**Lindsay Hubbard’s consistent emphasis on remaining single and prioritizing casual dating as a new mom has anchored the “No” side near even odds, despite brief June 2026 flirtation rumors with Matt James.** Sightings at a private NYC event sparked speculation when the pair arrived together and were seen in a flirty exchange, yet Hubbard responded only with a playful, non-committal Instagram comment (“Oh shit cute and flirty? I’ll take it”) and later told Andy Cohen on *Watch What Happens Live* that “it’s going to be a hot single summer.” Throughout summer 2026 she has repeatedly described herself as focused on “situationships” rather than committed relationships, citing her responsibilities as mother to daughter Gemma (born late 2024) and her preference for low-pressure dating. No joint appearances, official statements, or verified social-media confirmations have followed the initial rumors, keeping the outcome unresolved. The market remains closely contested because Hubbard’s public comments and preference for casual connections continue to weigh against any escalation, while the four remaining months of 2026 leave room for a surprise announcement that could shift trader consensus. Direct confirmation from either party or their representatives would resolve the market to “Yes”; continued silence or further denials would lock in “No.”