hot Alexander Bublik in the final.

Bonzi, on the other hand, has been quite poor on the playing surface. He has a 2-3 record with the wins coming against opponents with an average rank of 222.5.

Plus, He lost both matches against top 50 opponents (Jiri Lehecka, Quentin Halys) in straight sets.

Medvedev has a recent common opponent with Bonzi. He beat Halys in straight sets on June 19.

He should be able to use his ferocious serve to overwhelm Bonzi on the fast-playing grass surface. I can’t see the Frenchman having many, if any, break opportunities.

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Tennis parlay picks

Fritz -3.5 games (-115): There may not be anyone with more momentum than Fritz heading into Wimbledon.

In preparation for the major, the American won two titles on grass and has put together an 8-1 record on the surface in 2025.

Since the start of 2023, Fritz has an 18-3 record on grass.

Mpetshi Perricard looks like a promising young player, but he’s lost back-to-back matches, both of which were played on grass.

His 13-14 overall record this season is nothing to write home about, either, as he falls short in big matches.

vs. top 50 opponents: 3-10
vs. opponents outside the top 50: 10-4

Fritz is ranked No. 5 in the world and made it to the quarterfinals at Wimbledon a year ago.

Back Griekspoor to advance

Griekspoor to win (-196): The Dutch player made his season debut on grass at the Mallorca Open and rolled through the event, winning each match in straight sets en route to the title.

That included wins over Gabriel Diallo, Felix Auger-Aliassime and Corentin Moutet. The three have a combined record of 21-8 on the grass in 2025.

His first round opponent, Brooksby, is no slouch as he’s 6-4 in his last 10 matches on this type of court. He’s coming off a loss to Fritz in the final at Eastbourne.

Brooksby did qualify as a lucky loser, however, so his success at the event is to be taken with a grain of salt.

Besides that, Griekspoor is playing the best tennis of his career, demonstrated by his 27-12 season record to this point.

Additionally, his 68.4% win rate on grass is his best on any playing surface in his career.

Wimbledon parlay picks made at 3:10 p.m. on 06/28/2025

Jake Paul vs. Julio Cesar Chavez Jr. best bet: Back Paul to win a lengthy bout

Jake Paul meets his next opponent, Julio Cesar Chavez Jr., on Saturday night in the main event at Honda Center.

The pre-fight narrative: Paul is facing another professional boxer, but as usual, there are questions about Chavez’s ability to be competitive, given his age and recent results.

Check out my Paul vs. Chavez best bet for the June 28 fight in Anaheim, California.

Paul vs. Chavez best bet

Check out the latest odds for the Jake Paul fight.

Best bet: Paul by decision (+110)

This is a step in the right direction for Paul, facing a 39-year-old Chavez who has 62 career pro bouts.

The unfortunate part is that Chavez is far removed from his prime and not the opponent anyone wanted Paul to see at this stage of his boxing career.

After going undefeated through the first 48 fights of his career, Chavez has lost six of his last 14.

That includes a decision loss to Anderson Silva, a common opponent that Paul managed to beat decisively on the judges’ scorecards.

It feels like another one of the 28-year-old American’s handpicked opponents, and it certainly is, but Chavez deserves some credit for his ability.

The Mexican has only been finished twice in his 62-bout tenure. One of those losses was by TKO because of a cut caused by an accidental clash of heads, something that wasn’t reviewable.

And it’s not like Paul flashes otherworldly knockout power. He failed to finish a 58-year-old Mike Tyson and looked rather cautious with the legend’s fading skills.

Chavez is, by all means, a better opponent than Tyson at this point. But he should be the slower, less powerful of the two boxers on Saturday, and that carries a lot of weight in this sport.

Speaking of weight, Paul actually cut some for this contest. He made the 200-pound limit despite some reported concerns.

The cruiserweight class is a comfortable spot for Chavez in the later stages of his career. Although still the bigger man, Paul won’t have as much of a size advantage as he’s used to.

Paul vs. Chavez best bet made at 2:45 p.m. ET on 06/28/2025.

Jake Paul vs. Julio Cesar Chavez Jr. best bet: Back Paul to win a lengthy bout

Jake Paul meets his next opponent, Julio Cesar Chavez Jr., on Saturday night in the main event at Honda Center.

The pre-fight narrative: Paul is facing another professional boxer, but as usual, there are questions about Chavez’s ability to be competitive, given his age and recent results.

Check out my Paul vs. Chavez best bet for the June 28 fight in Anaheim, California.

Paul vs. Chavez best bet

Check out the latest odds for the Jake Paul fight.

Best bet: Paul by decision (-108)

This is a step in the right direction for Paul, facing a 39-year-old Chavez who has 62 career pro bouts.

The unfortunate part is that Chavez is far removed from his prime and not the opponent anyone wanted Paul to see at this stage of his boxing career.

After going undefeated through the first 48 fights of his career, Chavez has lost six of his last 14.

That includes a decision loss to Anderson Silva, a common opponent that Paul managed to beat decisively on the judges’ scorecards.

It feels like another one of the 28-year-old American’s handpicked opponents, and it certainly is, but Chavez deserves some credit for his ability.

The Mexican has only been finished twice in his 62-bout tenure. One of those losses was by TKO because of a cut caused by an accidental clash of heads, something that wasn’t reviewable.

And it’s not like Paul flashes otherworldly knockout power. He failed to finish a 58-year-old Mike Tyson and looked rather cautious with the legend’s fading skills.

Chavez is, by all means, a better opponent than Tyson at this point. But he should be the slower, less powerful of the two boxers on Saturday, and that carries a lot of weight in this sport.

Speaking of weight, Paul actually cut some for this contest. He made the 200-pound limit despite some reported concerns.

The cruiserweight class is a comfortable spot for Chavez in the later stages of his career. Although still the bigger man, Paul won’t have as much of a size advantage as he’s used to.

Paul vs. Chavez best bet made at 11:15 a.m. ET on 06/28/2025.

Canada vs. Guatemala Gold Cup quarterfinal SGP predictions: Bet on Canada to win in +320 parlay

Canada and Guatemala meet with a spot in the Gold Cup semifinal up for grabs.

The pregame narrative: The Canadians won two and drew one, which was enough to top Group B. That set up a favourable quarterfinal match against Guatemala, which is the lowest-ranked side remaining at the tournament.

Check out my Canada vs. Guatemala SGP predictions for June 29, featuring Jonathan David.

Canada vs. Guatemala predictions

Parlay: Canada to win | Guatemala under 0.5 goals | Jonathan David to score (+320)

Canada to win (-295): Les Rouges are sitting at No. 30 in the FIFA rankings and could continue to rise with a deep run at the Gold Cup.

And their next opponent, Guatemala, certainly doesn’t match Canada in talent, ranking 106th in the world (76 spots below the Canadians).

The side did well in the group stage, winning two games and claiming the second spot behind Panama.

But it was gifted the easiest group, avoiding USA, Mexico and Canada. Wins against Jamaica and Guadeloupe certainly don’t make Guatemala a contender.

Canada had a letdown performance against Curacao in its second match, but other than that, Jesse Marsch’s squad has been in outstanding form.

Les Rouges have a 6-0 win over Honduras, the side that finished second in the group, and a 2-0 win over El Salvador.

The offence has gone through dry spells, but the defence has met the standard every step of the way.

Go to full Canada vs. Guatemala betting markets

Other SGP legs

Guatemala under 0.5 goals (-117): That brings me to the next leg of the parlay.

Canada joins USA as the only two teams to concede one goal or less in the group stage.

Guatemala recorded 3.8 xG in three games in the group stage against worse opponents.

Les Rouges are on a fantastic run defensively. They have three clean sheets in their past four games, dating back to a 0-0 draw with Ivory Coast earlier in June.

At the Gold Cup, Canada’s goalies have only needed to make three saves on four total shots on goal. That’s the fewest of any side at the tournament.

David to score (+115): In a big match, I expect Canada’s best player to shine through.

David only has one goal to this point, but he is easily Canada’s most decorated goalscorer.

He has 35 goals in 66 international caps, including four in seven games to start 2025.

The 25-year-old attacker had 23 goals in 36 starts across the French Ligue 1 and Champions League this season.

Because of that, he is rumoured to be making a move to Juventus once his contract for Lille comes to an end in a few days.

Additionally, David is the penalty taker for Canada, which could help cash this bet if the opportunity for a spot kick arises.

Canada vs. Guatemala predictions made at 9:34 a.m. on 06/28/2025.

Tennis predictions for Eastbourne Open, Bad Homburg Open finals: Fritz vs. Brooksby, Pegula vs. Swiatek best bets

Both the Eastbourne Open and Bad Homburg Open will play their finals on Saturday morning.

The pregame narrative: Taylor Fritz looks to add a second title this month in his match against Jenson Brooksby. On the women’s side, Iga Swiatek and Jessica Pegula look to add to their trophy cases before Wimbledon starts next week.

Check out my top tennis predictions for the June 28 matches.

Tennis predictions: Eastbourne Open

Best bet: Fritz under 12.5 games won (+125)

This is a good way to back the American while avoiding his -148 price tag to win in straight sets.

Fritz already has a title on grass this season (Stuttgart Open) and is proving to be one of the best in the world on the surface.

In the last two years, he’s 16-3 on grass, including a 6-1 start in 2025. On Saturday, he has the chance to add another title before he turns his focus to Wimbledon.

Fritz plays Brooksby, the No. 133-ranked men’s player.

Brooksby qualified as a lucky loser at Eastbourne and took advantage, winning three of the next four matches in straight sets.

But he’s needed three more matches than Fritz to reach the final, and that can’t be ignored.

These two have a recent match to look at, coming at the Australian Open in January. Fritz won the contest by a landslide, winning all three sets (6-2, 6-0, 6-3).

For this wager to cash, the No. 5-ranked player needs to win in straight sets with a few breaks mixed in. Or he could lose badly, but I don’t see that in the cards.

Key stat: In their last meeting, Fritz won six of his seven break points.

Full tennis betting markets

Best bet for Pegula vs. Swiatek

Swiatek -4.5 games (+108): Swiatek has won six of her 10 career matches with Pegula, but the two have never met on grass.

And that’s one surface where the Polish player shines. She’s off to a 3-0 start this season and has yet to lose a set.

Overall, she’s 21-8 on grass in her career and 12-2 since the start of 2023.

Pegula is a good player on the surface, holding a 32-22 career record. But she’s faced far more resistance at the Bad Homburg Open, needing all three sets to win her last two matches.

That’s resulted in needing almost an hour more of court time to reach the final.

Swiatek hasn’t won a title so far in 2025, and it’s cost her in the rankings. She’s down at No. 8 after a lengthy stint in the top five.

This is a great chance to start a turnaround. She presumably has a stamina advantage and is next to unbeatable on grass.

Tennis predictions made at 3:58 p.m. on 06/27/2025.

Canada vs. Guatemala Gold Cup men’s soccer odds and best bet: Take the under in quarterfinal match

The Canadian men’s national team won Group B, setting up a quarterfinal match with Guatemala.

The pregame narrative: Canada went 2-0-1 in the group stage, conceding just won goal along the way. Les Rouges have netted nine goals on offence and are heavily favoured to advance past Guatemala at the Gold Cup.

Check out our Canada vs. Guatemala odds and my best bet for the men’s quarterfinal soccer match on June 29.

Canada vs. Guatemala odds

Go to full Canada vs. Guatemala betting markets

Canada vs. Guatemala markets	Betting odds
Canada to win	-286
Draw	+400
Guatemala to win	+850
Canada draw no bet	-1,100
Guatemala draw no bet	+525
Over 2.5 goals	-130
Under 2.5 goals	+100

Canada vs. Guatemala odds as of 2:55 p.m. ET on 06/27/2024.

Best bet

Under 2.5 goals (+100): Although Canada scored nine times in the group stage, six of those goals came against Honduras in the opening match.

Since then, the Canadians have scored three goals in two matches and needed the help of two red cards from El Salvador to win 2-0.

Les Rouges has it in them to score in bunches, but injuries and other absences have left a relatively new group still finding chemistry.

Canada holding another clean sheet will also be important for this pick, but I’m not too worried about that.

The side has done so in three of its past four matches. One of those games was against Ivory Coast, which sits No. 41 in the FIFA Rankings, 64 spots above Guatemala.

You could back Guatemala under 0.5 goals at -106 if you prefer, but I like the plus-money odds with insurance for a 1-1 draw that needs extra time.

The underdog should come out with a nothing-to-lose attitude, so expect a physical match with lots of whistles and a slow pace, similar to the match with El Salvador.

Key stat: Canada and Guatemala have a combined 4-2 record against this wager at the Gold Cup.

Canada vs. Guatemala predictions made at 2:55 p.m. on 06/27/2025.