Romances & Practicalities

Love, Dating, and the 250 Questions That Could Transform Your Love Life…

It’s 2025, and if there’s one thing many of us crave, it’s a roadmap to romance – a way to navigate the complex journey from that first spark to a lasting flame. While we can’t promise you a yellow brick road to love, this week’s episode offers something more valuable: a practical system for determining if your connection has true staying power.

Join us as we explore a revolutionary approach to modern dating that combines authentic communication with strategic timing. Plus, we’ll tackle a compelling “Dear Damona” segment that hits close to home, addressing the delicate balance of vulnerability and defining the relationship in our digital age.

(1:03) From Emmy-Nominated Producer to Love Story Architect

Meet Lindsay Jill Roth, the award-winning television producer behind Emmy-nominated shows and global events for NBC, ESPN, and the Grammys. 

Now she’s turned her storytelling expertise to decode the narrative of lasting love, bringing a fresh perspective to how we approach relationships. 

Fun fact: her college bestie and maid of honor is none other than the Duchess of Sussex!

When Google Becomes Your Dating Coach (2:06)

After one pivotal FaceTime call threatened to derail her budding romance, Lindsay took an unexpected deep dive into relationship research. 

Discover how her late-night Google search for “how to know someone better” evolved into a groundbreaking system that’s helping couples worldwide determine their compatibility. 

Through conversations with top relationship experts and real-world testing, she uncovered the power of asking the right questions at the right moment.

The Two-Sense Connection (15:38)

What happens when you strip away touch, taste, and smell from early dating? 

Lindsay’s transatlantic love story reveals how limiting yourself to just sight and sound might actually deepen your connection. Learn why traditional dating rules could be sabotaging your chance at authentic love, and how strategic communication can bridge any distance – even an ocean. 

Plus, uncover the unexpected advantage of being forced to truly talk before getting physical.

Beyond “What’s Your Favorite Movie?” (30:36)

Forget surface-level chit-chat – it’s time to dive deep into the questions that actually predict relationship success. 

From financial philosophies to family dynamics, Lindsay breaks down why discussing your future in-laws’ sleeping arrangements might matter more than your shared Netflix preferences. 

Learn the art of timing these conversations for maximum impact, and why some couples find these discussions so intimate they can’t help but put the book down mid-chapter.

The Truth About Vulnerability in Modern Dating (42:49)

Ready to challenge everything you thought you knew about playing it cool? 

Lindsay shares two controversial perspectives that might make you rethink your entire approach to relationships. 

Discover why being authentically yourself from the start could be your secret weapon in finding lasting love, and how dropping “The Rules” might actually lead you to the right person.

Connect with Lindsay:

• Instagram: @lindsayjillroth
• Website: http://lindsayjillroth.com/ 
•  “Romances and Practicalities: A Love Story May Be Yours in 250 Questions”

(43:21)Dear Damona: When Your Match Is Still Swiping

When a listener spots their promising match still updating their dating app profile, Damona shares her own journey through this exact situation with her now-husband. 

Get candid advice about when to have that defining conversation, how to approach it with confidence, and why this seemingly uncomfortable moment might be the perfect opportunity to deepen your connection.

💌 Do you have questions? Damona has the answers!

Don’t forget you can submit your dating and relationship questions for our Dear Damona segment on Instagram, TikTok, or Facebook, or leave us a voicemail or text to 424-246-6255, and hear Damona’s answers live in a future episode!