The Generation Now lineup includes some of the biggest names in the entrepreneurial world who are passionate about sharing their wisdom with emerging entrepreneurs.


Fresh out of college, Gary Vaynerchuk grew his $3M family wine business to a $60M business in just five years. Now, he runs VaynerMedia, one of the world’s hottest digital agencies. Along the way he has become a prolific angel investor, investing in companies like Facebook, Twitter, Uber, and Birchbox before eventually co-founding VaynerRSE, a $25M investment fund.

The #AskGaryVee Show is a way of providing as much value as possible by answering questions about social media, entrepreneurship, startups, and family businesses based on a lifetime of building successful multi-million dollar companies. The show is also available as a podcast on iTunes, Stitcher, and SoundCloud.




Peter Maoloni lead the growth of Interac e-Transfer earing many different hats, from start-up at CertaPay to Canada’s leading P2P payment brand. He continues to bring his expertise in technology and payments to help drive best-in-class solutions for digital money movement not only in Canada but around the world, helping both developed and emerging markets build easier payment capabilities for their citizens.


Amy Birks is the author of the international bestseller, The Hustle-Free Business, and with her laser-focused GPS-brain she makes marketing easy, fun, AND effective for entrepreneurs who want to change the world. She helps these purposeful peeps create a custom Simple System for marketing themselves that feels like THEM so they can get real results without having to hustle. And Amy knows it’s possible for YOU too! No more blueprints, no more formulas, just a simple plan that works for you because Amy knows that YOU are your best strategy.




Connor Blakley is an entrepreneur, speaker, author, and founder of YouthLogic. YouthLogic is a youth marketing consultancy that specializes in blending creativity, new technology, and psychology with media to help brands better understand, connect with, and engage Generation Z. He has been featured in Forbes, Business Insider, CBS, and more.




Kim is the co-founder and Chief Evangelist of Blank – a ground-breaking technology that builds apps automatically without code, thus making app development available to everyone. She’s a social media influencer, a professional speaker, a fitness enthusiast and a startup veteran with a successful exit under her belt. Her passion for Blank comes from her frustration in finding a technical partner during the early phases of her first software startup. Alongside the team at Blank, she’s working to level the playing field so that anyone with an idea and the ambition to make it happen has the tools they need to do so.




Manu (Swish) Goswami is a TEDx Speaker, venture capitalist (at JB Fitzgerald Venture Capital), LinkedIn Youth Editor and serial entrepreneur. He has been awarded Plan Canada’s Top 20 under 20, United Nation’s Outstanding Youth Leadership Award and Startup Canada’s Young Entrepreneur of the Year. Swish has been recognized as “one of the world’s most accomplished teenagers” by Future Sharks and the “Face and Future of Canadian Entrepreneurship” by UPS Canada.




Fatima Zaidi has had over nine years of experience in Business Development, Marketing, and Strategy. Her expertise in sales effectiveness and partnerships led her to the role as VP of Business Development for Eighty-Eight, a Toronto-based creative communications agency. Prior to Eighty-Eight she was Head of Business Development at retail company Rent Frock Repeat (who were on Dragons Den in Season 7) and was responsible for the overall management of all strategic business development, marketing, and customer relationship activities nationwide. Fatima is a commentator for Global News, chair for the DYPB conference, and content writer for BetaKit, and Huffington Post. She was named Marketing Magazines top 30 under 30 marketers and brand developers for 2016.




Connor Beaton is the founder of ManTalks, an international organization focused on men’s health, wellness, success and fulfilment. Connor is also an international speaker, podcast host and lifestyle entrepreneur. Before founding ManTalks, Connor worked with Apple leading high-performance sales and operations teams. Since founding ManTalks, Connor has spoken on stage at TEDx, with Lewis Howes, Gary Vaynerchuk, Danielle LaPorte, taken ManTalks to over a dozen cities internationally and has been featured on platforms like Forbes, Huffington Post, HeForShe, The Good Men Project, UN Women, CBC and the National Post.




Michaela is an espresso-fueled entrepreneur from Ottawa, Canada, where she currently runs Grade A Digital, a social media management agency. In March 2016, Michaela’s article about landing her dream job went viral on LinkedIn. Since then, she replicated her viral success with multiple career advice articles, updates, photo and video campaigns. Michaela’s articles have been featured and published on CNBC,, Mashable, and more. Armed with just a tiny dry erase board and writing skills, Michaela has organically built a mega presence on LinkedIn by tackling tough business conversations like failure, harassment, and confidence. When she isn’t writing or training clients on how to use LinkedIn, she regularly speaks at schools and volunteers with Canadian newcomers, sharing her advice on networking and the power of personal branding in a today’s digital landscape.





Peter Reitano is a marketer, entrepreneur, and investor.

Over the last decade, he’s worked directly with some of the world’s largest blue-chip / Fortune 500 brands and award-winning agencies in Europe, Australia, Canada and the US.

An active participant and early adopter in the digital space, he has strong insight into online behaviour/tech trends. He shares these insights when he speaks at industry events around the world.

His previous agency, Spark, was recently acquired, and he’s now Co-Founder and CEO at Abacus; a VC-backed specialized Facebook advertising agency. Abacus helps brands grow and acquire customers with advanced data-driven performance marketing.

Peter is also an instructor at Bitmaker, where he teaches digital marketing, and co-founder of Bellwether, a not-for-profit which brings together entrepreneurs and leaders in Toronto’s startup, tech, media, and advertising space for collaboration and innovation.




The word hero is one used commonly today; applied to first responders, medical professionals, members of the armed forces and social activists. While all the above may be true it ignores a heroism that doesn’t need a team, disaster or war; it is the heroism of survival and redemption. Perhaps this is a hero needed for our time.

The story of this hero begins in Toronto, in a loving and nurturing home. He is a good student, well-liked, socially connected, and a gifted tennis player. All doors seemed wide open for Eli Brown as he developed into a young man. In fact, they did: acceptance onto a top American university’s NCAA tennis team was a signal of his arrival. But as so often the case what we see is not what is. For Eli Brown, his greatest moment turned into stunning reversal or fortune that itself would become the foundation for another reversal and his greatest success. Eli’s story of sexual abuse, his numbing retreat to alcohol and drugs, and suicide attempts reveal the beginnings of this hero.

Now 3 years clean and sober, the founder and CEO of Shine The Light On, a clothing company that creates a platform of social change has become Canada’s hottest clothing brand with it now being sold in 300 retailers across the country. As the challenges and threats of teen drug abuse, sexual exploitation, bullying, and suicide grab the headlines Eli Brown is determined to get his message out to audiences all over with the conviction that his message of support gives another person the courage to share their pain, he is creating the type of world he believes is well worth living in – for him and you.


Jesse Kay is a 16-year-old junior in high school from Upper Saddle River, NJ and is currently working on his podcast 20 Under 20’s. Jesse is obsessed with sharing practical lessons and stories from some of the best minds on the planet to help inspire young men and women to become tomorrow’s entrepreneurs. The Huffington Post called the show, “a podcast interviewing successful young entrepreneurs across the globe, distilling practical lessons and stories from the brightest millennial men and women paving the way for his generation.” Jesse was born into an entrepreneurial family and started his first business at 9 years old flipping sneakers on eBay.




Bobby Umar, President Raeallan, Founder DYPB – Discover Your Personal Brand

Bobby Umar is one of the most prolific, heart-based leaders in North America. Inc Magazine named him one of the Top 100 Leadership Speakers, alongside such noteworthy giants as Richard Branson, Brene Brown, John Maxwell and Robin Sharma. Bobby is a 4x TEDx speaker, and one of the top influencers in Canada, with over 450,000 social media followers. He has been named the 2nd best business coach to follow on Twitter and the 4th best leadership influencer according to Kred. Bobby is an international author of three books, including a #1 bestseller, and is a Huffington Post contributor. He hosts a weekly tweetchat called “The Power of Connection” that has reached over 65 million impressions weekly. To date, his social media influence has garnered over 1 billion impressions. Bobby was also named a “2015 Speaker to Watch” by the National Speakers Bureau and Global Speakers Agency. Most recently, he was named a Top 7 Networking Guru to follow.


Zark Fatah is a self-made entrepreneur who has helped create and define the Canadian Entertainment scene. With over 20 years in the Hospitality & Nightlife industry, he has created a diverse portfolio of businesses that include award-winning restaurants, nightclubs, music festivals and other lifestyle focused companies. A concerned citizen and activist, Zark divides his time between overseeing his various businesses and a range of philanthropic activities, where he is actively involved. In 2011, Zark helped to establish the Artbound foundation, which in partnership with Free the Children has built schools in Kenya and India and most recently Nicaragua with Waves of Hope. Zark’s personal passions include; photography, running, snowboarding, cycling, hiking and anything fitness and adventure related.


Founder of Short Bus Talks, Real Estate Entrepreneur, and bestselling author of From Renos to Riches

Ian is a successful real estate investor, entrepreneur, and bestselling author of two real estate books. He’s also a former member of Canada’s Culinary Olympic Team and at the age of 23 became the Head Sous Chef of Toronto’s elite Granite Club. Ian struggled in the traditional schooling model and grew up believing himself unintelligent. But due to an unrelenting drive, he discovered his hidden talents and gifts like creativity, charisma, drive, and relationship skills, which allowed him to achieve business success, become a bestselling author, and even star in an HGTV pilot. Today, through his newest venture Short Bus Talks, Ian interviews other underdog success stories and gives live talks across North America to youth groups and entrepreneurs about overcoming past conditioning, discovering personal gifts, and breaking personal limits. Ian works with a small number of one-on-one clients to unlock their own superpowers even (and especially) if they’re underdogs.

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Shauna loves events, in fact, she loves to plan events big and small. In 2014 Shauna began her own corporate event management company, Leverage Events. With clients in Canada and the U.S., she is planning events, (retreats, incentives, meeting and conferences) all over the world. Shauna is continuously growing her company to service new clients looking for fresh events that positively impact their businesses. Shauna is the producer and owner of Haste and Hustle, Generation Now as well as Haste and Hustle Hookups. These events work to support entrepreneurs learn, develop and scale their business and make an impact. Shauna is always looking for ways to inspire, educate and connect emerging entrepreneurs through event experiences. On a personal note, Shauna is the mother of an amazing 15-year-old son and spends much of her ͚free͛ time in hockey arenas.


Anthony Ricciardi graduated from Alabama State University to pursue a career in the finance sector before shifting his dedication to his art. He has found tremendous success in the art world, creating concepts through his signature style of using varying mediums and unconstrained colour palettes.