In this episode of Last Date, I sit down with Laura Cannon, who was widowed at 27. Eight years later, she’s navigating modern dating — while still carrying the love, grief, and growth shaped by that experience.

Laura shares what her relationship with her husband meant to her, including the conversations they had near the end of his life about her finding love again and being taken care of after he was gone.

We talk about how she approaches dating today, including when — and how — she tells someone she’s a widow, and why she doesn’t include it in her dating profile.

We also explore:

• The advice she would give herself at 27 about grief and dating again

• The difference between pity and true emotional support

• Taking care of others as a way to protect ourselves from vulnerability

• The idea that loving someone new doesn’t diminish love for someone who passed

• Why she doesn’t need someone to fix her — just someone who can meet her where she is

Laura also reflects on how losing her husband shaped who she is today, and how anyone who falls in love with her is ultimately falling in love with someone formed by both love and loss.

This conversation is about grief, resilience, and loving again — without letting go of the past.

Follow this podcast for future conversations about modern dating and relationships.

Watch the full video episode on YouTube: https://www.youtube.com/@lastdatepodcast

Follow Danny on Instagram for clips and insights: ⁠https://www.instagram.com/lastdatepodcast

https://www.instagram.com/cruxcompatible

Follow Laura: ⁠https://www.instagram.com/_lauracannon

In this episode of Last Date, I sit down with Jessica Lopez to talk about modern dating — and why it increasingly feels like a vetting process.

Originally from the Dominican Republic, Jessica shares her experience dating in Miami, why she found the culture there too superficial and casual, and why she ultimately moved to Austin in search of something different — only to find its own set of challenges.

We get into how she approaches dating today, including the systems and standards she uses to filter for the right partner.

We discuss:

• Why she now FaceTimes every match before agreeing to a first date

• The five questions she asks to quickly assess compatibility

• Why she refuses low-effort dates like coffee or walks

• The role of trust — and why men share their location with her early on

• Using Instagram, the Tea app, and other methods to vet potential partners

• Red flags, green flags, and the fine line between standards and over-filtering

• Whether it’s a good idea to date within your own community

Jessica also shares stories that highlight just how unpredictable modern dating can be — from tracking a guy’s location over an entire weekend to navigating blurred boundaries with exes.

This conversation is about standards, trust, and how people are adapting their dating strategies in a world where connection feels harder — but expectations are higher than ever.

Follow this podcast for future conversations about modern dating and relationships.

Watch the full video episode on YouTube: https://www.youtube.com/@lastdatepodcast

Follow Danny on Instagram for clips and insights: ⁠https://www.instagram.com/lastdatepodcast

https://www.instagram.com/cruxcompatible

Follow Jessica Lopez: ⁠https://www.instagram.com/jessicashlopez

Jessica is a 29-year-old entrepreneur and content creator who has navigated the dating scene across the Dominican Republic, Miami, Austin, and now California looking for love. She’s known as the go-to person for relationship advice among her friends, and she has also done extensive personal work understanding and healing her anxious attachment style. After nearly a decade of intentionally using dating apps on and off, she jokingly considers herself a bit of a professional when it comes to navigating them. Her dating journey has been filled with both valuable insights and plenty of hilarious stories about modern love.

In this episode of Last Date, I sit down with Julie Krause to talk about what it’s really like dating at 39 — and why it can feel like being stuck in what she calls “no woman’s land.”

We dive into:

• The “Peter Pan” phenomenon — and why so many men seem resistant to commitment

• How Julie approaches dating differently now compared to when she was younger

• Why feeling safe in a relationship can sometimes feel boring — and why chemistry can be misleading

• The ongoing dilemma: should men ask before going in for a kiss, or just go for it?

• What to do when you’re not excited about a second date — even if the person is perfectly nice

• Why closing the loop and rejecting someone respectfully can still be surprisingly difficult

• Avoidant partners and their patterns

• Why coffee dates often fall flat — and how men can easily stand out by putting a little more effort into dates

Julie also shares a recent relationship that had both chemistry and compatibility — until it suddenly didn’t — and what she learned from that experience.

This conversation is about navigating dating with more awareness, balancing safety and spark, and understanding what actually creates connection — especially when the stakes start to feel higher.

Follow this podcast for future conversations about modern dating and relationships.

Watch the full video episode on YouTube: https://www.youtube.com/@lastdatepodcast

Follow Danny on Instagram for clips and insights: ⁠https://www.instagram.com/lastdatepodcast

https://www.instagram.com/cruxcompatible

Follow Julie: ⁠https://www.instagram.com/jazzngirl23

Julie works as a program manager in physician well-being by day and is a curious observer of modern dating by night. She enjoys long runs, great restaurants, travel (especially solo!), fostering cats, and exploring what it means to show up authentically in relationships and in life.