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San Marino Predictions & Picks — July 30, 2026

By The Maiden Desk · July 30, 2026

Every number below was fixed before the match and graded against the official result.

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4 matches are on Thursday's card at San Marino, and we have a pick for every one of them. The headline act: Andrea Pellegrino against Thiago Monteiro in the round of 16. Our calls: Pellegrino over Monteiro, Maestrelli over Varillas, Gaubas over Olivieri, Virtanen over Skatov.

Otto Virtanen vs. Timofey Skatov

✗ Pick wrongA miss: Otto Virtanen at 69% lost to Timofey Skatov (6-2 6-4).

Pick: Virtanen

Win probability: 69% Virtanen · Sets: 2 (63%) · most likely score 2-0 (45%)

A spot in the next round is at stake on Thursday, when Otto Virtanen goes up against Timofey Skatov in the San Marino round of 16. Otto Virtanen is 7-3 across recent matches. Timofey Skatov has won 5 of the last 10.

The serve is where this match separates: Virtanen has been winning 75.1% of first-serve points to Skatov's 66.3%, and on clay that gap compounds fast. Virtanen should have enough here, though Skatov has the tools to make the scoreboard uncomfortable.

Genaro Alberto Olivieri vs. Vilius Gaubas

✓ Pick rightThis one lands on the correct side of the ledger: 59% on Vilius Gaubas, who won 6-2 6-3.

Pick: Gaubas

Win probability: 59% Gaubas · Sets: 3 (47%) · most likely score 2-0 (32%)

Genaro Alberto Olivieri and Vilius Gaubas meet in the round of 16 at San Marino on Thursday. Vilius Gaubas comes in at 2 wins from the last ten. Genaro Alberto Olivieri has won 5 of the last 10.

The serve is where this match separates: Gaubas has been winning 64.6% of first-serve points to Olivieri's 60.1%, and on clay that gap compounds fast. This one is close to a coin flip, and the lean toward Gaubas is exactly that — a lean.

Francesco Maestrelli vs. Juan Pablo Varillas

✗ Pick wrongA miss: Francesco Maestrelli at 55% lost to Juan Pablo Varillas (7-6 4-6 6-3).

Pick: Maestrelli

Win probability: 55% Maestrelli · Sets: 3 (45%) · most likely score 2-0 (31%)

Francesco Maestrelli and Juan Pablo Varillas meet in the round of 16 at San Marino on Thursday. Francesco Maestrelli has won 1 of the last 10. Juan Pablo Varillas has won 6 of the last 10.

Hold strength tells the story — 72% versus 68.3% on first-serve points in Maestrelli's favor. This one is close to a coin flip, and the lean toward Maestrelli is exactly that — a lean.

Andrea Pellegrino vs. Thiago Monteiro

✗ Pick wrongMissed it. We had Andrea Pellegrino at 50%, but Thiago Monteiro won 6-3 6-2.

Pick: Pellegrino

Win probability: 50% Pellegrino · Sets: 3 (46%) · most likely score 2-0 (26%)

Andrea Pellegrino and Thiago Monteiro meet in the round of 16 at San Marino on Thursday. Andrea Pellegrino has won 6 of the last 10. Thiago Monteiro has won 6 of the last 10.

Neither the serve numbers nor the ratings separate these two by much, which is why our number stays close to even. Little separates them; Pellegrino gets the nod on the finest of margins.

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Updated Jul 30, 2026, 3:00 AM UTC. Picks are frozen before first serve and graded on the track record page — this page is never edited after the fact.