Classic Affairs By Jenna

Classic Affairs by Jenna is a full service wedding planning and floral design company. Dedicated to ensuring that each clients dream day is successfully executed. Our goal is simple - to execute beautiful and unique events that produce a satisfying experience not only for our clients but for every guest in attendance. 

From planning, through to the initiation and execution phases, we are able to reinforce that vision with reliable, trustworthy, professional service, high-quality competency, and not to forget passion! Events are what we do, and our promise to our clients is to adhere to our core values. 

Say Hi to Our Team!

Jenna Lipman
Nicole Gregory

Nicole Gregory

Wedding Planner & Social Media Manager

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. Having been working in the hospitality industry for over 10 years, I have successfully executed over 550 weddings. I am also a certified wedding and events planner through the WPIC. 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 at the beach, walking my furbaby Pepper or planning my next vacation. I love to travel!

I'm Nicole, Wedding Planner & Social Media Manager at Classic Affairs By Jenna. I am a Fashion Management & WPICC graduate with a love for everything Weddings! Having previously worked in the bridal industry as well as wedding planning, I have seen many different sides to the wedding industry and have a lot of knowledge when it comes to all things wedding related. Ever since I was a little girl, I have loved everything that has to do with weddings. I grew up watching Say Yes to The Dress and Four Weddings. Fun fact- I actually worked at Kleinfeld Canada for a little bit and it was a dream come true! When I am not onsite, you can find me on the back end working on all things social media related. I love being able to share all those special moments we see with everyone that follows us! When I am not working, you can find me spending time with my boyfriend aventuring while blasting country music, shopping or travelling.  

Jenna Lipman

Director, Principal Planner & Florist

Karleece Lapointe

Ayla Fleischacker

Floral Designer

Assistant Wedding Planner

I’m Karleece, one of the Assistant Planner's at Classic Affairs by Jenna.

I am a WPICC graduate and have a background in Fashion Design and Apparel Production. I am new to the wedding planning industry however, I have many years experience helping brides and bridesmaids find the perfect attire for the day of. There is such a special feeling you get when you help someone plan and execute such an Important day! When I’m not working, you can find me spending time with my pets, travelling, and shopping!


Vanessa Headshot 2_edited.jpg

Vanessa Marr

Assistant Wedding Planner

I'm Vanessa, one of the Assistant Planners at Classic Affairs by Jenna. I am a Queen's University graduate with a background in world languages and a passion for event planning! Growing up, I was always the one who wanted to organize events, wether it be a friend's birthday party or a family holiday, which is how I knew this industry is for me. I am passionate about creating meaningful experiences - the most rewarding feeling is knowing you played a part in making a couple's wedding day as special as possible.

Eric Fleischacker

Technical Production & Set-Up

You will often find me on site during setups, and on occasion assisting with our large scale events.

I fell into the Wedding industry by accident. Having done some lighting installation work in one of the GTA's largest venues, meeting Jenna, and going though the process of getting married, I have grown accustomed to the craziness and love that is all things weddings.

My favourite part about a wedding is the vows, each are very different and hold meaning to the individual couples. Its a special moment to witness.