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Jason Smith is the CEO and co-founder of Klue, a five-time entrepreneur, Jason took a year off to travel with his family, recognising the importance of dedicated time and renewed focus. Jason talks to Ryan about his unique approach to handling and solving the pipeline gap problem as well as the things he has learnt in his entrepreneurship journey and what he will be focusing on in the future.
Join 2,500+ readers getting weekly practical guidance to scale themselves and their companies using Artificial Intelligence and Revenue Cheat Codes.
Explore becoming Superhuman here: https://superhumanrevenue.beehiiv.com/
KEY TAKEAWAYS
BEST MOMENTS
“Love the fact you took a single product and grew it as big as you did, not a lot of companies have the discipline to do that”
“Build the niche that you need then expand from there”
“Building businesses is not easy, it’s time-consuming”
“If there are deals you should have won, how do you win them?”
“You create trust with your prospects when you can elegantly talk about your market”
Ryan Staley
Founder and CEO
Whale Boss
www.ryanstaley.io
EPISODE RESOURCES
www.klue.com
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Business growth strategy, founder, ceo: https://www.whalesellingsystem.com/closingsecrets
Ryan Wedig is the CEO and founder of Vasion who went from $0 to $70 million in just 7 years! Ryan opens up and works through his execution strategy, including the mistakes he made and what he would do differently if he had his time again as well as the key indicators he uses to measure performance.
Join 2,500+ readers getting weekly practical guidance to scale themselves and their companies using Artificial Intelligence and Revenue Cheat Codes.
Explore becoming Superhuman here: https://superhumanrevenue.beehiiv.com/
KEY TAKEAWAYS
BEST MOMENTS
“The technology was novel enough and innovative enough”
“The word success is kinda a silly concept”
“Culture is nowhere on your list, it should be the second most important thing on your list”
Ryan Staley
Founder and CEO
Whale Boss
www.ryanstaley.io
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Business growth strategy, founder, ceo: https://www.whalesellingsystem.com/closingsecrets
Laurent De Grauwe, a sales and marketing executive for over 20 years, joins Ryan in this episode to give interesting perspectives on the world of AI, tools and go-to-market strategies and teams. Laurent's unique perspectives are based on his breadth of knowledge gained from working at Microsoft as well as with start-ups.
Laurent talks about how go-to-market is a team sport and the importance of remaining customer-centric and authentic in your approach. He also defines concepts from his point of view and reveals the biggest mistake companies are making with their go-to-market strategies.
Join 2,500+ readers getting weekly practical guidance to scale themselves and their companies using Artificial Intelligence and Revenue Cheat Codes.
Explore becoming Superhuman here: https://superhumanrevenue.beehiiv.com/
KEY TAKEAWAYS
BEST MOMENTS
“Can I shape my value proposition so it might resonate?”
“Customer-centricity is not just a buzz word it’s a starting point”
“When you have an idea, go stress test it, talk about it with as many people as you can”
“When you find the right balance between building connection and building your credibility, then you start to earn trust”
Ryan Staley
Founder and CEO
Whale Boss
www.ryanstaley.io
EPISODE RESOURCES
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Business growth strategy, founder, ceo: https://www.whalesellingsystem.com/closingsecrets
Amrit Robbins is the CEO of Axiom Cloud Inc, his newest start-up which he transformed from a previously failing start-up, whilst retaining its investors customers and employees! Amrit talks through his framework for creating a product based on the outcome, why and how technology and product development can create a high impact as well as the value businesses can deliver without AI.
KEY TAKEAWAYS
BEST MOMENTS
“One of our superpowers is really truly understanding our customers”
“Policy is forcing people to do things that they wouldn’t otherwise do”
“There’s always so much room for improvement here, in terms of making things better”
Do You Want The Closing Secrets That Helped Close Over $125 Million in New Business for Free?" Grab them HERE: https://www.whalesellingsystem.com/closingsecrets
Ryan Staley
Founder and CEO
Whale Boss
312-848-7443
www.ryanstaley.io
EPISODE RESOURCES
www.axiomcloud.ai
ABOUT THE SHOW
How do you grow like a VC-backed company without taking on investors? Do you want to create a lifestyle business, a performance business or an empire? How do you scale to an exit without losing your freedom?
Join the host Ryan Staley every Monday and Wednesday for conversations with the brightest and best Founders, CEO and Entrepreneurs to crack the code on repeatable revenue growth, leadership, lifestyle freedom and mindset.
This show has featured Startup and Billion Dollar Founders, Best Selling Authors, and the World’s Top Sales and Marketing Experts like Terry Jones (Founder of Travelocity and Chairman of Kayak), Andrew Gazdecki (Founder of Micro Acquire), Harpal Sambhi (Founder of Magical with a previous exit to Linkedin) and many more.
This is where Scaling and Sales are made simple in 25 minutes or less.
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Business growth strategy, founder, ceo: https://www.whalesellingsystem.com/closingsecrets
In this episode, Ryan is joined by an individual with possibly the deepest and richest background of anyone he has ever interviewed! Doug Dennerline originally started out in Silicon Valley back in 1982 at HP, he then worked his way to becoming the CEO of Cisco and took it from 400 sales reps to 6000 with a 9.8 billion dollar budget. After this, Dough was the CEO of Webex before founding and selling his first start-up and now is onto his newest start-up called Betterworks which is reinventing the way people are managed.
Doug and Ryan focus on leadership and people management in this episode including the importance of finding the right HR partner, how to build a great team and incentivise them to generate revenue and how AI will change the HR world forever.
KEY TAKEAWAYS
BEST MOMENTS
“The annual performance review, research has proven people hate giving it, people hate getting it and it doesn’t improve performance”
“The hardest people worked for me was when I was able to connect the corporate goals to individual goals, both personally and professionally”
“Cisco just had massive growth when I was there”
“We bought Webex in 8 days, closed that deal in 8 days!”
“I went from being a sales leader to an operator, a CEO, and I’ve been running SaaS companies ever since”
“I really enjoyed the start-up aspect, the impact you can have on a smaller company”
“The company with the best team has the highest chance of winning”
“I have a very low ego environment in my company and I don’t believe in lines”
Do You Want The Closing Secrets That Helped Close Over $125 Million in New Business for Free?" Grab them HERE: https://www.whalesellingsystem.com/closingsecrets
Ryan Staley
Founder and CEO
Whale Boss
312-848-7443
www.ryanstaley.io
EPISODE RESOURCES
https://www.betterworks.com/magazine/companies-can-win-with-culture-and-okrs-a-discussion-with-doug-dennerline-john-doerr-john-chambers/
ABOUT THE SHOW
How do you grow like a VC-backed company without taking on investors? Do you want to create a lifestyle business, a performance business or an empire? How do you scale to an exit without losing your freedom?
Join the host Ryan Staley every Monday and Wednesday for conversations with the brightest and best Founders, CEO and Entrepreneurs to crack the code on repeatable revenue growth, leadership, lifestyle freedom and mindset.
This show has featured Startup and Billion Dollar Founders, Best Selling Authors, and the World’s Top Sales and Marketing Experts like Terry Jones (Founder of Travelocity and Chairman of Kayak), Andrew Gazdecki (Founder of Micro Acquire), Harpal Sambhi (Founder of Magical with a previous exit to Linkedin) and many more.
This is where Scaling and Sales are made simple in 25 minutes or less.
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Business growth strategy, founder, ceo: https://www.whalesellingsystem.com/closingsecrets
Tania is the CEO and founder of Bunny Studios, her second start-up after successfully exiting her first company. Tania has been doing some really amazing things in her niche, including creating a marketplace through Bunny Studios and the way she is managing AI disrupting her space. Tania and Ryan talk in-depth about the creation of Tania’s companies as well as how AI is disrupting the business world, Tania’s approach to it and how you can handle the related challenges and barriers in your business too.
KEY TAKEAWAYS
BEST MOMENTS
“We were so inexperienced at the time we didn’t realise you could go and ask people for money”
“One of the biggest learnings is you don’t create a full-blown product right from the get-go”
“We were very lucky in the beginning, and I think it’s because we were focusing on such a specific market maybe that’s the reason the success rate was high”
“I think AI will be able to do the more routine things we do for creating content, complex things a human will have to do it still”
Do You Want The Closing Secrets That Helped Close Over $125 Million in New Business for Free?" Grab them HERE: https://www.whalesellingsystem.com/closingsecrets
Ryan Staley
Founder and CEO
Whale Boss
312-848-7443
www.ryanstaley.io
EPISODE RESOURCES
ABOUT THE SHOW
How do you grow like a VC-backed company without taking on investors? Do you want to create a lifestyle business, a performance business or an empire? How do you scale to an exit without losing your freedom?
Join the host Ryan Staley every Monday and Wednesday for conversations with the brightest and best Founders, CEO and Entrepreneurs to crack the code on repeatable revenue growth, leadership, lifestyle freedom and mindset.
This show has featured Startup and Billion Dollar Founders, Best Selling Authors, and the World’s Top Sales and Marketing Experts like Terry Jones (Founder of Travelocity and Chairman of Kayak), Andrew Gazdecki (Founder of Micro Acquire), Harpal Sambhi (Founder of Magical with a previous exit to Linkedin) and many more.
This is where Scaling and Sales are made simple in 25 minutes or less.
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Business growth strategy, founder, ceo: https://www.whalesellingsystem.com/closingsecrets
Bob Elliott previously worked with Ray Dalio for 14 years, and was the head of his investment committee and was also involved in creating the largest hedge fund in the world with over 100 Billion Dollars!
Bob recently co-founded the charity GiveWell and is now the co-founder and CEO of Unlimited, an investment start-up that uses propriety tech for alternative investments to give access to all. He joins Ryan to talk about what drove him to create such a company, the things he has learnt from his experience in the finance industry as well as what he sees for the future of tech and AI in how the economy operates and functions.
KEY TAKEAWAYS
BEST MOMENTS
“[We’re] bringing that sort of institutional quality investment insight and making it freely available to everyone”
“It nagged at me whether there was a way to bring those sophisticated asset management strategies and bring them to the everyday investor”
“Weak growth and weak economic activity and falling stock prices isn’t that bad if you can protect yourself from that by holding bonds in your portfolio”
Do You Want The Closing Secrets That Helped Close Over $125 Million in New Business for Free?" Grab them HERE: https://www.whalesellingsystem.com/closingsecrets
Ryan Staley
Founder and CEO
Whale Boss
312-848-7443
www.ryanstaley.io
EPISODE RESOURCES
https://www.linkedin.com/in/ttoillebob/
ABOUT THE SHOW
How do you grow like a VC-backed company without taking on investors? Do you want to create a lifestyle business, a performance business or an empire? How do you scale to an exit without losing your freedom?
Join the host Ryan Staley every Monday and Wednesday for conversations with the brightest and best Founders, CEO and Entrepreneurs to crack the code on repeatable revenue growth, leadership, lifestyle freedom and mindset.
This show has featured Startup and Billion Dollar Founders, Best Selling Authors, and the World’s Top Sales and Marketing Experts like Terry Jones (Founder of Travelocity and Chairman of Kayak), Andrew Gazdecki (Founder of Micro Acquire), Harpal Sambhi (Founder of Magical with a previous exit to Linkedin) and many more.
This is where Scaling and Sales are made simple in 25 minutes or less.
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Business growth strategy, founder, ceo: https://www.whalesellingsystem.com/closingsecrets
Ryan is joined by Pete Hunt, who has worked at two of the biggest tech giants in the world, both Facebook and Twitter. Pete talks about everything from meetings with Mark Zuckerburg, to how he created a high valuation to sell his previous company, to how he has built a company to revolutionize the way we harness the power of data.
Pete also talks through his thoughts on threads as a product, the differences between working at Facebook and Twitter, the reliability of AI and his number one piece of advice for getting the perfect product market fit.
KEY TAKEAWAYS
BEST MOMENTS
“We started the company to bring start of the art software engineering best practices, to build rock solid, testable data pipelines that you can trust”
“It was 2011 in the tech industry, nobody got fired”
“The thing I don’t like about threads is it’s a lot of brands being brands and people engaging with brands”
“There’s really strong engineering at both companies but Facebook really valued speed of delivery”
“Distribution is a massive competitive advantage”
Do You Want The Closing Secrets That Helped Close Over $125 Million in New Business for Free?" Grab them HERE: https://www.whalesellingsystem.com/closingsecrets
Ryan Staley
Founder and CEO
Whale Boss
312-848-7443
www.ryanstaley.io
EPISODE RESOURCES
https://www.elementl.com
ABOUT THE SHOW
How do you grow like a VC-backed company without taking on investors? Do you want to create a lifestyle business, a performance business or an empire? How do you scale to an exit without losing your freedom?
Join the host Ryan Staley every Monday and Wednesday for conversations with the brightest and best Founders, CEO and Entrepreneurs to crack the code on repeatable revenue growth, leadership, lifestyle freedom and mindset.
This show has featured Startup and Billion Dollar Founders, Best Selling Authors, and the World’s Top Sales and Marketing Experts like Terry Jones (Founder of Travelocity and Chairman of Kayak), Andrew Gazdecki (Founder of Micro Acquire), Harpal Sambhi (Founder of Magical with a previous exit to Linkedin) and many more.
This is where Scaling and Sales are made simple in 25 minutes or less.
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Business growth strategy, founder, ceo: https://www.whalesellingsystem.com/closingsecrets
Joe Baffone is the founder and CEO of Annexus Health, who provide tech enabled services to manage health and life science services. Joe talks to Ryan about his unique business model and why taking two years to identify their monetization strategy before product building was one of the best decisions they made. Joe also talks about the rest of his business journey including unique insights on networking and systematic ways to build your business.
KEY TAKEAWAYS
BEST MOMENTS
“Watching and seeing so many people struggle with administrative and financial toxicties because there wasn’t solutions available to help them, the patient”
“We are a transaction model to health science”
“Before we even started, we really thought long and hard about the monetisation strategy”
“Collaboration with strategic partners is probably number 1”
“Align at the board level with those industry associations, get them as customers then it’s very easy to fuel that out with the rest”
Do You Want The Closing Secrets That Helped Close Over $125 Million in New Business for Free?" Grab them HERE: https://www.whalesellingsystem.com/closingsecrets
Ryan Staley
Founder and CEO
Whale Boss
312-848-7443
www.ryanstaley.io
EPISODE RESOURCES
ABOUT THE SHOW
How do you grow like a VC-backed company without taking on investors? Do you want to create a lifestyle business, a performance business or an empire? How do you scale to an exit without losing your freedom?
Join the host Ryan Staley every Monday and Wednesday for conversations with the brightest and best Founders, CEO and Entrepreneurs to crack the code on repeatable revenue growth, leadership, lifestyle freedom and mindset.
This show has featured Startup and Billion Dollar Founders, Best Selling Authors, and the World’s Top Sales and Marketing Experts like Terry Jones (Founder of Travelocity and Chairman of Kayak), Andrew Gazdecki (Founder of Micro Acquire), Harpal Sambhi (Founder of Magical with a previous exit to Linkedin) and many more.
This is where Scaling and Sales are made simple in 25 minutes or less.
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Business growth strategy, founder, ceo: https://www.whalesellingsystem.com/closingsecrets
The world is going through yet another major change in humanity as AI starts to infiltrate every aspect and area of our lives. Ryan wants to begin to share what he is up to around the progression of AI and share the knowledge and expertise he is gaining with his audience so you can benefit from everything he has learnt, and is still learning, about AI.
KEY TAKEAWAYS
BEST MOMENTS
“We are going through one of the single biggest changes in the history of mankind”
“I want to start sharing this journey with you because I’m getting exposed to some really great things”
“I’m starting to get excited about what’s really possible, not just for me but for my family, community and my business”
Do You Want The Closing Secrets That Helped Close Over $125 Million in New Business for Free?" Grab them HERE: https://www.whalesellingsystem.com/closingsecrets
Ryan Staley
Founder and CEO
Whale Boss
312-848-7443
www.ryanstaley.io
EPISODE RESOURCES
ABOUT THE SHOW
How do you grow like a VC-backed company without taking on investors? Do you want to create a lifestyle business, a performance business or an empire? How do you scale to an exit without losing your freedom?
Join the host Ryan Staley every Monday and Wednesday for conversations with the brightest and best Founders, CEO and Entrepreneurs to crack the code on repeatable revenue growth, leadership, lifestyle freedom and mindset.
This show has featured Startup and Billion Dollar Founders, Best Selling Authors, and the World’s Top Sales and Marketing Experts like Terry Jones (Founder of Travelocity and Chairman of Kayak), Andrew Gazdecki (Founder of Micro Acquire), Harpal Sambhi (Founder of Magical with a previous exit to Linkedin) and many more.
This is where Scaling and Sales are made simple in 25 minutes or less.
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Business growth strategy, founder, ceo: https://www.whalesellingsystem.com/closingsecrets
From the publisher's feed
How do you grow like a VC-backed SAAS company without taking on investors? What are the secrets that SAAS CEOs have that the rest of us don't? Do you want to create a lifestyle business, a performance business, or an empire? How do you scale to an exit without losing your freedom?
Join the host Ryan Staley every Monday and Wednesday for conversations with the brightest and best SAAS Founders, CEOs, and Entrepreneurs to crack the code on repeatable revenue growth, leadership, lifestyle freedom and mindset.
This show has featured Startup and Billion Dollar Founders, Best Selling Authors, and the World’s Top Sales and Marketing Experts like Terry Jones (Founder of Travelocity and Chairman of Kayak), Gina Bianchini (Founder of Mighty Networks and prior Co-Founder with Marc Andreessen) and Harpaul Sambhi (Founder of Magical with a previous exit to Linkedin). This is where Scaling and Sales are made simple in 25 minutes or less.
Saas, Saas growth, Scale, Business Growth, B2b Saas, Saas Sales, Enterprise Saas, Sales, Business growth strategy, Founder, VP of Sales, CRO, Chief Revenue Officer, Technology, Leadership, CEO, Management, Hyper-Growth.

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