1 Daily Step to Get Ready to Date Again

Take a 2-minute quiz to discover your emotional readiness and road map.

Short daily challenges

Short prompts and challenges for insight and emotional processing.

Easily track your progress

Visually see your confidence grow and in-the-moment calming guides to support you.

Optional Peer Support

Team up with others working toward similar goals. Share wins, stay accountable if and when you're ready.

Are You Ready to Date Again?

1. What’s drawing you back toward the idea of dating?

I miss having someone to share life with
I want to feel that spark again
I’d like companionship and emotional support
I’m ready to build something new
Other:

2. When you picture dating again, what excites you most?

The thrill of meeting someone new
Flirting, chemistry, and spark
Going on dates and dressing up again
Feeling desired or attractive
Other:

3. What do you hope dating adds to your life right now?

Excitement or something to look forward to
A new friendship or emotional connection
A fresh start and new chapter
Reclaiming my sense of self or confidence
Other:

4. What’s motivating you to think about dating now?

Loneliness or craving companionship
Desire for emotional intimacy
Feeling like I'm finally ready
Influence from friends, family, or therapist
Other:

5. Which of these feels most true about why you’re considering dating?

I feel more secure in who I am now
I want to explore what's out there again
I'm tired of doing life alone
I want to create new memories with someone
Other:

6. What do you hope to discover about yourself through dating?

My capacity for vulnerability or trust
What kind of partner I actually want
That I’m more resilient than I think
That I’m actually ready for something new
Other:

7. What’s the biggest “win” you’d like from starting to date again?

A loving long-term partner
Reconnecting with my fun/flirty side
Learning about myself
Having new experiences or adventures
Other:

8. What do you want dating to feel like this time around?

Playful, light, and fun
Emotionally safe and grounded
Intentional and growth-oriented
Empowering or healing
Other:

9. What makes you want to keep up with something over time?

Feeling progress and seeing results
Knowing someone is cheering me on
Being part of a challenge or goal
Feeling proud of myself
Other:

10. What kind of reward feels best after achieving something?

Celebrating with someone I trust
Doing something relaxing or indulgent
Sharing it publicly or with friends
Treating myself to something small
Other:

11. When you accomplish a goal, what makes you feel proudest?

The feeling of achievement itself
Hearing acknowledgment from others
Proving something to myself
Overcoming something hard or scary
Other:

12. What do you hope to discover about yourself through dating?

That I’m more confident than I thought
How much I’ve grown
That I can open up again
What I really want in a partner
Other:

13. What makes advice or guidance actually “stick” for you?

When it’s personalized to my situation
When I hear someone’s real story
When I can apply it right away
When I’ve struggled with something similar
Other:

14. Which part of dating feels the hardest to picture right now?

Opening up and being vulnerable
Finding someone emotionally available
Making time with everything else going on
Feeling like myself on a date
Other:

15. What’s the biggest mental barrier to taking that first step?

Fear of rejection or judgment
Not feeling ready or confident enough
Uncertainty about what I even want
Worries about dating with kids/family
Other:

16. What motivates you to take the next step even if you’re nervous?

Knowing it’s part of growth
Having a plan or structure
Support from someone I trust
Wanting change more than I fear it
Other:

17. When you think about “starting,” what makes you hesitate most?

Fear of being hurt again
Doubts about my worth or appeal
Not knowing where to begin
Fear of wasting time or energy
Other:

18. When you’re figuring out something new, what helps you the most?

Seeing someone else model it first
Hearing a clear explanation
Getting hands-on and trying it
Writing or reflecting on it
Other:

19. When you imagine “success” in dating, what does that look like?

Feeling seen, heard, and understood
A relationship that fits my values
Enjoying the process, not just the outcome
Feeling emotionally ready
Other:

20. What’s the most important thing you want to gain from this process?

Greater self-awareness or healing
Clarity about what I want in a relationship
Confidence to show up as myself
Hope about future possibilities
Other:

21. What do you feel you need most before starting?

Emotional clarity or closure
A sense of confidence or self-worth
A clear idea of what I’m looking for
A sign or push from the universe
Other:

22. What tends to hold you back from making a move?

Overthinking or second-guessing
Fear of awkwardness or failure
Not wanting to seem desperate
Feeling emotionally unready
Other:

23. What’s the hardest step to even begin dating?

Putting myself out there again
Talking to new people or flirting
Finding time and energy to try
Letting go of past experiences
Other:

24. What feels most intimidating about dating now?

Being vulnerable with someone new
Trying to build trust again
Not knowing if I’ll be accepted
Navigating conversations and chemistry
Other:

25. What would make starting feel easier?

Knowing what to say or do
Getting support or guidance
A clear starting point or plan
Encouragement from others like me
Other:

26. What’s your biggest fear about dating?

Getting hurt or rejected
Wasting time on the wrong person
Feeling judged or misunderstood
Losing myself in a relationship again
Other:

27. What’s the biggest mental barrier to taking that first step?

Feeling like I’m not ready yet
Fearing I’ll mess it up
Not believing I’ll meet someone good
Thinking I don’t have the energy
Other:

28. What keeps you going when things feel hard?

Knowing my why or deeper purpose
Past experiences of getting through it
A vision for the life I want
Encouragement from someone I trust
Other:

29. How do you prefer to practice something new?

Watching someone model it
Hearing someone explain it clearly
Trying it myself with trial and error
Talking it through with someone
Other:

30. What makes advice or guidance actually “stick” for you?

It’s explained clearly and simply
I relate to the person giving it
It comes with examples or stories
I can apply it right away
Other:

Where should we send your roadmap?

Congratulations! You took your first step!

Your personal readiness score and roadmap is being created.

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Designed to meet you where you are.

As a divorced parent, I know firsthand how overwhelming it can feel to think about dating again—especially when you're juggling kids, emotions, and self-doubt.

You're not alone.

In fact, over 60% of divorced parents say they don’t feel emotionally ready to date again, even when they want companionship (Source: Worthy's 2023 Divorced Parents Survey).

Another study found that two-thirds of single parents go through a “glow-up,” gaining confidence, clarity, and emotional growth over an average of 11 months before feeling ready to date again (Source: Stir's March 2025 Survey).

“This helped me feel seen and supported at a time I felt completely lost.” – Mike M

“It gave me the clarity to know I was ready and the confidence to take the next step.” – Pat G.

That’s why this isn’t a generic platform, it is what I needed, and what I’ve tailored for someone like you.