A holiday offers a deadline for gathering, not for resolving a life. Gloria Calderón Kellett built With Love around that distinction. Each episode of the Prime Video series unfolds during a celebration, returning to the Díaz family as siblings Lily and Jorge make decisions about romance, work and themselves. The calendar provides a visible structure; the people inside it are still changing in the months between meals and parties. This is a more flexible romantic-comedy engine than the single wedding toward which many stories hurry.
Amazon’s conversation with Emeraude Toubia identifies Toubia as Lily and Mark Indelicato as Jorge, members of a multigenerational Latino family. It also specifies the holiday design. Toubia describes Lily entering her thirties and moving back with her parents after a breakup. That reversal is useful material for a series interested in adult love. A return home can look like a step backward if adulthood is imagined as permanent independence. Within a family comedy, it can instead expose the gap between private disappointment and relatives’ expectations at the next collective occasion.
The celebratory setting could flatten everyone into a reassuring picture of togetherness. Kellett’s format works against that risk when the holiday becomes a recurring point of comparison. Amazon’s second-season guide gives that comparison actual names: Lily weighs feelings for Santiago and Nick, while Jorge questions his compatibility with Henry. Those are not variations of the same romantic problem. Lily must decide what kind of future she wants; Jorge has to ask whether commitment and compatibility still align. The answers need not be universal lessons about Latino families. They belong to these characters and to the specific design of a series that checks back in with them rather than closing their stories after one declaration of love.
The first season had five episodes and the second six, as Amazon’s program account records. That expansion allows the show to revisit consequences rather than merely multiply couples. Jorge’s relationships and Lily’s housing decisions occupy different scales of intimacy, but a holiday meal puts both before people who know their histories. Family membership offers support and scrutiny at once. A sibling can be celebrated for a new relationship while still being held to an old version of himself; a returning daughter can need help without surrendering authority over her next choice.
Amazon’s broader Prime Video guide places the series among its Latino-led offerings, but the show’s identity is carried by people, not by a requirement that every scene explain a culture to outsiders. Calderón Kellett’s design makes affection ordinary enough to coexist with error, delay and uncomfortable conversation. The next holiday will arrive whether a relationship is repaired or not. That predictable return grants the characters a rare romantic-comedy resource: time to be wrong, to reconsider and to meet again without treating a first ending as the final one.