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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. 


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 & Social Media Manager

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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Rachel Sedore

Wedding Planner

I’m Rachel, a Wedding Planner at Classic Affairs by Jenna. 


From a young age I loved watching anything to do with weddings, and one of my first jobs was actually serving at various wedding venues. I did that for many years just to simply see the magic of weddings. Finally. I decided to combine my love of weddings with my passion for event planning and execution. I now have a Post Graduate Certificate in Event Management and am WPIC certified. 


The parts of the job that warm my heart the most are the small personalized details throughout the ceremony and decor, and witnessing true love, excitement and happiness on the big day. Outside of work you can find me creating DIY projects, reading and getting outside as much as possible.

Sloan Ladouceur

Associate Wedding Planner

I'm Sloan, Classic Affairs by Jenna's newest planner! My journey into wedding planning began informally, coordinating events for friends and family. These experiences ignited a passion for creating seamless and joyful celebrations. Now, I’m pursuing formal studies in event planning, driven by the fulfillment of making couples’ special days truly unforgettable.

I’m excited to learn from a seasoned professional and work alongside fellow passionate individuals, all while contributing to the magic that Classic Affairs by Jenna brings to every occasion.


Beyond weddings, you’ll often find me immersed in nature—whether paddling down a river, trekking along a hiking trail, or simply enjoying the great outdoors. I thrive on impactful experiences, much like the cherished memories we create at weddings.

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Lynkahn Sutton

Lead Wedding Planner


Alana Martin

Lead Wedding Planner


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