Daily Dingers for Friday (August 28th): Best & Most Fun Home Run Bets

We’re back to all hands on deck tomorrow at the ballpark, so there’s no excuse not to hit a home run prop or two. For my Daily Dingers for Friday (August 28th): Best & Most Fun Home Run Bets, we’re off to Progressive Field in Cleveland, Ohio, and Truist Park in Atlanta, Georgia. Let’s get this money!

Daily Dingers for Friday (August 28th): Best & Most Fun Home Run Bets

Kansas City Royals vs Cleveland Guardians

Start Time: 7:10 PM EST

I don’t think I’ve cashed a home run bet on Bobby Witt Jr. this season, but I’m going back to that well. Witt Jr’s power has dropped yet again, for the third straight season, but I like his matchup tomorrow.

That’s because the Cleveland Guardians are starting Tanner Bibee, who is in the top 10 in the majors for homers allowed this season. And Witt Jr has taken him yard three times in 24 career at-bats.

Best Bet: Bobby Witt Jr. (+445)

Colorado Rockies vs Atlanta Braves

Start Time: 7:15 PM EST

I have more faith in the Atlanta Braves’ Matt Olson to cash for us tomorrow, however. And for good reason, as he has 37 homers, second best in the majors, and just hit one out on Wednesday.

The Colorado Rockies’ Tomoyuki Sugano is another one of the pitchers on the infamous leaderboard for home runs allowed this season, so I like Olson’s chances at hitting #38 (or 39 or…) on Friday.

Best Bet: Matt Olson (+330)

Bonus Bet: Pete Crow-Armstrong (+300)

2026 Overall Record: 32-166 (16%)
Profit (based on $100/bet): -($1,367.00)
Return on Investment: -7%