In a fast-paced digital age, finding genuine connections can sometimes feel like searching for a needle in a haystack, but could the antidote to your trouble be to lean in, even when you feel like throwing in the towel and date with more intention?

That’s why the word of the week is CLARITY.

Finding love may seem unpredictable to some. “I’ll know it when I see it,” people say. But we call BS on leaving love to chance alone. After 17 years of coaching and writing dating profiles, Damona is convinced intentionality is key to romantic success. To be intentional, you first need clarity – a focused mindset. 

We talk A LOT about intentionality on the podcast and have given some examples in the past of ways to log and analyze your dating data from stat sheets to journaling. Today we are going to introduce ANOTHER way to understand and track what’s really happening in your love life so you can chart your way to the relationship you want.

JILLIAN ROMERO CHAVES (3:46)

Jillian Romero Chaves was a successful automotive industry professional whose experience with a devastating breakup led to a journey of learning, healing and reflecting.

Motivated by her personal experiences, she channeled her passion into creating Clara for Daters, an intentional dating journal app designed to empower individuals to make informed choices and nurture healthy relationships.

(4:20) Clara for Daters is born!

After investing ten years with a cheating partner she had hoped to marry, Jillian Romero Chaves created the reflective journaling app Clara for Daters to empower single people to date more intentionally based on her own experience. 

Motivated by heartbreak, Jillian researched attachment styles and realized she lacked dating self-awareness, often letting attraction cloud her judgment. She designed Clara for Daters with the help of psychologists and experts to help singles be conscious about their relationship choices by tracking insights over time. This provides a framework for singles to learn from the past, take control of their love lives, and build healthy partnerships.

(10:40) Intentionality is key in dating

Jillian explains that Clara for Daters helps singles embrace a slow, intentional approach to dating even when they feel anxious and want a relationship right away. She acknowledges that at 35, her desire to marry and have kids makes it hard to act patiently. But the app allows her to track her dates so she feels closer to her goals, even without the outcome. Jillian says that just because you haven’t met the right person yet doesn’t mean you aren’t getting closer. 

(12:18) Let’s get technical about dating

Jillian describes the scores in the Clara for Daters app as deliverables that show progress. By logging dates and answering questions, you get closer to understanding what you want. “ I can’t hold that person that I’m going to be with in my hand yet. But I can hold this one deliverable, I can come back, refer to Clara, and see that I’ve been logging the dates, and I’m getting closer to understanding what I’m looking for and who that person is.” 

When reflecting on a date, the app often asks yes or no questions, then provides a space for notes. For Jillian, it asked if she found a certain date’s eyes attractive. She had had previous reservations, but said yes to this question. When she began elaborating in the notes section, she realized she had taken his expressive eyes for granted. This process of calling things out and reflecting intentionally builds attraction and self-awareness. 

 

(20.01) Can an app shift your values and intentions about dating?

Jillian explains that going through a difficult breakup and then intentionally reflecting on her patterns with Clara has absolutely shifted her values and intentions in dating. She realized her attraction to her “bad boy” ex was actually based on unhealthy patterns from her past, like people pleasing and trying to perform to keep him happy. It wasn’t real chemistry.

(24:22) Roster Dating 

Jillian explains that “roster dating”, or dating multiple people at once, and using the Clara app to log each date has helped reduce her anxiety and the pressure she feels for a date to work out. 

(26:53) How can we put the loneliness epidemic behind us?

Jillian advises viewing dates as opportunities for social connection which benefit mental health. “So then getting a relationship is not the outcome. It’s me exercising my social connection ability.” Just interacting with new people and avoiding isolation is a win with the loneliness epidemic. Even lackluster dates exercise social skills.

Jillian sees many inconsistent daters endlessly deleting and redownloading apps. She recommends staying consistent but focusing on self-improvement metrics. Define success by getting stronger at identifying what you want, building boundaries, learning your attraction levels – not forcing a partnership. Strengthening your relationship skills is the real “win.”
Be sure to follow Jillian on Instagram @jillianromerochaves and check out the Clara for Daters App!

 

DEAR DAMONA (30:49)

Submit your questions on Instagram, X, TikTok or Facebook and hear our answers live on the show! Here’s what our listeners asked about this week:

• Email from Marsha – Hi, Damona. I’m a 67 year old African American woman who hasn’t dated in seven years, the idea of putting myself out there is doubt and anxiety producing. I’m a totally different person now than I was seven years ago. Is there hope for me?