dating deep dive
Dating strategy sessions for Singaporean men who are tired of guessing. A private, practical space to help you navigate modern dating with more clarity, confidence, and direction.
get a clearer path to the relationship
you actually want
Figure out exactly what's not working in your dating life - so you can stop guessing and start dating like the man you actually are.
how it works
These sessions are designed for men who are serious about finding a meaningful relationship.
1 /
book a vibe check
$0
A 20 minute, completely free, completely private session. This is a preliminary get to know you chat where we test fit.
2 /
three sessions over 4 - 6 weeks
3 sessions for $149
(Limited time pricing)
Over 3 structured deep dive sessions, we work through challenges such as:
Dating profiles that aren't converting into matches
Matches that never become dates
First dates that don't become second dates
Unclear communication and mixed signals
Dating fatigue and loss of confidence
Knowing what you want in a partner
Building a more intentional dating strategy
You get to decide what we focus on. Every session ends with clear actions, practical feedback, and a plan for what comes next.
Every session is fully confidential.
3 /
text support between sessions
$0 (Included)
Get personalised dating tips and WhatsApp support for six weeks.
4 / watch your dating life soar
$ priceless
Experience real results. Whether it’s self-confidence, just getting out there, feeling ready, holding quality conversations - with a clear action plan, you’ve got this.
frequently asked questions
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No. This is strategy and honest feedback, not processing your childhood. Each session is structured and future-focused, meaning that you leave with a clear action plan and a confidence in your ability to make a change.
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No. Everything is fully private and confidential, and this will be captured in a signed agreement.
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Has asking your friends worked for you?
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Men who are serious about a real relationship, willing to hear honest feedback, and ready to actually do something about it.
Men who want to approach dating and relationships with more intentionality and clarity. Whether you want to feel more ready, want to improve your self-confidence, or you’ve just been banging your head against the wall trying to figure out what’s not working - dating deep dives give you clear, actionable strategies to get the relationship you want.
This is not for you if you’re looking for tricks, a script, or if you think dating is just a game.
this is for you if:
✅ You're done calling "being on the apps" a strategy
✅ You can take honest feedback without getting defensive
✅ You're serious about a real relationship, not just keeping your options open
✅ You're willing to get specific about what you actually want, even if it's uncomfortable
this is not for you if:
❌ You’re looking for tricks, a script, or if you think dating is just a game
❌ You’re convinced the problem is entirely other people
❌ You’re just waiting for fate to send the “right one” without doing anything about it
❌ You just want validation, not an honest read
❌ You’re not willing to change anything - you just want someone who magically meets all your criteria to materialise d
why work with me?
I’m Wan Ting, ICF-trained coach, former HR professional, and founder of portmanteau. Over the years, I've worked with hundreds of people through recruitment, coaching, and image consulting.
✔️ Currently completing my ICF ACC accreditation - a globally-recognised coaching certification with rigorous standards, which means every deep dive session is held to a real, professional standard with structured frameworks, not winged.
✔️ Certified Image Consultant - with hundreds of happy clients, I can work with you to dress for you - your skin tone, your body type - not an arbitrary “handsome” standard.
I don’t do toxic pickup artist tricks; I do strategy. My role isn’t to tell you who to be or what to become - it’s to help you understand what’s happening, identify what matters most, and build a dating approach that is authentic, intentional, and effective.