On November 29, Pier Five marked a major milestone with our biggest event to date, celebrating five years of building, creating, and pushing culture forward. What began as an anniversary celebration quickly became something much bigger: a full-scale showcase of our creative capabilities and the first public announcement of Pier Five Studios, our new agency. With 200 guests in attendance, the night was a resounding success and a defining moment in our journey. An Immersive Brand Experience The event was designed as a living demonstration of what Pier Five can deliver, blending brand, culture, and experience into one cohesive environment. The space was filled with a variety of brand activations, each contributing to the energy and narrative of the night: Alcoholic bars hosted by Great Estates, Banditos Mexican Lager & Coco Rum Fast Magic  delivered a custom sticker bar featuring new designs and exclusive collaborations Ho Lei Fook  elevated the evening with Hong Kong–inspired fusion small bites A game zone arcade by PUMA and Pier Five  brought playful competition into the space and dozens of incredible prizes to be won An interactive photo booth by Intak Printing  captured the night in real time A non-alc hydration zone powered by VOSS, Well Juices and Electrolit. Every element was intentionally designed to spark interaction, discovery, and connection. Five Years of Pier Five At the heart of the evening was a moment of reflection. Guests were treated to a five-year recap video , highlighting the evolution of Pier Five, from its early days to the platform it has become today. The video served not only as a look back, but as a bridge to what comes next. Introducing Pier Five Studios At the end of the recap, we made our first public announcement of Pier Five Studios , our new agency arm of Pier Five. This event was the largest and most ambitious showcase we have ever produced, and it was by design. It represented a clear statement of intent: Pier Five Studios is here , and we are ready to build world-class brand experiences, creative campaigns, and cultural moments for our partners. From concept to execution, the night embodied the full spectrum of our capabilities. Looking Ahead to 2026 This End-of-Year celebration was more than a party. It was a milestone, a proof point, and a launchpad. We are incredibly grateful to our partners, collaborators, and community who showed up and helped make the night unforgettable. As we close out this chapter and look ahead, we are energized and focused on building in 2026.

To kick off small business month in Canada, Pier Five and HP Canada came together in Toronto to host The AI Studio , a one-of-a-kind workshop experience designed to help Canadian small business owners discover how AI and HP’s Next Gen AI PCs  can transform the way they work, create, and grow. The event welcomed 20 entrepreneurs and founders from industries including hospitality, health, media, fashion, tech, retail and restaurant for a day of hands-on learning, collaboration, and innovation. Every detail of the experience was crafted around real challenges and opportunities shared by attendees in a pre-event survey, ensuring that each moment was personalized, relevant, and actionable. Swipe through images The day unfolded through two interactive sessions that reflected the dual nature of entrepreneurship, the balance between operations and creativity. The first session focused on productivity and operations, helping business owners learn how to integrate AI into their day-to-day tasks, streamline workflows, and unlock new efficiencies. The second session shifted gears toward creative strategy and marketing, offering insights into how AI can support content creation, copywriting, and campaign planning for founders looking to amplify their brand stories. During the sessions, attendees were invited to explore HP’s Next Gen AI PCs and devices, guided by HP Commercial Category Business Manager, Towen Chrea, who demonstrated the power of AI-driven hardware in real time. From adaptive tools that anticipate workflow needs to features that make creative work more intuitive, the demos showcased how HP is reimagining what’s possible for small businesses in the age of AI. Beyond the learning, The AI Studio offered what every entrepreneur values most; connection. Guests shared experiences, swapped insights, and formed new relationships. They also took part in professional portrait sessions to elevate their personal brands and left with co-branded Pier Five x HP Canada merch as a reminder of the day’s inspiration. Swipe through images Ultimately, The AI Studio wasn’t just an event, it was a celebration of Canadian entrepreneurship and a glimpse into the future of work. It gave small business owners the knowledge, confidence, and tools to embrace AI not as a buzzword, but as a genuine growth partner. Pier Five and HP Canada are proud to have built this experience together, supporting the small business community, empowering innovation, and continuing to champion the incredible founders shaping Canada’s creative economy.

This past week, Pier Five hosted its very first Mental Health Mixer, a fresh kind of event created to blend wellness, creativity, and meaningful connection into one intentional gathering. This wasn’t your typical networking party. Instead, it was a space designed to slow down, check in with yourself, and engage in real conversations with others navigating the ups and downs of life. The event welcomed 50 passionate creatives, entrepreneurs, and community members who showed up ready to be present and open. From the moment the mixer began, there was a genuine energy of warmth and vulnerability that set the tone for the afternoon. To kick things off, guests were guided through a calming breathwork session, helping everyone center themselves and settle into the space. This mindful start paved the way for a powerful panel discussion featuring two incredible voices in mental health: Yanal Dhallieh, founder of Peace Collective , and therapist and podcast host Makena Arntsen from Don’t Worry It’s Confidential . Their candid conversation touched on personal journeys, mental health strategies, and the unique challenges creatives and entrepreneurs face when it comes to self-care. More content to come from that panel on the Pier Five Instagram . Between the thoughtful dialogue, attendees explored wellness activations from local brands PleaseNotes and Health Hut , discovering tools like affirmation journals and curated self-care essentials that support ongoing mental wellbeing. Light refreshments complemented the experience, with sparkling drinks from Barbet , fresh coffee from Itso Coffee , and delicious charcuterie beautifully prepared by MiBowl . These thoughtful touches, provided by local sponsors, made the event feel like a true community celebration. Before leaving, guests received special gifts from Peace Collective and HOKA , small reminders of the day’s intention to care for oneself and each other. The feedback was overwhelmingly positive and many shared how much they appreciated the chance to slow down, connect deeply, and reflect in a safe, welcoming environment. Pier Five’s Mental Health Mixer was more than an event; it was a reminder of the importance of holding space for mental wellness in our busy, creative lives. We are grateful to our partners and sponsors who helped make this possible and look forward to hosting many more gatherings that bring community, creativity, and care together. Stay tuned to the Pier Five Instagram and mailing list for updated on future events!

The AI Studio: Pier Five and HP Canada Helped Canadian Small Businesses Harness the Power of AI PIER FIVE COMMUNITY DINNERS LEARN MORE Latest Posts Catch up with our latest conversations and events. Small Business Activation Grant Runner Up: Yueh Tung Restaurant Jun 22 Small Business Activation Grant Runner Up: Stimmie Jun 22 Small Business Activation Grant Winner: Grays Jun 22 Pier Five’s Mental Health Mixer: A Space to Reset, Reflect, and Connect Jun 4 Mental Movement Day with Pier Five and Puma Brings Toronto’s Creative Community Together for Yoga, Wellness, and Open Conversation Jun 3 A Spring Clean-Up Day to Remember Apr 29 5 Essential Tax Strategies for Small Business Owners to Save Money Mar 7 Empowering Women Entrepreneurs: Mastercard x Pier Five's 2024/25 Priceless Experience Mar 2 Pier Five’s 2024 End-of-Year Celebration Dec 17, 2024 Celebrating Creativity and Community at the OOAK Show '24 Dec 5, 2024 5-Tips On Brand Building From Kuwalla Tee's Founder Yaniv Abecassis Nov 26, 2024 Toronto Community Court Day Recap: A Slam Dunk Success Oct 21, 2024 Explore All Posts

The July Roundup Welcome to Pier Five monthly round ups, a look back at some of the people, brands & things that caught our eye this month that we thought you should know about. Dime x Vans Montreal based skate brand Dime has launched another perfect collaboration, dubbed the Wayvee, as part of their ongoing partnership with Vans. This collab is brought to life in two colorways: evening blue and egret. Complemented with luxe suede, embroidered Vans and Dime logo hits throughout and an all-new upper construction with reinforced translucent mesh panels, this model delivers luxury design and performance construction in the perfect shoe. Hopefully you were lucky enough to get a pair on the initial July 17th but if not, make sure to check your local skate shops, which dropped the shoes on July 24, for any remaining sizes. Adidem Astericks* Collabs The month of July has been a busy one for up and coming Toronto based fashion brand Adidem Astericks* who has recently made waves with refined luxury aesthetics similar to brands like Aime Leon Dore and Todd Snyder with a more street twist. This month, Adidem Astericks*partnered with two heavy hitters for some big collaborations. In partnership with Roots, they redefined the Canadian classic Awards Varsity Jacket with elevated multi-patch embroidery work and thoughtful colour blocking in two colourways; piston blue & merlot. The jacket has been seen on the likes of Toronto rappers, Jazz Cartier & Pressa to name a few. The second collab tapped into the hand painted illustrations of fellow Toronto artist Moya “Gang Box'' Garrison-Msingwanaon a collection featuring tees, caps, pins & even a coffee table book! Both collaborations are available on their webstore here . Vandy The Pink Carpenter Mules When it comes to customizing sneakers & clothes, Junghoon Son, the man behind Vandy The Pink, is at the forefront of it all. From hawaiin summer shirt-short sets with Hidden.NY to playful fast food burger inspired sneakers, Vandy doesn’t miss and we’re here for it all! His latest creation gives the Vandy treatment on a pair of mules called the VTP Carpenter Mule, taking design inspiration from the popular Carhartt workwear brand. From the soft suede upper to the gold rivets & zipper detailing, the attention to detail is A1. These dropped July 15 and are unfortunately sold-out but make sure to follow Vandy The Pink on instagram for all of their feature releases! Matty Matheson Summer Merch Collection Canadian chef & internet personality Matty Matheson launched his latest merch line, perfect for the summer, called “Camp Matty’s World”. This full collection has everything from tees to truckers & dad caps, basketball jerseys, shorts & more. As you can tell by the name of the collection, it’s design theme and graphic inspiration comes from throwback summer camp style bringing back the little kid in all of us. The designs are on point and the full collection is available for purchase on Matty’s webstore here . norda™ 001 Our monthly roundup wouldn’t be complete without including the world’s first seamless, lightest, trail running shoe from our friends at norda™. The norda™ 001 comes in two colourways, black or white and is made from Dyneema®: the world’s strongest and lightest fiber™, delivering the lowest carbon footprint per unit strength of any material. The sole of the shoe is a brand new design made in collaboration with Vibram, a leader in shoe design and footwear soles, and was inspired by the Canadian Shield, the largest and strongest pre-Cambrian rock formation on Earth. The technology in this shoe is unlike any other trail running shoe that exists and was made to prove that high performance and sustainability should always run together. The shoe is available for pre-order on norda’s website and will hit local running shops in August. Also check out our latest interview with Nick Martire, founder of norda™ here ! Stay tuned to The Roundup series to discover the coolest new people, brands and releases each month and keep it locked to all of Pier Five for stories and interviews with our favourite designers, entrepreneurs, creators and more.

Slow & Steady with Josh Heares of Porter James Sports Once you get going, it can be hard to slow down but we can't forget the tales of our childhood. You can't rush success. Slow and steady wins the race. Such is true for Josh Heares, founder of New Zealand based clothing brand Porter James Sports, who has spent the last two-and-a-half years carefully crafting his label. With a clear path ahead and a mind that has never been more focused, Josh is on his way to becoming one of the most stand-out menswear street brands in our opinion and we got the chance to chat with him about his journey from advertising to fashion, how he plays the fashion game with an analytical mindset and where he hopes to take the brand in the future. Read the full interview below! Hi Josh, thanks for taking the time to chat with us. For those who aren't familiar, can you tell us a little about yourself and how your brand, Porter James Sports, came to be? Thanks guys! I started Porter James out of my living room in Auckland, NZ about 2.5 years ago, in December 2020. Before that, I spent my career in the advertising and design space so I was new to fashion taking on this project. Today, I would say PJS is the convergence of menswear and streetwear and the values we champion are 'simplicity' and 'timeless design'. We try to be accessible but from day one, I was really keen on ensuring that we didn't look like a 'part-time' fashion brand. I have a high bar for the brands I wear as a consumer and PJS had to match that. With no prior experience in fashion, what was the motivation to pivot from your career in advertising? In my mid-twenties, I got a promotion at my advertising agency and was really excited. At the time, I thought this was my dream job, blending business and creativity together but one day realized that I didn't see a long-term path for this and felt like something was missing for me and wanted to create a change. A mentor told me about this idea of envisioning my dream day instead of my dream job and that changed everything for me. I started thinking about the things I value most like making my own schedule, being able to be creative and work with other passionate people instead of large corporations, and then being able to work from wherever I wanted. Fashion checked a lot of those boxes so I started spending a lot of time looking into how to make that possible. So from there, how did you get started? I threw myself in the deep end. I got an agent out in Guangzhou, China and flew out there to meet him to speak about product development. Luckily he was from New Zealand and spoke perfect English which was a huge help. From there, I just asked a lot of questions. I brushed up on all of the product development information, figured out how much money I would need to start everything. On the other hand, having worked in advertising for so long with brands like Mercedes-Benz, I knew what world-class delivery looked like and had a benchmark for what I wanted to try and hit with my own brand. The reality of leaving your job and starting a brand is that money can get tough. How did you manage there? Absolutely! I knew that I was going to need income from other sources so I started a consulting side-hustle, which allowed me to sustain enough revenue once I left the agency job. I still do it now and it's a great extra job, allowing me to use my past experiences and help others develop their brand plans. I know the brand is strong and will continue growing but it obviously takes time so I didn't want to put all of my eggs in one basket from the beginning. You seem like you're very patient, which doesn't always come so easily to entrepreneurs. I think it's important to look at things like a sliding scale, not a light switch. Success won't come overnight. I heard this great quote that "people overestimate what they can do in a year but underestimate what they can do in ten years". Where you are now, consider it a stepping stone that's planting seeds to where you want to go. I know that if I'm intentional and become comfortable putting in the work, it might take two or three years to start seeing some real return but in ten years I'll be very happy about the work that I put in. Do you have a long term or ten year plan for the brand? I just want to continue to grow the brand bigger, while staying in my lane. I've never been clearer than I am now on what our products look like and what our 'brand filter' is, meaning how I think we should look and what we should be putting out. We're focusing on DTC growth now which I'm really starting to figure out and I think that I'm on the right path which is the most important thing to me. The DTC landscape is ever-changing. What are the most important thing to be thinking about these days when running an online business? This isn't new but the only way to really grow a huge business is by acquiring more customers, so that's where all of my focus is. You need to understand why someone might not buy from you and mitigate all of those barriers. For me, as a brand from New Zealand, it's improving shipping so that new customers can take a chance on the brand. I've worked to ensure I can offer fast-free shipping because I know my quality is good, and that if I can get my products into the hands of the "fashion-guy" of a friend group, they'll influence their ten friends and that's how everything will grow. So I just need to ensure the person landing on my page has no reason not to checkout. Besides the quality being top notch, what's your strategy for the product design and collection building? As you connect with new producers and learn new things around the product, I think it's easy to get overwhelmed. The truth is, you can build a multimillion dollar brand around just five or six styles ( a great shirt, a great pair of trousers, a great hat, etc). I've watched so many brands scale massively by perfecting certain styles and that's what I'm trying to do. That helps me ensure the quality, fit, and look are perfect. Taking inspiration from other trends and brands is ok but apply what works for you and make sure to stay in your lane. I'm also trying to remind myself to slow down and constantly iterate as opposed to pumping out a lot of product quickly. I'm constantly thinking about how I can make the product better, from the stitching to the materials, to the decoration. I'd say taking it slow is what is going to help us win. Love that! Slow and steady wins the race. Make sure to check out Porter James Sports for their newest drop on Monday, July 17th and keep it locked to Pier Five for more conversations with creative entrepreneurs!