Gabriele Bosio enters the M25 Milano clay-court encounter as the more established professional, holding an ATP ranking near 828 with recent appearances in ATP Challenger events such as the Cattolica qualifying draw. Simone Massellani, a younger Italian prospect ranked outside the top 1700 on the ATP tour and competing primarily in junior and lower ITF events including Roland Garros boys’ draws, faces a significant experience gap. Both players share nationality and familiarity with red clay, but Bosio’s deeper match history at the professional level and recent competitive outings provide the primary edge reflected in market pricing. No prior head-to-head exists, and late roster changes remain unlikely given the draw’s proximity.
Experimental AI-generated summary referencing Polymarket data. This is not trading advice and plays no role in how this market resolves. · Updated11:30 AM
M. Simone
G. Bosio
M. Simone-
G. Bosio-
$1.94K Vol.
This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Men Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to 'Massellani Simone' if Massellani Simone advances against Gabriele Bosio.
This market will resolve to 'Gabriele Bosio' if Gabriele Bosio advances against Massellani Simone.
If the match is canceled (not played at all), ends in a tie, or is delayed beyond 7 days from the scheduled date without a winner determined, this market will resolve to 50-50.
If the match begins but is not completed, and one player advances due to the opponent's retirement, default, or disqualification, this market will resolve to the player who advances.
If the match ends in a walkover (player withdraws before the start and the other advances automatically), this market will resolve to 50-50.
The primary resolution source will be official information from the International Tennis Federation (ITF). A consensus of credible reporting may also be used.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Men Milano, originally scheduled for June 15, 2026 at 7:30AM ET. This market will resolve to "Yes" if all games and sets required to determine a match winner under governing body or event organizer rules are played to completion through normal play. Otherwise, if the match is not completed for any reason, it will resolve to "No." If a forfeit of any kind occurs, including but not limited to a walkover or retirement, this market will resolve "No." If the match is canceled (not played at all), ends in a tie, or is delayed beyond 7 days from the scheduled date without a winner determined, this market will resolve to "No." The primary resolution source for this market is the official statistics of the event as recognized by the governing body or event organizers. However, if the governing body or event organizers have not published final match statistics within 2 hours after the event's conclusion, a consensus of credible reporting may be used instead.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to “Simone” if Massellani Simone wins the first set. It will resolve to “Bosio” if Gabriele Bosio wins the first set.
If the match begins but is not completed, and the first set is concluded with a winner determined, this market will resolve based on that completed set. If the first set is not completed for any reason, this market will resolve 50-50.
If the match is canceled (not played at all) or is delayed beyond 7 days from the scheduled date without play beginning, this market will resolve 50-50.
Resolution will be based on official ITF match statistics.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed across all sets equals or exceeds 22. Otherwise, it will resolve to "Under."
All tiebreaks—including any Champions/Super tiebreak—count as one (1) game toward the total.
If the match begins but is not completed, this market will resolve 50-50. If the match is canceled before play begins or delayed beyond 7 days from the scheduled date without a result, this market will also resolve 50-50.
Resolution will be based on official ITF statistics.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of sets completed equals or exceeds 3. Otherwise, it will resolve to "Under."
A super tie breaker is considered as one (1) set for total set markets.
If the match begins but is not completed, this market will resolve 50-50. If the match is canceled before play begins or delayed beyond 7 days from the scheduled date without a result, this market will also resolve 50-50.
Resolution will be based on official ITF statistics.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to “Simone” if Massellani Simone wins set 2. It will resolve to “Bosio” if Gabriele Bosio wins set 2.
If the match begins but set 2 is not completed with a winner determined (including the match ending before set 2 is reached), this market will resolve 50-50.
If the match is canceled (not played at all) or is delayed beyond 7 days from the scheduled date without play beginning, this market will resolve 50-50.
Resolution will be based on official ITF match statistics.This market refers to the tennis match between Gabriele Bosio and Massellani Simone in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Bosio" if Gabriele Bosio wins by 2 or more sets than Massellani Simone, based on the final completed score. Otherwise, it will resolve to "Simone."
If the match begins but is not completed, this market will resolve 50-50. If the match is canceled before play begins or delayed beyond 7 days from the scheduled date without a result, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed across all sets equals or exceeds 23. Otherwise, it will resolve to "Under."
All tiebreaks—including any Champions/Super tiebreak—count as one (1) game toward the total.
If the match begins but is not completed, this market will resolve 50-50. If the match is canceled before play begins or delayed beyond 7 days from the scheduled date without a result, this market will also resolve 50-50.
Resolution will be based on official ITF statistics.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed across all sets equals or exceeds 24. Otherwise, it will resolve to "Under."
All tiebreaks—including any Champions/Super tiebreak—count as one (1) game toward the total.
If the match begins but is not completed, this market will resolve 50-50. If the match is canceled before play begins or delayed beyond 7 days from the scheduled date without a result, this market will also resolve 50-50.
Resolution will be based on official ITF statistics.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in set 2 equals or exceeds 9. Otherwise, it will resolve to "Under."
Any tiebreak in set 2 counts as one (1) game toward the total.
If set 2 is not completed for any reason (including the match ending before set 2 is reached), this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in the first set equals or exceeds 9. Otherwise, it will resolve to "Under."
Any first-set tiebreak counts as one (1) game toward the total.
If the first set is not completed for any reason, this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in set 2 equals or exceeds 10. Otherwise, it will resolve to "Under."
Any tiebreak in set 2 counts as one (1) game toward the total.
If set 2 is not completed for any reason (including the match ending before set 2 is reached), this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in the first set equals or exceeds 10. Otherwise, it will resolve to "Under."
Any first-set tiebreak counts as one (1) game toward the total.
If the first set is not completed for any reason, this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in the first set equals or exceeds 11. Otherwise, it will resolve to "Under."
Any first-set tiebreak counts as one (1) game toward the total.
If the first set is not completed for any reason, this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in set 2 equals or exceeds 11. Otherwise, it will resolve to "Under."
Any tiebreak in set 2 counts as one (1) game toward the total.
If set 2 is not completed for any reason (including the match ending before set 2 is reached), this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.Gabriele Bosio enters the M25 Milano clay-court encounter as the more established professional, holding an ATP ranking near 828 with recent appearances in ATP Challenger events such as the Cattolica qualifying draw. Simone Massellani, a younger Italian prospect ranked outside the top 1700 on the ATP tour and competing primarily in junior and lower ITF events including Roland Garros boys’ draws, faces a significant experience gap. Both players share nationality and familiarity with red clay, but Bosio’s deeper match history at the professional level and recent competitive outings provide the primary edge reflected in market pricing. No prior head-to-head exists, and late roster changes remain unlikely given the draw’s proximity.
This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Men Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to 'Massellani Simone' if Massellani Simone advances against Gabriele Bosio.
This market will resolve to 'Gabriele Bosio' if Gabriele Bosio advances against Massellani Simone.
If the match is canceled (not played at all), ends in a tie, or is delayed beyond 7 days from the scheduled date without a winner determined, this market will resolve to 50-50.
If the match begins but is not completed, and one player advances due to the opponent's retirement, default, or disqualification, this market will resolve to the player who advances.
If the match ends in a walkover (player withdraws before the start and the other advances automatically), this market will resolve to 50-50.
The primary resolution source will be official information from the International Tennis Federation (ITF). A consensus of credible reporting may also be used.
This market will resolve to 'Massellani Simone' if Massellani Simone advances against Gabriele Bosio.
This market will resolve to 'Gabriele Bosio' if Gabriele Bosio advances against Massellani Simone.
If the match is canceled (not played at all), ends in a tie, or is delayed beyond 7 days from the scheduled date without a winner determined, this market will resolve to 50-50.
If the match begins but is not completed, and one player advances due to the opponent's retirement, default, or disqualification, this market will resolve to the player who advances.
If the match ends in a walkover (player withdraws before the start and the other advances automatically), this market will resolve to 50-50.
The primary resolution source will be official information from the International Tennis Federation (ITF). A consensus of credible reporting may also be used.
Market Opened: Jun 14, 2026, 6:00 PM ET
Volume
$1,987End Date
Jun 22, 2026Market Opened
Jun 14, 2026, 6:00 PM ETResolution Source
https://www.itftennis.com/en/tournament-calendar/Resolver
0x65070BE91...11:30 AMM. SimoneG. Bosio
M. Simone-
G. Bosio-
$1.94K Vol.
This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Men Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to 'Massellani Simone' if Massellani Simone advances against Gabriele Bosio.
This market will resolve to 'Gabriele Bosio' if Gabriele Bosio advances against Massellani Simone.
If the match is canceled (not played at all), ends in a tie, or is delayed beyond 7 days from the scheduled date without a winner determined, this market will resolve to 50-50.
If the match begins but is not completed, and one player advances due to the opponent's retirement, default, or disqualification, this market will resolve to the player who advances.
If the match ends in a walkover (player withdraws before the start and the other advances automatically), this market will resolve to 50-50.
The primary resolution source will be official information from the International Tennis Federation (ITF). A consensus of credible reporting may also be used.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Men Milano, originally scheduled for June 15, 2026 at 7:30AM ET. This market will resolve to "Yes" if all games and sets required to determine a match winner under governing body or event organizer rules are played to completion through normal play. Otherwise, if the match is not completed for any reason, it will resolve to "No." If a forfeit of any kind occurs, including but not limited to a walkover or retirement, this market will resolve "No." If the match is canceled (not played at all), ends in a tie, or is delayed beyond 7 days from the scheduled date without a winner determined, this market will resolve to "No." The primary resolution source for this market is the official statistics of the event as recognized by the governing body or event organizers. However, if the governing body or event organizers have not published final match statistics within 2 hours after the event's conclusion, a consensus of credible reporting may be used instead.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to “Simone” if Massellani Simone wins the first set. It will resolve to “Bosio” if Gabriele Bosio wins the first set.
If the match begins but is not completed, and the first set is concluded with a winner determined, this market will resolve based on that completed set. If the first set is not completed for any reason, this market will resolve 50-50.
If the match is canceled (not played at all) or is delayed beyond 7 days from the scheduled date without play beginning, this market will resolve 50-50.
Resolution will be based on official ITF match statistics.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed across all sets equals or exceeds 22. Otherwise, it will resolve to "Under."
All tiebreaks—including any Champions/Super tiebreak—count as one (1) game toward the total.
If the match begins but is not completed, this market will resolve 50-50. If the match is canceled before play begins or delayed beyond 7 days from the scheduled date without a result, this market will also resolve 50-50.
Resolution will be based on official ITF statistics.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of sets completed equals or exceeds 3. Otherwise, it will resolve to "Under."
A super tie breaker is considered as one (1) set for total set markets.
If the match begins but is not completed, this market will resolve 50-50. If the match is canceled before play begins or delayed beyond 7 days from the scheduled date without a result, this market will also resolve 50-50.
Resolution will be based on official ITF statistics.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to “Simone” if Massellani Simone wins set 2. It will resolve to “Bosio” if Gabriele Bosio wins set 2.
If the match begins but set 2 is not completed with a winner determined (including the match ending before set 2 is reached), this market will resolve 50-50.
If the match is canceled (not played at all) or is delayed beyond 7 days from the scheduled date without play beginning, this market will resolve 50-50.
Resolution will be based on official ITF match statistics.This market refers to the tennis match between Gabriele Bosio and Massellani Simone in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Bosio" if Gabriele Bosio wins by 2 or more sets than Massellani Simone, based on the final completed score. Otherwise, it will resolve to "Simone."
If the match begins but is not completed, this market will resolve 50-50. If the match is canceled before play begins or delayed beyond 7 days from the scheduled date without a result, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed across all sets equals or exceeds 23. Otherwise, it will resolve to "Under."
All tiebreaks—including any Champions/Super tiebreak—count as one (1) game toward the total.
If the match begins but is not completed, this market will resolve 50-50. If the match is canceled before play begins or delayed beyond 7 days from the scheduled date without a result, this market will also resolve 50-50.
Resolution will be based on official ITF statistics.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed across all sets equals or exceeds 24. Otherwise, it will resolve to "Under."
All tiebreaks—including any Champions/Super tiebreak—count as one (1) game toward the total.
If the match begins but is not completed, this market will resolve 50-50. If the match is canceled before play begins or delayed beyond 7 days from the scheduled date without a result, this market will also resolve 50-50.
Resolution will be based on official ITF statistics.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in set 2 equals or exceeds 9. Otherwise, it will resolve to "Under."
Any tiebreak in set 2 counts as one (1) game toward the total.
If set 2 is not completed for any reason (including the match ending before set 2 is reached), this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in the first set equals or exceeds 9. Otherwise, it will resolve to "Under."
Any first-set tiebreak counts as one (1) game toward the total.
If the first set is not completed for any reason, this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in set 2 equals or exceeds 10. Otherwise, it will resolve to "Under."
Any tiebreak in set 2 counts as one (1) game toward the total.
If set 2 is not completed for any reason (including the match ending before set 2 is reached), this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in the first set equals or exceeds 10. Otherwise, it will resolve to "Under."
Any first-set tiebreak counts as one (1) game toward the total.
If the first set is not completed for any reason, this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in the first set equals or exceeds 11. Otherwise, it will resolve to "Under."
Any first-set tiebreak counts as one (1) game toward the total.
If the first set is not completed for any reason, this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to "Over" if the total number of games completed in set 2 equals or exceeds 11. Otherwise, it will resolve to "Under."
Any tiebreak in set 2 counts as one (1) game toward the total.
If set 2 is not completed for any reason (including the match ending before set 2 is reached), this market will resolve 50-50. If the match is canceled before play begins, or delayed beyond 7 days without commencement, this market will also resolve 50-50.
Resolution will be based on official ITF results.Gabriele Bosio enters the M25 Milano clay-court encounter as the more established professional, holding an ATP ranking near 828 with recent appearances in ATP Challenger events such as the Cattolica qualifying draw. Simone Massellani, a younger Italian prospect ranked outside the top 1700 on the ATP tour and competing primarily in junior and lower ITF events including Roland Garros boys’ draws, faces a significant experience gap. Both players share nationality and familiarity with red clay, but Bosio’s deeper match history at the professional level and recent competitive outings provide the primary edge reflected in market pricing. No prior head-to-head exists, and late roster changes remain unlikely given the draw’s proximity.
This market refers to the tennis match between Massellani Simone and Gabriele Bosio in the ITF Men Milano, originally scheduled for June 15, 2026 at 7:30AM ET.
This market will resolve to 'Massellani Simone' if Massellani Simone advances against Gabriele Bosio.
This market will resolve to 'Gabriele Bosio' if Gabriele Bosio advances against Massellani Simone.
If the match is canceled (not played at all), ends in a tie, or is delayed beyond 7 days from the scheduled date without a winner determined, this market will resolve to 50-50.
If the match begins but is not completed, and one player advances due to the opponent's retirement, default, or disqualification, this market will resolve to the player who advances.
If the match ends in a walkover (player withdraws before the start and the other advances automatically), this market will resolve to 50-50.
The primary resolution source will be official information from the International Tennis Federation (ITF). A consensus of credible reporting may also be used.
This market will resolve to 'Massellani Simone' if Massellani Simone advances against Gabriele Bosio.
This market will resolve to 'Gabriele Bosio' if Gabriele Bosio advances against Massellani Simone.
If the match is canceled (not played at all), ends in a tie, or is delayed beyond 7 days from the scheduled date without a winner determined, this market will resolve to 50-50.
If the match begins but is not completed, and one player advances due to the opponent's retirement, default, or disqualification, this market will resolve to the player who advances.
If the match ends in a walkover (player withdraws before the start and the other advances automatically), this market will resolve to 50-50.
The primary resolution source will be official information from the International Tennis Federation (ITF). A consensus of credible reporting may also be used.
Market Opened: Jun 14, 2026, 6:00 PM ET
Volume
$1,987End Date
Jun 22, 2026Market Opened
Jun 14, 2026, 6:00 PM ETResolution Source
https://www.itftennis.com/en/tournament-calendar/Resolver
0x65070BE91...Gabriele Bosio enters the M25 Milano clay-court encounter as the more established professional, holding an ATP ranking near 828 with recent appearances in ATP Challenger events such as the Cattolica qualifying draw. Simone Massellani, a younger Italian prospect ranked outside the top 1700 on the ATP tour and competing primarily in junior and lower ITF events including Roland Garros boys’ draws, faces a significant experience gap. Both players share nationality and familiarity with red clay, but Bosio’s deeper match history at the professional level and recent competitive outings provide the primary edge reflected in market pricing. No prior head-to-head exists, and late roster changes remain unlikely given the draw’s proximity.
Experimental AI-generated summary referencing Polymarket data. This is not trading advice and plays no role in how this market resolves. · Updated
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Frequently Asked Questions