Stop Repeating the Same Unhealthy Patterns in Your Dating Life
This 7-day email/video course reveals the three hidden blind spots that keep pulling you back into self-defeating cycles, and gives you the foundation to finally create healthier dating and relationship habits.
Why Unhealthy Patterns Keep Following You
You've done work on yourself. You can spot unhealthy patterns. You know about attachment styles.
And yet. New person. Same story. Same moment where you either over-explain, shut down, spiral into people-pleasing, or set expectations that nobody seems to be able to meet.
You may have taken long breaks from dating, made lists of red flags, promised yourself things would be different next time. But somehow you ended up in the same victim mindset and blaming your fate or luck.
What if we told you: these repeated challenges have nothing to do with luck or fate. Rather, it's to do with 3 blind spots that you didn't know existed.
Until you address the blind spots, you'll keep finding yourself caught in the same patterns, feeling like you're not enough, or wanting to run when things get hard.
This 7-day dating challenge is designed to help you find the blind spots and heal them.
What You'll Discover About Your Dating Patterns Over 7 Days
Days 1 and 2: Blind Spot #1
This lesson shows you the difference between healthy dating habits (which are worth keeping) and unexamined dating expectations (which quietly destroy relationships even before they start).
You'll learn what realistic, emotionally mature relationship expectations actually look like in practice.
Day 3 and 4: Blind Spot #2
How do you handle it when someone pulls away? Do you chase, over-text, go cold, or explode?
How do you ask for what you need without it turning into a fight? How do you set a boundary without feeling like you're being "too much"?
These are skillsets to be learnt and not inherent personality traits.
This lesson breaks down what healthy relationship skills actually are, and simple practices to start building them today.
Day 5 and 6: Blind Spot #3
"They should know what I need. Isn't it obvious?"
"If they were really into me, they'd make more effort."
"I always end up with the same type of person, who disappoints me and leaves."
These beliefs were formed in childhood and reinforced through past relationships. They shape the choices you make today. Until you recognise and heal them, you'll keep repeating them.
This lesson helps you identify the stories keeping you stuck and replace them with healthy beliefs that actually serve who you want to become.
Day 7: The Road Ahead
How to take everything you've learnt and turn it into lasting change.
What You'll Get Each Day
✓ A 3-minute email introducing the day's concept (sent at 7am Singapore time)
✓ A 3 to 7 minute video from Kester or Kavitha guiding you through the lesson
✓ One simple practice you can do immediately to fix the blind spot, that is holding you back from enjoying the dating life you truly deserve.
Suggested daily time commitment: 10 minutes per day.
This Is For You If:
- You keep finding yourself in the same unhealthy relationship dynamics with different people.
- You've been told you have high expectations and you're conflicted if it's indeed your standards are high, or it's the other person's unhealed inner child speaking.
- You notice yourself pulling away, over-explaining, or shutting down during conflicts and you want to understand why.
- You're tired of insights that don't translate into real change.
- You want to show up differently in your next relationship, starting now.
What Others Are Saying:

— MJ, Hong Kong
"I came into this 7-Day Challenge thinking I already had the answers. Or that I could find them on Google. What I didn't realise was that I was operating on assumptions, and those assumptions were quietly getting in the way.
This Challenge gave me a framework to approach relationships differently. Not with less confidence, but with more curiosity."
— Challenge Participant, Singapore
"It has been a month since we worked with Kavitha and Kester, and my partner and I have still been able to enjoy quality conversations, even when they start to get heated. Kavitha and Kester equipped us with tools that stay with you for years to come."
— Pat, Singapore
"We were frustrated that we kept coming back to the same problems over and over again, even after spending a lot of money on other therapy. Kester and Kavitha gave us tools to communicate from a space of awareness and love. We now have more confidence that we can better support each other, and we are excited to see each other's growth."
— Zxane & Vera, Singapore
"Before working with Kavitha and Kester, we were struggling to connect as a couple and that impacted many facets of our life together. We now have a renewed connection. We communicate less combatively, have calmer arguments where we seek to understand instead of fighting, and are able to share deeper feelings and aspirations with each other."
— A & S, Singapore
Watch a Sample Lesson from Day 1:

💫Build the foundation to finally date from a different place with clarity, confidence, and skillsets that actually last.
➡️Start your 7-day challenge today for just SGD $25 — less than a date night, and far more lifetime value.