Stop wondering if you're asking the right questions and start building meaningful conversations that reveal real compatibility and connection.
Getting to know someone shouldn't feel like a guessing game. Whether you're heading out on a first date, exploring a new connection, or intentionally dating after heartbreak, the conversations you have matter.
Dating Questions 101 was thoughtfully created by Licensed Marriage and Family Therapist and Clinical Social Worker Giselle Ortiz, (Relationship Therapist) to help you move beyond small talk and into conversations that uncover values, emotional maturity, communication styles, relationship goals, and long-term compatibility.
Inside this guide, you'll find 75+ carefully curated questions designed to help you date with greater confidence, curiosity, and intention.
✔ Questions about family, upbringing, and core values
✔ Career, lifestyle, and future goals
✔ Emotional intelligence and self-awareness
✔ Communication, conflict, and healthy relationships
✔ Dating intentions and relationship expectations
✔ Boundaries and personal values
✔ Character-revealing questions that encourage accountability and emotional maturity
✔ Reflection questions to help you evaluate compatibility after each date
✔ Bonus prompts to help identify potential red flags through conversation—not assumptions
This guide isn't about turning dates into interviews. It's about learning how to ask thoughtful questions naturally while paying attention to the qualities that create healthy, secure, and lasting relationships.
Whether you're new to dating, returning after a breakup or divorce, or simply tired of repeating the same patterns, this resource will help you approach every conversation with greater clarity and confidence.
Because dating isn't just about finding someone who chooses you. It's about discovering whether they're the right person for you.
Perfect for:
Singles intentionally dating
Online dating conversations
First, second, and third dates
Individuals healing from past relationships
Anyone seeking healthier, more meaningful connections
Digital Download (PDF) Refund Policy:
Due to the digital nature of this product, all sales are final. No refunds or exchanges will be provided once the purchase has been completed, except where required by applicable law.
This Guide Will Be Free For Those Registered and Participating In ‘The Dating Support Group’ Program
Stop wondering if you're asking the right questions and start building meaningful conversations that reveal real compatibility and connection.
Getting to know someone shouldn't feel like a guessing game. Whether you're heading out on a first date, exploring a new connection, or intentionally dating after heartbreak, the conversations you have matter.
Dating Questions 101 was thoughtfully created by Licensed Marriage and Family Therapist and Clinical Social Worker Giselle Ortiz, (Relationship Therapist) to help you move beyond small talk and into conversations that uncover values, emotional maturity, communication styles, relationship goals, and long-term compatibility.
Inside this guide, you'll find 75+ carefully curated questions designed to help you date with greater confidence, curiosity, and intention.
✔ Questions about family, upbringing, and core values
✔ Career, lifestyle, and future goals
✔ Emotional intelligence and self-awareness
✔ Communication, conflict, and healthy relationships
✔ Dating intentions and relationship expectations
✔ Boundaries and personal values
✔ Character-revealing questions that encourage accountability and emotional maturity
✔ Reflection questions to help you evaluate compatibility after each date
✔ Bonus prompts to help identify potential red flags through conversation—not assumptions
This guide isn't about turning dates into interviews. It's about learning how to ask thoughtful questions naturally while paying attention to the qualities that create healthy, secure, and lasting relationships.
Whether you're new to dating, returning after a breakup or divorce, or simply tired of repeating the same patterns, this resource will help you approach every conversation with greater clarity and confidence.
Because dating isn't just about finding someone who chooses you. It's about discovering whether they're the right person for you.
Perfect for:
Singles intentionally dating
Online dating conversations
First, second, and third dates
Individuals healing from past relationships
Anyone seeking healthier, more meaningful connections
Digital Download (PDF) Refund Policy:
Due to the digital nature of this product, all sales are final. No refunds or exchanges will be provided once the purchase has been completed, except where required by applicable law.
This Guide Will Be Free For Those Registered and Participating In ‘The Dating Support Group’ Program
