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San Marino Predictions & Picks — July 30, 2026

By The Maiden Desk · July 30, 2026

Every pick below gets graded after the match — wins and misses both stay up.

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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. As always, every pick below is graded after the fact and stays up, right or wrong.

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Otto Virtanen vs. Timofey Skatov

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.

Pick: Virtanen

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

✗ Pick wrongA miss: Otto Virtanen at 69% lost to Timofey Skatov (6-2 6-4). It stays up, like every other miss.

Genaro Alberto Olivieri vs. Vilius Gaubas

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.

Pick: Gaubas

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

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

Francesco Maestrelli vs. Juan Pablo Varillas

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.

Pick: Maestrelli

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

✗ Pick wrongA miss: Francesco Maestrelli at 55% lost to Juan Pablo Varillas (7-6 4-6 6-3). It stays up, like every other miss.

Andrea Pellegrino vs. Thiago Monteiro

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.

There's a wide gap in our ratings on clay, and our number follows from it. Little separates them; Pellegrino gets the nod on the finest of margins.

Pick: Pellegrino

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

✗ Pick wrongMissed it — and it stays on the record. We had Andrea Pellegrino at 50%, but Thiago Monteiro won 6-3 6-2.

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.