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Wake Up with Jenny & Friends
by Wake Up with Jenny & Friends
Join me every Monday for Comedy & Co-Hosts, Laughs & Entertainment. Follow me on Instagram @wakeupwithjennyandfriends to stay connected. Let's laugh and grow together.
Episodes
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S7E28 - Charle Di Raimondo
Charles Di Raimondo, is a music producer, Tenor, composer, musician, songwriter and internationally recognized performer. Charles has produced a number of records through is own studio, Peel Music Studios and production company, CD Productions. He has helped guide numerous students and performers...
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S7E27 - Allen Longstreet
Allen Longstreet, is the author of, Under Belly. A fictional story about a boy who goes missing and a sibling who stops at nothing to find him. The process of reunification finds the missing boy, Hiro, entangled in an underworld of human trafficking, political agendas and thrilling life...
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S7E26 - Alex Walker
Alex Walker is an actor and the host of "The Human Mask" podcast. Alex shares the stories, real-life experiences and truths of the people he interviews. We chat about life, energy and what makes us human. Connect with Alex on all socials and YouTube @thehumanmaskpodcast
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S7E25 - Mike Frustaci
Mike Frustaci is a 1% member of the 7H riderz in Massachusetts and an active member in the bike community. He is the face behind the incredibly popular "Throttle 'n' Thoughts" which shares motivational content across various social media platforms. Mike is also a successful entrepreneur and runs…
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S7E24 - Don McAlister
Don McAlister is a retired US military veteran, actor and advocate for mental health. He is also a fellow music metal head! Our conversation spans across music, memorabilia and being being film sets. We also chat about the importance of having conversations around mental and yes...we talk about...
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S7E23 - Nicole Sanborn
Nicole is a dream decoder who helps people understanding the meaning and symbols behind their dreams. She offers free group sessions for her community through her social media and YouTube channel. Check out her Instagram @dreamdecodingwithnicole
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S7E22 - Ryan Zeitz
Ryan is a Toronto-based Comedian and the Ultimate Canada's Wonderland hack guru! Ryan documents his daily theme park hacks across social media with his goal to reach 10k in perks for the year through park passes. Ryan is also staunch advocate for mental health and we chat about his struggles and...
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S7E21 - James Roffey
James Roffey is High Performance and Mindset Couch. His work focuses on help men reach ultimate health and wellness through his unique coaching system. A former footballer and survivor of an eating disorder, James also shares his story of struggles and triumphs. A true inspiration to his…
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S7E20 - Jayson Cross
Jason Cross is a Chicago-based and internationally recognized comedian. His unique style combines real life situation to create thought provoking comedic sets. Jayson is also an avid reader, chess player and an educational interventionist helping kids and youth in his community. Connect with…
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S7E19 - Leo Lopez
Leo Lopez is a Director, Cinematographer, Photographer and the powerhouse behind his own production company Wolf Pack Visual Media. His latest film, "Carved in Lead" has garnered rave reviews and can be see on YouTube. @wolfpackvisualmedia www.wolfpackvisualmedia.co
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S7E18 - John Moses
John Moses is Canadian born, New Jersey based standup comedian. John has played at Gotham Club, Comedy Cellar, The Apollo Theater and more. His comedy albums and specials can be found across YouTube. John is also the co-host of sports podcast called "Fight Stories". www.johnmosescomedy.com
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S7E17 - Ed Conroy
If you grew up in the 70's, 80's, or 90's you will appreciate the true nostalgia this episode brings. I chat with Ed Conroy, Owner of Retrontario, co-curator of TVO's event at the Museum of Toronto and author of "Imagination: The Golden Age of Toronto Kids' TV". Instagram @retrontario
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S7E16 - Anna "The Voice" Vocino
Anna Vocino, is a comic, voice actor, author of several cookbooks, recipe creator and mentor. Oh and no big deal but in her spare time she also runs her own incredibly successful business "Eat Happy Kitchen", dedicated to bringing fresh and healthy sauces and snacks to the market. We chat about…
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S7E15 - Mark Nadon (The Treatment Room)
Thriller author, Mark Nadon joins me chat about his new smash hit novel, The Treatment Room.
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S7E14 - Ellis Hart
Ellis Hart is an independent thriller author. His debut novel, "The House that Held Her" has reached phenomenal success with readers and critics across the globe. Instagram @eillis_hart_author Website www.ellishartbooks.com
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S7E13 - Rye'N Wild
Rye'N Wild is a talented Canadian musician merging rap and country music. Introspective in his writing, Rye'N shares about the relationship he cultivates with each song to reach its full potential. Rye'N performs regularly across Canada on stage, in music festivals, touring and showcases....
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S7E12 - Marquiese Mcclendon
Marquiese is a talented musician, singer and producer. His new single, Tequila Tears is out now and follows hits such as True Colours, Back Seat, Broke Before and Impressed. Inspired through music to make a positive impact, Marquiese is the founder of Project Paradise, a non-profit that supports...
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S7E11 - Winn Claybaugh
Winn Claybaugh is an entrepreneur, co-owner and Dean of Paul Mitchell schools; he is an author, speaker, philanthropist, husband and father. As an educator and one of the most inspiring motivational speakers, I chat with Winn about finding happiness, bringing joy to the business of business and...
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S7E10 - Steven Grayhm
Steven Grayhm, is a Canadian-born actor, filmmaker and director. Steven received critical acclaim for his performance as Young Eddie in the film adaptation of Mitch Albom's best-selling novel, “The Five People You Meet In Heaven”, starring Academy Award Winner Jon Voight, Academy Award Nominee's...
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S7E9 - John Moses
John Moses is a Toronto-born stand up comedian. His YouTube comedy special, "Best Son" as garnered over 25k views. John has been feature at clubs such as Yuk Yuk's, Gotham Comedy Club, The Comedy Cellar, Apollo Theater and more. He is a festival regular at Boston Comedy Festival, Asheville Comedy...
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S7E8 - Nikki Boyd
Nikki Boyd is a professional home, business and lifestyle organizer. She runs a successful YouTube channel, At Home with Nikki alongside her consulting firm helping others with design, home décor and organization. Author of five best-selling coffee table books, Beautifully Organized, Estate...
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S7E7 - Suzie Edge
Suzie Edge is a medical doctor, passionate historian and incredibly talented and accomplished author. Her debut novels, "Vital Organs" and "Mortal Monarchs" became instant international bestsellers which have recently been translated and published in multiple languages. Connect with Suzie...
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S7E6 - Maryjo Eustace
On a fun-scale of 1-10 this was a 15! Maryjo Eustace is a television host, author, singer and all around witty chick. I talk with Maryjo about her time on the popular show, "What's for Dinner", her move from Cali back to Canada, divorce, dating, family and more. @maryjoeustace Maryjo Podcast:...
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TopFive DeepDive-Mash-Up!
Just what you need for your drive home on a Monday. Enjoy this Top Five Deep Dive collection from some our incredible guests.
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S7E5 - Mark Nadon
Mark Nadon is an accomplished writer and author. His works include suspense thriller novels, " The Genesis Project" and " The Collective". Marks, new novel, "The Treatment Room", is set to be release in April 2026 to rave reviews. Mark also hosts a popular podcast called, "Thriller Pitch…
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S7E4 - Ainz "Brainz" Prasad
Ainz "Brainz" Prasad is an internationally recognized and award winning music producer. He has worked with musical legends such as Jamie Foxx, Kenny "Babyface" Edmonds, Pink, Snoop Dogg and Miley Cyrus. In addition, Ainz has added film score and music supervision on various film, television and...
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S7E3 - Lindsay Allan
Lindsay Allan is the powerhouse behind "Lindsay-in-Motion: Fortitude Fitness and Wellness" in Lindsay Ontario and "The Shift Reimagined" a wellness retreat space for women. I chat with Lindsay about the landscape of energy work in health, healing and the positive shift toward living…
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S7E2 - Nikki Leacock
Nikki is a talented fashion consultant and runs the supremely popular "Guilt Free Style" Instagram and blog. Her unique fashion style and finds focus on thrifting quality items. She advocates for sustainable fashion promoting upcycling rather than the overconsumption fast-fashion lifestyle....
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S7E1 - Gio "Lions Within"
What a powerful way to kickstart Season 7! Gio, is a phenomenally talented musician and songwriter. His first 7-track EP launched December 25, 2025 and quickly rose to recognition on Instagram and Spotify. Gio's music combines hard rock and heavy metal sounds with the written message of God.…
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S6E23 - Max
Max is a Toronto-born Creator, Fashion Designer and Artist. His many talents include acting, writing, storyboarding, music and design. Max is the owner of an LA-based fashion hub called Wasted Youth Crew, which produces high quality upcycled fashion designed to inspire and build community....
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S6E22 - JD Leach
JD Leach is an actor, writer, author and advocate. His book "Behind Closed Eyes", recounts his incredibly brave experience having survived years in the juvenile detention system. JD shares how he turned his life around and today is an advocate for change. As an actor, JD recently starred in...
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S6E21-Richard Leacock
Richard Leacock is an award-winning actor, featured in hits like 21 Jump Street, Star Trek, Good Girls, 911 and more. I talk with Richard about all things acting, character development and his new project "The Hardway" which co-stars his brother Viv Leacock. We also chat about the supportive…
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S6E20-Stick N' Stones rock band
Sticks N' Stones is an up and coming rock band touring across North America with hits like, "Dead Memories" and "Saviour". I chat with the bands lead singer and guitarist, Nick about all things music and navigating everyday band life. Check out www.sticksnstonesofficial.com
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S6E19-Jon Bailey
Jon is a teacher, basketball coach and TikToker. Jon has quickly amassed a large following on tiktok for his hilarious lip-sync videos that bring laughter and positivity to not only his followers but his students. I chat with Jon about the challenges of teaching, staying positive and bringing joy...
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S6E18-Andrew Bridgeman
Andrew Bridgeman, is a multi-talented thriller author from New Hampshire. His debut novel, "Fortunate Son" has garnered international success with over 20,000 readers within it first year. Andrew's second novel, "A Noble Sin" is available now and his third novel is set to release in the near...
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S6E17-American Adrenalin
American Adrenalin are a hard rock/heavy metal band from California. Their current songs "Mud in Your Eye" and "Deadman's Tale" are streaming across all platforms. Their debut album "Burn The Ships" is set to be released in March 2026. I chat with lead singer, Brandon and Guitarist, Nick about…
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Top Five Deep Dive - Ashley the Bionic
This week's TFDD feature the wickedly awesome Ashley McKillop. Tacos are involved!
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S6E16 - Dini Petty
Dini Petty is a journalist and Canadian icon in television and radio. She is also an experienced pilot and was the host of her own show, "The Dini Petty Show". At 80 years young, Dini is making her return to television to host "Trailblazing Talks". I talk with Dini about her experience in the...
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S6E15 - Mark Philbin
Mark Philbin is a thriller author and former radio co-host. His new thriller novel, "Kill Them All" is a smash hit across North America and boasts a 4.6 star rating on goodreads. I talk with Mark about navigating the writing, editing and publishing process. Mark is a genuine inspiration for new...
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Top Five Deep Dive - Steve DeLaire
Catch this week's TFDD with Steve. I bet you'll neve guess his favorite movie choice.
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S6E14 - Jesse Kalosza "WarHammer"
Jesse is an artist, self-proclaimed "Metal Head" and the owner of Th1te3n Tattoo shop in Lindsay, Ontario. I talk with Jesse about music, life and creation of the infamous "WarHammer" persona. Jesse also shares an inspiring story of how the universe conspired to lead him toward his passion and...
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S6E13 - Brojects
Brothers, Andrew and Kevin, are hosts of the popular Canadian-based DIY television series "Brojects", "Brojects In The Home" and "Brojects: The Great Canadian Beer Hunt". Their new series, "Brojects Road House" is out now on the Cottage Life network. You can stream all Brojects episode past and...
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Top Five Deep Dive - Shawn Mac
This weeks TFDD is with our good friend Shawn Mac whose name might be a clue into his favorite comfort food. Discover more about Shawn and connect with him on Instagram.
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S6E12 - Comedian Doc Faery
Hot off the mic from his second appearance with "Kill Tony" at The Comedy Mothership, I sit down with comedian Doc Faery. We hit the ground running. Doc shares his experience of being on-stage, crafting a set and we exploring how comedy can be a tool for healing. Doc also gives us a sneak peek…
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Top Five Deep Dive - Rick Faery
Discover behind the scenes tidbits about actor Rick Faery in this weeks TFDD. Plus, Meat Loaf quickly snags the top spot in the "comfort meal category".
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Shorts w/ Ashely the Bionic
Welcome to "SHORTS", the new Wake Up with Jenny and Friends Mini-Series you didn't know you needed. Ashley and I discuss selling our feet pics in order to fund our upcoming animal rescue costs. I am in the market for a Llama and Ashley's dog needs a new set of legs. As it turns out, we have a...
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S6E11 - September Ramble
I'm back with a solo episode baby! It's giving, random, ramble, goofy and just plain ridiculousness. I talk about being assaulted by a pillow, my do's and don't on whale appetizers, Taylor Swift's engagement and growing up without safety zones. Thanks for hanging out with me on this mélange…
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Top Five Deep Dive - Rob Woodward
On this weeks TFDD with Rob Woodard - I did not expect this answer.... Shout out to Ann Romney.
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S6E10 - Magician, Rob Woodward
Rob Woodward, is a magician with over 25 years of experience performing magic for friends, family and his community. In this episode, Rob and I discuss our love for black coffee, my brief affair with Diet Coke and all things magic of course. Rob even enlists me to showcase a card trick in…
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Top Five Deep Dive - Chef Hector
Welcome to the first ever Top Five Deep Dive. This mini-series gives YOU, our WUWJF audience a chance to get to know some of our friends and guests a little better. I ask five random questions and the answers...you'll have to listen to find out. Our first TFDD is with our beloved Chef Hector. Enjoy!
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ABOUT THIS SHOW
Join me every Monday for Comedy & Co-Hosts, Laughs & Entertainment. Follow me on Instagram @wakeupwithjennyandfriends to stay connected. Let's laugh and grow together.
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Wake Up with Jenny & Friends
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