Roy Osing — Business Scaling and Leadership Tips
Audacious Moves to a Billion: The Scaling Leader's Playbook
This is the playbook for exponential growth. 🚀 Featuring the proven systems of Roy Osing, who scaled a startup to over a billion in sales, we deliver the actionable plays—not just theory—for transformative scaling. Each episode breaks down the audacious frameworks, operational leaps, and leadership disciplines required to multiply your impact. For business leaders, founders and CEOs ready to move beyond incremental progress and execute the bold strategies that build a business to last. This is your definitive playbook to turn ambition into results. 🙌Subscribe now…
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Roy Osing — Business Scaling and Leadership Tips
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Podcast website
Latest episode
Jun 29, 2026
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Episodes
How to Be A Disruptive Leader And Win 23.09.2024 55:40
“In a world boxed within norms, rules, and 'being better', Roy Osing, also known as 'Be Different or Be Dead' guy, paints a different picture about achieving success. He asserts that uniqueness and differentiation matter more than being 'number one'. He stresses that individuals and businesses should focus on their defined roles and look inward to set their standards rather than obsessing over com...
Why High Prices Make You More Competitive 16.09.2024 20:39
Most businesses look for ways to offer the cheapest prices in the market. Having special promotional Sales and discounting prices are commonplace tactics used to retain customers and attract new ones. But it’s a flawed long term strategy. The emphasis should be on ADDING VALUE and customer benefits to support the HIGHEST (not lowest) prices in the market. Competing on the basis of low prices (unle...
💦 Splash - Strategic Game Plan 13.09.2024 7:03
Three questions unlock your business compass: 🔸What are your growth goals? 🔸Who are you serving (ideal customer)? 🔸What’s your ONLY Value Proposition (what problem are you solving in a way that no one else does)? Answering these clarifies your target market,refines your offering, and guides how you connect. It's a simple framework for a focused strategy. Check out this episode:💦 3 Questions an...
What Is So Awesome About Killing Dumb Rules? 09.09.2024 23:21
Audacious Leaders are judged on how well their organizations perform, and how they GROW. In this podcast episode, I discuss with Gary Bontrager my “Cleanse The Inside” Move aimed at improving the execution of one’s strategy and creating unheard-of levels of performance. The intent of my Cleanse Move is to eliminate the friction in the “inside delivery system”, increase its viscosity and improve th...
How Being Boring Will Make You Extremely Successful 02.09.2024 25:40
How Being Boring and Keeping Your Promises Will Make You Extremely Successful It seems that often businesses forget that it’s the simple things that breed success, like keeping their promises. It’s a human thing: make me a promise, keep it and I’ll remember that you’re honest and I will continue to do business with you. And, I’ll mention you to others. This strategy seems too simple, but many orga...
💦 Splash - Author’s Guide 30.08.2024 14:40
To write crave-worthy books, authors should craft stories that readers can't put down and develop a bold, authentic voice to stand out from the crowd. This "audacious leadership" approach will make them more relevant and interesting to their audience. Check these morsels out: 💧 What strategy would you recommend authors employ to make their work “crave worthy”? 💧 How can authors leverage “audacio...
What is The “Juice” That Makes a Leader Great? 26.08.2024 13:51
What is The “Juice” That Makes a Leader Great? In my view one of the most egregious myths about a “Great Leader” is the notion that they have VISION; that they have amazing insights into the future and they chart a course for their organization that is perfectly successful. Hmmmm… I’ve never seen it in my 40+ years in business. The most amazing leaders I’ve seen are imperfect as hell! They underst...
The Brain Doesn’t Control Innovation 19.08.2024 32:00
Where does innovation and creativity come from? This is the key question podcast Host Wize Otero and I breakdown as we explore what worked for me in growing a startup to A BILLION IN SALES! Innovation isn’t really an intellectual thing; it’s driven by “I don’t know!”, discomfort, sweat, imprecision and the guts to TRY stuff. This episode is all about rejecting the pressure school puts on us to con...
💦 Splash - Leader Communications 16.08.2024 13:14
A leader must clearly articulate their vision, inspire others through actions and achievements, and ensure consistent and open communication. Effective communication requires active listening, empathy, and clarity. The speaking process begins with achieving success, which builds credibility and trust, making the communicated vision more believable and compelling. Check these 3 gems: 💦 What are th...
The ONLY Statement: The Game Changer 14.08.2024 6:34
“Welcome to today's episode where we dive into the powerful concept of Roy Osing’s ‘ONLY Statement’. This idea is the make-or-break factor for success in both business and personal career development. We'll explore how this differentiation statement can be a game-changer, offering actionable insights for you to apply. So, grab your notepad and let's uncover how the "only statement" can transform y...
My Journey To a $BILLION 12.08.2024 55:48
“Take the path less traveled and accept whatever is going to happen.” - ROY Jeffrey Feldberg interviews Roy Osing, an experienced business leader, mentor, and author, who shares his journey of transforming a small startup into a billion-dollar business. He attributes his success primarily to his approach of 'being different' and how this concept runs in his veins. His new mantra of 'be different o...
The Boring Leader 05.08.2024 47:57
“Entrepreneur, author and former CMO Roy Osing dares to be different - in fact, he insists on it and helps his clients to do the same! Roy is a one of a kind leadership thinker with little patience for those who practice performative creativity instead of getting their hands dirty with the real thing. He has grown a start-up to billion dollar sales and authored seven books in his ‘Be Different or...
Don’t Give Deals For New Customers! 29.07.2024 22:22
Every business seems to put an extreme focus on attracting NEW customers. New customer acquisition programs are ‘sexy’; give-aways to get people to leave their current suppliers and join another team are prolifically offered despite the added costs involved in providing the tokens offered as bait. Forgotten in all this hoopla is the existing loyal customer who is ineligible for the Killer Deal, bu...
💦 Splash - Public Speaking 26.07.2024 6:18
Effective communication in business is crucial for success, fostering collaboration, and ensuring clarity. Businesses generally recognize its importance but may not give it adequate priority. As for public speaking, it's essential for leaders to convey messages effectively. Roy doesn’t view himself as a public speaker. So what is he? Check these 2 snippets: 💦 How important is communications in bu...
A Service Mistake Can Be a Fantastic Win 22.07.2024 22:29
It’s ironic that if a business screws a customer over with a mistake and recovers well, customer loyalty is stronger than if the service OOPS! was never made at all. Sure, the customer is upset with the mistake at first, but they quickly forget about it if a WOW! recovery is made leaving them surprised and breathless. In this episode Roy outlines the Moves he made to develop a winning Service Stra...
Say YES! And Grow Your Business 15.07.2024 16:36
A culture that ‘leans in’ to Saying YES! to their customers will always outpace a competitor who is more of a control freak, wanting to control the customer engagement process. A YES! business is more interested in creating special moments and experiences for their customers while their NO! counterpart is constantly in the rule or policy enforcement mode. In this episode Roy unpacks his Moves in u...
The New Age Entrepreneur Is Audacious 08.07.2024 11:56
Let me begin with this SOBERING REALITY. According to current data, UP TO 90% OF STARTUPS FAIL! Obviously, entrepreneurs are UNABLE TO COPE with TODAY’S FIVE BUSINESS REALITIES… ✔️ REALITY #1. Intense COMPETITION. ✔️ REALITY #2. UNCERTAINTY and “chaos” in the market. ✔️ REALITY #3. CUSTOMER power. ✔️ REALITY #4. Dramatic TECHNOLOGICAL change. ✔️ REALITY #5. REGULATIONS constrain business. In the f...
The Service Experience Should SURPRISE! your Customers 01.07.2024 30:11
Customers expect your product or service to work as promised. Having a product that works doesn’t impress them much; it doesn’t make them loyal to you in the long run. But when they have a service experience that “takes their breath away”, they become a raving fan and they tell everyone around them how amazing you are. In this episode, Roy breaks down the Moves he made to build a Service Strategy...
The Power of ‘YES”! Rules 24.06.2024 10:15
Customers don’t like it when they’re told “No, you can’t do that,” or “No, you can’t have that.” Many organizations insist on rules and regulatory systems to control and handle large numbers of customers. The problem is they ignore customers as individuals, which leaves them annoyed and upset. And you don’t want that! Instead, Businesses need to implement a strategy of “YES!” — Chris Ashmore, Host...
I Made a Preposterous Billion 17.06.2024 9:59
“As president, Roy Osing guided a Canadian early stage internet company to $1 billion in sales. He identifies six major drivers that helped to achieve that growth, including differentiation, planning, and championing the frontline staff. He insists that there are no silver bullets – running a business is a game of inches.” — Chris Ashmore, Host, The Business Essentials Daily Podcast In this show I...
Disrupting is an Epic Leadership Trait 10.06.2024 26:20
“Roy underscores the importance of audacity in business, urging individuals to defy societal and educational norms that promote conformity over individuality. He champions the significance of being unique and disruptive, pushing beyond comfort zones and conventional approaches to foster innovation. He advocates for a strategic mindset that values feedback as a measure of success and encourages dif...
Avoid “YUMMY” And Grow Your Business 03.06.2024 9:45
Business plans are traditionally too expensive, they take too much time, they’re too rigid, and are not executed with flawless precision. My guidance in my Strategic Game Plan process is to focus on the three critical actions that will produce 80% of your results. But beware, though, of being diverted away from your plan by the “Yummy”, the distractions may be fun to chase, but which add little to...
Reaction is a Great Competitive Strategy 27.05.2024 17:50
Build the cultural competence of your business on the ability to successfully react to unexpected events rather than rely on traditional planning methods that try to build precision into your plan over the next 5 years. There is too much unpredictability and randomness in markets to be able to create a plan and strategy that effectively accommodates future uncertainty. Successful businesses are ab...
How to Become An Audacious Leader 20.05.2024 52:06
An Audacious Leader isn’t great; they’re not the best and they’re not in the top 10. They are breakaway leaders who stand out from the leadership “herd” because they are bold, courageous, outrageous and fearless. They create NEW boxes to play in; they are The ONLY Ones who do what they do. In this episode Anika Jackson helps me unpack the eye-opening leadership Moves I made to set an early stage c...
How To Grow Your Business To a BILLION 13.05.2024 38:48
“Roy’s latest book, ‘The Audacious ‘Unheard-Of Ways I Took a Startup to A BILLION IN SALES,’ provides his simple proven methods to ‘kill it’ in business and have a remarkable career. In this episode, Roy helps us understand what it takes to build teams that grow our business. He is devoted to inspiring leaders, entrepreneurs, and organizations to stand apart from the average boring crowd and achie...
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