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Our Story

Like the classic girl groups of the 90s, Classic Affairs by Jenna is made up of an incredible group of woman who share one common goal; Elevating your Wedding experience. Founded in 2015 and led by Creative Director, Principle Planner and Florist - Jenna Lipman, Classic Affairs by Jenna's team will help set the tone for your custom wedding experience. 


Fast forward 8 years and we have grown to a core team of 4, and with an expansion into the floral design side of the industry we really are a one-stop shop for all your event needs. From Planning, and execution to design details, florals and decor rentals. We believe that providing personalized and attentive service, excellent communication and creative ideas is where we shine! Let us elevate your wedding to the next level! 

Get to know our incredible team below!

Meet the Team


Karleece Lapointe-Kumar

Creative Director, Principal Planner & Florist

I'm Jenna, Creative Director, Principle Planner and Florist at Classic Affairs By Jenna. Weddings, floral design and event planning is not only my career but my passion! There is no better feeling than knowing I have made my clients dreams come true on their big day.


Graduating from the Toronto Metropolitan University's (Formerly Ryerson) Hospitality & Tourism Management program through the Ted Rogers school of management and having worked in the hospitality industry for 14 years, I have successfully executed over 800 weddings. I am also a certified wedding and events planner through the WPICC.


With a background in event/venue management, wedding planning and floral design, I look forward to working with each and every client to successfully bring their wedding day vision to life! In my down time you can find me on the river with friends in Gananoque, with my furbaby Pepper or planning my next vacation. I love to travel!

Senior Wedding Producer

I’m Karleece, Senior Wedding Producer at Classic Affairs by Jenna.

I am a WPIC certified wedding and events planner with a background in Fashion Design and Apparel Production. I have been working as a wedding planner with Classic Affairs by Jenna for the last 2 seasons and am excited to be transitioning into a larger role with the company. Before joining the team, I previously worked for many years in bridal, helping brides and bridesmaids find the perfect attire for their big day. 

My favourite part of being a wedding planner is the feeling you get when you help a couple plan and execute their special day! I absolutely love when couples incorporate special details from their unique love story. When I'm not working, you can find me spending time with my pets, travelling, and studying to become a licensed Paralegal!

Jenna Lipman

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Alana Martin

Lead Wedding Planner


Rachel Sedore

Wedding Planner


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Jessica Stevens

Associate Wedding Planner


Jemeika Jackson

Associate Wedding Planner


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