Darrell Keezer
Digital Expert/Disruptor

Darrell Keezer is a Toronto‑based digital marketing and AI strategist who has built some of Canada’s fastest‑growing companies. He is the founder and CEO of Candybox Marketing, a multi‑award‑winning digital agency with offices in Oakville and Halifax. Candybox has appeared on The Globe and Mail’s Top Growing Companies list seven years in a row and sat at #299 in 2024 thanks to 115 % revenue growth over three years. The agency is also celebrated as a Top 10 Great Place to Work. Darrell launched Candybox in 2008 with $8,000 in severance and a mission to help businesses win online, later founding Launch48 to deliver ready‑to‑launch websites in two days.
An award‑winning entrepreneur and two‑time author, Darrell has written 37 Ways Your Website Died (and How to Resurrect It) and Pick Up Your Freakin’ Phone, sharing practical insights for business owners and marketers. Over the past year he has become one of Canada’s leading voices on practical AI implementation. His team implemented AI across Candybox’s operations and nearly doubled profitability in just six months while boosting client satisfaction. Darrell has personally trained over 1,000 professionals through private workshops and his AI Masterclass for executives, and he regularly leads closed‑door AI strategy sessions for banks, franchisors, marketing departments and executive boards. He speaks at more than 50 events annually across North America, teaching leaders how to harness AI, digital marketing and hybrid‑work strategies to drive growth. His clients range from Fox Entertainment, Erb Group and GFS to universities and professional associations. Past engagements include presentations for Microsoft, the Conference Board of Canada, the Insurance Brokers Association of Ontario and the 2025 Goodman Alumni Summit at Brock University.
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Speaking Topics
Flipping the Script on AI
Artificial intelligence is both an incredible opportunity and a source of uncertainty. In this timely and interactive presentation, Darrell Keezer's keynote presentations share practical, real-world examples of how AI can immediately boost and grow your business. Drawing from his own experience transforming Candybox Marketing, Darrell shows how companies can embrace AI today to drive record-breaking results—not just speculate about the future. This session challenges you to decide: what side of AI are you on?
Seriously Disruptive Digital Marketing Methods
The way consumers and businesses buy has drastically changed, accelerated by a decade’s worth of digital adoption in just a few years. Has your business kept pace? As a Darrell Keezer speaker, Darrell reveals how top companies leapfrog competitors by combining bold ideas with flawless digital execution. Learn actionable strategies to build a growth-focused marketing plan that works in today’s digital landscape.
Seriously Disruptive Digital Marketing Methods
The way consumers and businesses buy is unrecognizable from 10 years ago. We’ve accelerated our digital adoption by 10 years during the pandemic, but has your business kept up with the times?
From generating sales to creating brand equity, it’s time your business builds a growth strategy that actually works. In this keynote, Darrell Keezer shares how companies are leap frogging their competition with great ideas and flawless execution.
Managing Remote Teams (Without Tears)
Remote and hybrid work is here to stay, but effective management hasn’t always caught up. In this candid keynote, Darrell shares how he grew Candybox Marketing by 40% annually while working 40 hours a week—proving that remote work can be a competitive advantage. As a Darrell Keezer keynote speaker, he offers practical guidance on transforming culture, communication, feedback, and KPIs to succeed in managing remote teams without burnout.
Pick up Your Freakin' Phone
In a world overwhelmed by digital noise, salespeople struggle to get noticed. Darrell Keezer built one of Canada’s fastest-growing companies from a walk-in closet with just his cellphone and smart strategies. This talk combines modern digital tools with timeless sales fundamentals to help you cut through the noise and get results. It’s time to flip the script on ignored voicemails, endless Zoom calls, and unanswered emails—time to pick up your freakin’ phone.
Q&A for Darrell Keezer
Where does Darrel Keezer usually travel from?
Darrell is based in the Greater Toronto Area (Oakville, Ontario) and travels across Canada and internationally for speaking engagements, workshops, and industry conferences.
Which topics does Darrell Keezer typically speak on?
He specializes in digital marketing, AI strategy, hybrid leadership, sales transformation, and customer experience. He helps organizations harness AI and digital tools to drive growth, modernize marketing, and build high-performing teams.
How much does it cost to book Darrell Keezer?
Speaking fees typically range from $7,500 to $10,000 CAD depending on event format, location, and customization. For a tailored quote, please contact ProSpeakers.
What is the typical length of Darrel Keezer’s keynote presentations?
Standard keynotes are 45–60 minutes, often followed by a 15-minute Q&A. Longer workshops and hybrid sessions are available.
Is Darrel Keezer available for panel discussions or workshops?
Yes. He frequently participates in panels and leads interactive workshops on digital marketing, AI adoption, remote leadership, and business transformation.
Can Darrell Keezer customize his presentations?
Absolutely. He collaborates with event organizers to tailor content to your industry, audience, theme, and objectives.
What are some of Darrell Keezer’s notable past speaking engagements?
Darrell has spoken for Microsoft, the Conference Board of Canada, the Insurance Brokers Association of Ontario, universities across Canada, and the 2025 Goodman Alumni Summit at Brock University. He regularly shares the stage with thought leaders at conferences across North America.
How do we book Darrell Keezer?
To book Darrel Keezer for your next event, please contact Heather at ProSpeakers.com:
Email: [email protected]
Phone: 416-420-4525
"Darrell Keezer is a dynamic, engaging speaker and we felt very fortunate to have him on stage for our event. His keynote presentation “Becoming Digitally Disruptive” was rated “very good to excellent.” The material resonated with our audience of real estate agents, many of whom are looking for expert advice on how to build their own successful digital plan. Darrell provided clear tips and actionable suggestions on how to do just that." - Fraser Valley Real Estate Board
"With our conference theme focused on engaging and developing young talent, Darrell hit the mark with his lively presentation and informative content. Darrell is an outstanding speaker and has the ability to deliver a message synchronized with our theme." - Electro-Federation
"Darrell always engages our audiences and leaves them wanting more. He has helped us draw crowds to our conferences and we’ve implemented his strategies leading to a 600% revenue increase over our old digital presence." - CRM Dynamics
"Each time Darrell speaks for us, he “wows” the audience and leaves them wanting more. The one thing Darrell and I disagree on is how much paper should be on a person’s desk. My answer is “tons” and his answer is “none”." - Director of Education, IBAO
"Darrell is an energetic, authentic speaker who shared his expertise while engaging the whole room! I recommend him for a variety of topics!" - Conference Producer, Advanced Learning Institute
"Darrell delivers valuable insights and relevant content in a manner that is engaging, thought provoking and entertaining. Most importantly, his advice is both practical and actionable." - Vice Provost, Sheridan College
Awards
- Canadian Business Excellence Award for Private Businesses, presented by Excellence Canada & PwC.
- 2016 Marketer of the Year Award: Entrepreneur Category, presented by the Canadian Association of Marketing Professionals.
- 2016 Young Entrepreneur of the Year Award, presented by the Mississauga Board of Trade.
- 2014 Business Hall of Fame, inducted by Sheridan College.



