The Planner's Perspective

Jessie Khaira didn’t set out to build a wedding business. It started with one decision, one problem, and a moment where she was told no.In this episode, Jessie shares the real story behind how everything began. From creating chair covers for her own wedding to setting up a 400-person event the day before, this is an unfiltered look at what it actually took to get started. No strategy. No systems. Just figuring it out as she went.This episode walks through the early mistakes, the pressure, and the lessons that shaped her standards today. It’s a reminder that most businesses don’t start with a plan. They start with action, experience, and learning in real time.Chapters00:00 – Why Jessie is sharing her story01:30 – The moment everything started03:00 – Setting up her own wedding05:00 – The reality of DIY and exhaustion07:00 – A moment that shifted everything09:00 – Learning logistics the hard way11:00 – The emotional weight of her job13:00 – Why she needed something different14:30 – Turning conversations into bookings16:00 – Saying yes to everything17:30 – The pricing mistake that changed her standards19:00 – Building without a plan20:30 – The messy phase most people go throughConnect with JessieWebsite: www.jessiekhaira.comInstagram: @jessiekhairaIf you are planning a South Asian wedding, supporting someone who is, or working in this space as a planner, this podcast was created for you. Hit subscribe and join the conversation as we plan with clarity, confidence, and perspective.