Avatar photoBy Tony TellezJuly 20, 2026 8:39 am

Pirates vs Yankees Pick Prediction, July 20: Tony Tellez Grabs Pittsburgh at Plus Money in the Bronx

Matchup Overview

The Pittsburgh Pirates travel to the Bronx to face the New York Yankees, and Tony Tellez is grabbing the plus money on the visitors. Getting a live underdog at plus 105 against a marquee franchise is enticing on its own, but the underlying matchup makes it a genuine value: a strong Pittsburgh starter, a red-hot Pirates lineup, and a Yankees club buried in a deep slump.

The Yankees’ brand keeps this price near a coin flip, but the current form of these two teams tells a very different story. Tony is happy to take the points with the hotter, better-pitched side.

Pitching Matchup

Pittsburgh sends right-hander Braxton Ashcraft to the mound, and he has been excellent. Ashcraft owns a 3.49 ERA and a sparkling 1.11 WHIP across 19 starts, missing bats at a strong 28 percent strikeout rate while limiting walks to just 6 percent. Crucially, his run prevention has been even better on the road, which sets him up nicely for this trip to New York.

A pitcher with that combination of strikeouts and command is a tough assignment for any lineup, and against a slumping Yankees offense, Ashcraft projects to keep New York quiet. He does not beat himself, and he has the swing-and-miss stuff to escape trouble when it arises.

New York counters with a left-hander whose 4.15 ERA and 1.24 WHIP over 18 starts are respectable but a clear step below Ashcraft. He misses bats at a 27 percent clip, but he has been prone to the long ball at 1.5 home runs per nine, and against a Pittsburgh lineup that has been slugging, that home run vulnerability is a real concern.

The Offensive Story

The bats are the headline here, and they favor Pittsburgh dramatically. The Pirates have been on fire, hitting .288 with a massive .488 slugging percentage over their last 24 games. That is one of the hottest offenses in baseball right now, and it has the extra-base power to punish a home run-prone Yankees starter.

New York, astonishingly, has been the opposite. The Yankees have hit just .204 with a .258 on-base percentage over their last 26 games — a brutal slump for a lineup with that much talent. A team that cannot get on base is a fragile favorite, and it puts enormous pressure on its pitching to be perfect.

A .488 slugging percentage against a .258 on-base mark is a staggering gap in current form. The hotter lineup, by a wide margin, belongs to the underdog.

Bullpen and Trends

The Pirates’ bullpen has been in the better recent form, another edge in a game that could hinge on the late innings. If Ashcraft hands off a lead or a tie, Pittsburgh is well-positioned to protect it, while the Yankees’ slumping offense offers little margin for a comeback.

The situational trends drive the point home. New York has been dreadful, going 9-17 over its last 26 games — a stretch that has cost backers 12 units. Pittsburgh, meanwhile, has been a competitive road team against quality opponents, going 12-9 on the road against winning teams for a positive return. A hot road dog against a slumping home favorite is a classic value spot.

When the pitching, the offensive form, the bullpen, and the trends all favor the underdog, plus 105 is a gift of a number. Tony is taking it without hesitation.

Final Prediction

Tony Tellez is backing the Pittsburgh Pirates on the moneyline at plus 105. Ashcraft’s strong road profile, the Pirates’ scorching bats, the Yankees’ historic slump, and Pittsburgh’s solid road trend against winning teams all point to a Pittsburgh win.

Expect the Pirates to punish a home run-prone Yankees starter and let Ashcraft and their bullpen handle a struggling New York lineup. At plus 105, this is one of the better value dogs on the board.

Betting the Slump

The single most compelling element of this play is the depth of the Yankees’ slump. A .204 average and a .258 on-base percentage over 26 games is not a short cold snap; it is a prolonged, roster-wide funk that has cost backers 12 units. Slumps of that magnitude take real time to escape, and they rarely end against a starter with Ashcraft’s strikeout-and-command profile.

Markets are slow to fully downgrade brand-name teams, which is exactly why the Yankees remain near a coin-flip price despite playing some of their worst baseball of the season. That lag is the opportunity. Betting against a struggling favorite that the public refuses to abandon is one of the most durable edges in sports wagering, and Tony is capitalizing on it here.

The Power Matchup

Pittsburgh’s .488 slugging percentage over its last 24 games is the kind of number that travels, and it collides perfectly with a Yankees starter who has been surrendering home runs at a 1.5-per-nine clip. Yankee Stadium’s short porch only amplifies that danger, giving the Pirates’ hot bats an inviting target. One swing can change this game, and Pittsburgh is the team far more likely to deliver it.

New York, meanwhile, must try to solve Ashcraft with a lineup that cannot buy a baserunner. The Yankees’ power is always a threat on paper, but a team on-basing .258 is not creating the traffic needed to turn solo shots into rallies, and Ashcraft’s low walk rate ensures the bases stay clean.

How the Game Projects

The likely script is Pittsburgh landing an early blow against a homer-prone starter, with Ashcraft and a sharp bullpen managing a quiet Yankees lineup the rest of the way. New York’s path to a win depends on a sudden offensive awakening and a strong start from its lefty — a combination that runs against everything both teams have shown over the last month.

At plus money, the Pirates do not even need to be favored to make this a profitable bet. They simply need to win a competitive game often enough, and the current form of both clubs suggests they will do so more often than the price implies.

Managing the Risk

The obvious risk is that the Yankees are a talented team capable of snapping out of a slump in an instant, and Yankee Stadium can turn a close game with one swing of their own. That is why this is a value-sized play rather than a heavy one. But the process is sound: back the hotter, better-pitched team when it is handed a plus number because of the opponent’s reputation.

There is also comfort in the breadth of the edges. This is not a one-factor bet; it is pitching, offense, bullpen, and trend all pointing the same direction. That kind of alignment lowers the variance of backing an underdog on the road.

The Bottom Line

Tony Tellez lands on the Pittsburgh Pirates at plus 105. Ashcraft’s strong road profile, Pittsburgh’s scorching offense, the Yankees’ historic slump, and the Pirates’ solid trend against winning teams all converge on a Pittsburgh win. Take the value, trust the hot bats and the quality arm, and expect the Pirates to walk out of the Bronx with an upset that the underlying numbers say is no upset at all.

One final angle worth emphasizing is the confidence gap between these clubs. The Pirates are playing loose and dangerous, riding a power surge that makes them a threat in any at-bat, while the Yankees are gripping the bat tightly and pressing to end a slump that has dragged on for weeks. That contrast in mindset often decides tight road games, and it tilts toward Pittsburgh here. For all these reasons, Tony is firm on the Pirates at plus 105 and expects the visitors to seize control early and hold on.

Betting involves risk. Always wager responsibly, only stake what you can comfortably afford to lose, and treat every projection here as analysis rather than a guarantee. If gambling stops being fun, help is available through the 1-800-GAMBLER national helpline.

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Tony Tellez

Tony Tellez is the author/editor of TonysPicks, offering daily free sports picks and expert analysis for legal wagering. A seasoned handicapper with a TV show background and significant online presence, Tony provides data-driven insights across NFL, NBA, MLB, NHL, UFC, and more, focusing on valuable betting information.