The Scale Up Show

Want to transform your sales team with AI? Ryan is guest on Enterprise Sales Development with Eric Quanstrom, where he shares practical tips for leveraging generative AI to give your team a competitive edge. Learn how AI can help sales reps vastly improve business acumen, conduct lightning-fast market research, quickly generate pitches and collateral, and much more. With Ryan's guidance, AI becomes an easy-to-use "cheat code" to make your team 2-3x more effective.

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

• AI can rapidly improve sales acumen by revealing executive KPIs, challenges, and emotional drivers
• Prompt engineering not needed - effective prompts provided to sales reps
• AI allows creating entire sales departments, comp plans, etc. in minutes
• Sales reps must embrace AI or risk replacement by younger AI-powered reps
• Using AI over time creates a "self-scaling organization" through continuous innovation
• Free AI tools can be highly effective when focused on the right business use cases
• Taking continuous action with AI, even starting small, compounds over time
• Feeding AI good inputs drives good outputs - "garbage in, garbage out"

BEST MOMENTS

"I tested it with that question of all those things that I just mentioned and got probably close to 90, 95 percent of the way there with just a single question."

"You could literally look at my LinkedIn profile, looked at, look at my last, like few months of content, I post on this stuff all the time of actual use cases."

"You don't need to learn how to be a prompt engineer. You don't even need to learn how to identify the business use cases."

Ryan Staley

Founder and CEO

Whale Boss

[email protected]

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

Ryan shares a previous insightful episode with Terry Jones the founder of Travelocity and Kayak about innovation and disruption. Terry provides an origin story going from a travel agent start-up to American Airlines executive, then launching Travelocity and taking it public in the dotcom boom. He shares lessons on innovating within big companies, creating culture, celebrating failure, and more.

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

• Culture allowing failure and having curious team members who take risks are critical for innovation
• Circulate ideas widely to get around negativity and old ways of thinking
• Deliver small product upgrades frequently to engage customers
• Use both old sales methods like dinner meetings and new video tools
• AI and new business models are revolutionizing industries today
• Top leaders must drive change by reaching down to celebrate innovation successes and failures

BEST MOMENTS

"At Kayak.com all the customer complaints went directly to the engineers. Give the pain to the people who cause the pain."

“The company doesn’t care how much effort you put into it. They only care what they get.”

“Don’t forget the old methods work too... Did you like call him? Did you go take him to dinner?"

"If you fail, you get driven out. Well, kill projects, not people."

Ryan Staley

Founder and CEO

Whale Boss

[email protected]

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

Myron Golden joins Ryan to share his insights on business growth, mindset shifts, and personal development. Drawing from decades of experience coaching thousands of entrepreneurs, Myron reveals the key principles and mindset changes needed to rapidly scale any business 10-50x.

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

• Double your leads by moving cold audiences effectively by warning about negative outcomes rather than promising positive ones
• Boost conversions from 10% to 20% by detaching from the need for a "yes" and creating buying environments
• Recognize and replace limiting programming through intentionality to fill identity gaps
• Play bigger faster - a 20-year-old Myron could have been a multimillionaire by 25 with the right perspective
• Principles always work if you apply them right; what got you here won't get you there
• To scale from $10K to $100K+ per month, focus on doubling leads, boosting conversions, adding premium offers, and implementing continuity.
• Getting caught in the "trap of the familiar" limits growth; you have to think ahead of where the puck is going, not just where it is now.

BEST MOMENTS

"If you will become more intentional about everything you do...take inventory of the things you’re doing and ask yourself, how many of those things am I doing on autopilot?"

"People will work hard at what’s not working so they don’t have to think about what would work."

"The difference between where most people are and where they could be does not lie in their potential. It lies in their perspective."

Ryan Staley

Founder and CEO

Whale Boss

[email protected]

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

 Ryan has interviewed 100s of CEOs and in this episode shares the 6 key things he has learnt from all of these conversations. He talks about why this is relevant going into 2024 and highlights why these 6 things are essential knowledge for anyone wanting to found a company or become a CEO.

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/

1. Figure out your strengths and lean into them as well as learn to recognise your weaknesses. Find someone to help with the things you aren’t naturally great at.
2. Overnight success is a myth, everyone has failures.
3. To be a successful CEO, you need to struggle and have difficulties, figuring things out as you go.
4. There is not a one-size-fits-all go-to-market strategy. You need to research and decide which would work best for your business as well as you as a CEO or founder.
5. Speaking to real people gives you a different type of knowledge and wisdom than if you were to just ask Google, or AI for the answer. People talking about their own experiences is invaluable.
6. What it takes to become a successful CEO when odds are against you.

BEST MOMENTS

“Every CEO I spoke to had exceptional strengths but also had significant weaknesses”

 “Every interview struggles massively at points in their life, nobody had a perfect plan from day 1”

“There’s not one single cheat code for growth”

“My eyes have been opened to things and areas I didn’t even know existed”

Ryan Staley

Founder and CEO

Whale Boss

[email protected]

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

Ryan is joined by Andrew Kahl, CEO of Back Box, a network and security automation company. Learn Andrew's tips for decisive decision-making and ensuring product-market fit when starting from zero as well as his views on customer retention and strategic alignment. Andrew also gives his perspective on today's economic uncertainty, longer sales cycles, and investments in AI.  

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

• A traumatic childhood experience with his father losing his job fuelled Andrew's motivation to start companies and be in leadership roles.
• Decisiveness and ensuring your solution solves an existing problem with a sizable market are critical when going from zero to one product.
• Strategically aligning your product roadmap based on user feedback builds sustainability and retains customers.
• Despite economic uncertainty, Back Box is still seeing deals happen, though with longer sales cycles lately.
• Andrew sees AI as an early-stage technology and wants to ensure it won't compromise infrastructure before implementing.

BEST MOMENTS

"I remember going to bed that night thinking when I'm older, I'm never going to let somebody else dictate my future."

"If you create something because you think it's cool, but there's no problem out there...you're going to find a lot of frustration."

"How you take care of [customers] is critically important...that should be the long tail of the relationship.”

"I don't want to implement something just because it's popular or everybody else is doing it."

"I've been having fun with chat GPT...I created a silly little poem the other day and it's pretty cool too."

Ryan Staley

Founder and CEO

Whale Boss

[email protected]

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

One of the biggest challenges many businesses are facing right now is sustainable scaling, particularly in regards to AI knowledge. So, in this episode, Ryan talks about how to increase and improve your teams output using ChatGPT, aiding you in becoming a thought-leader in your organisation, industry and beyond.

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

• Don’t wait for others to take action. You always have options and actions you can take yourself, so get started now.
• Stop putting off learning AI, just a short time spent learning now will save you hundreds of hours within the year.
• Start with you, once you have learnt the basics and understand what’s possible you can then start getting your team working with AI tools.
• Create an innovation engine in your organization so you can then collect expertise, thoughts and ideas and innovate with them.
• You can start to see the results of AI implementation within a month.

BEST MOMENTS

"73% of employers priorities was to hire talent, specifically AI talent”

“Instead of waiting 9 months I could have taken the bull by the horns and made shit happen by myself”

“That’s a 20-40x investment”

Ryan Staley

Founder and CEO

Whale Boss

[email protected]

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

Have you ever wondered if there’s a way to multiply your time, money and your mind in minutes? In this episode, Ryan shows you exactly how you can do all three of these things by improving your knowledge of AI. Ryan also uses recent examples of his own experience to prove just how much worth this can have to any business as well as you as an individual.

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

• We’re in the midst of what Ryan calls the ‘messy middle’ of AI, which is the balance between opportunities and overwhelm.
• There are 5 categories you can implement into your life to scale your AI knowledge:
  T – Time
  E – Execution
  A – Acumen
  M – Money
  S – Skills
• To implement this, chose a category per day for 5 days and get the flywheel going!
• There are a lot of things that in the past would be done via an agency or outsourced, you can now do many of these things yourself utilizing AI.
• You can learn new skills in minutes with AI, building and scaling what you are able to do in terms of time but skillset wise too.

BEST MOMENTS

"We have a very high stakes problem at the moment but with that problem comes and opportunity”

“I’m going to test AI on something I know to be true through over 10k hours of direct experience”

“We went from logic to emotion all in one swoop”

“I’m an AI first organization”

Ryan Staley

Founder and CEO

Whale Boss

[email protected]

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

From concept to cashflow, Ryan breaks down chat GPTs potential in this episode. Learn how to elevate your use cases with AI and specifically what you can do to create AI opportunities. Ryan also reveals some of his top tips and knowledge from his in-depth knowledge of sales and AI integration as well as how he views the future of monetization and one of the biggest dangers to be aware of.

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

• The monetization of chat GPT isn’t going to happen the way many people first predicted.
• Many leaders, even those without a tech background, want to use AI to create new opportunities.
• Chat GPT can help with guidance, having a conversation and it being created.
• Stage number two is where you give ChatGPT more specific prompts alongside context, allowing it to provide more accurate and tailored results.
• Integration, so using ChatGPT with other APIs/systems is the third level which helps you create complex and bespoke results.
• Privately use GPT to do a task for you, choose a task that you do repeatedly and regularly so you can compare your experience.
• Be careful with any property information if sharing at scale because chatGPT can, and will, show others how it was created initially. 

BEST MOMENTS

"I’ve talked to a lot of individuals, even leaders who want to create a new opportunity with AI”

“Try something simply for yourself, make it private, see what experience you have with a simple task that you do day in and day out”

“It will basically give you what kind of data it has and at the same time will also identify how it was created”

“Sam Altman…was very vague on purpose”

“What gets used the most that brings the most users on is how they are going to monetize and pay people”

Ryan Staley

Founder and CEO

Whale Boss

[email protected]

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

Ryan is joined by Bob van Luijt in this episode to discuss his open-source AI company Weaviate. Listen in as Ryan and Bob break down Weaviate's unique vector database technology powering the next wave of AI applications. Bob talks about the business model behind many open-source infrastructure companies, how Weaviate helps developers easily build and scale AI solutions, and where Bob sees AI transforming businesses over the next 12 months.

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

• Weaviate provides the core infrastructure for storing and indexing vector embeddings from AI models to enable faster search and retrieval.
• Open-source companies like Weaviate make money by offering additional services like support, training, and managed services around their free technology.
• Weaviate targets developers through a "bottom-up" product-led growth strategy focused on helping them succeed with AI applications.
• Current AI systems are limited by their binary nature, but new probabilistic AI promises opportunities to build more nuanced applications.
• Combining generative AI models with vector databases enables more complex AI agents for legal services, cybersecurity, and other business use cases

BEST MOMENTS

“I was a part of a community called a Google developer expert community. And I was invited in 2016 to Google IO. And during the keynote, Sunder Pichai, the CEO of Google went on stage and he said, we got to move from mobile first to AI first."

“How do we make sure that, that we really can go to production and that we can bring it to their customers as well? Because AI, and I don't mean this, I really mean this, it's like a seismic shift in how we build technology”

"If you store it and you can't get it out anymore, it's useless. The problem we had was that most search was always keyword based."

"We passed that point of good enough. So that opened the eyes of a lot of people. It's like, Hey, actually we can, we can build stuff with this."

Ryan Staley

Founder and CEO

Whale Boss

[email protected]

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

Ryan revisits past interviews with CEOs and founders Matthew Tillman of Open Envoy, Doug Dennerline of BetterWorks and Joao Ferror Dos Santos who is running a 30-day experiment making ChatGPT the CEO of his new company Aesthetic Apparel. They discuss leveraging AI to grow companies, best practices for leading teams, the future of HR tech, and more. With over 20 years in machine learning and experience scaling multiple companies, these guests provide valuable insights for entrepreneurs looking to build successful businesses.

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

• Commoditization of AI through open-source tools allows start-ups to leverage advanced technology like computer vision more easily.
• Building a strong team that challenges the status quo daily is crucial for any high-growth company.

• As a founder, you must recognise what things are worth delving into deeply and what ideas and thoughts need to be put ‘on the back burner’. Investigating and getting involved in anything to do with your business can be too easy as you have so much passion for it.
• Focus on your business and what you can do more of today to grow it.
• Customer feedback is always an opportunity, the information you get is invaluable.

• AI will transform HR by eliminating bias and repetitive tasks so managers can focus on developing employees.
• The rapid advancement of AI demands more ethical guidelines and oversight to match the pace of technological innovation.
• Turning AI experiments into real businesses requires thoughtful strategy while preserving what makes the story compelling.

BEST MOMENTS

"Math is totally commoditized and free. I'm an investor in Stability AI. If this human is being treated like a robot, let's find them some value add work to do." - Matthew Tillman

“You optimize towards customers that will love you and refer you” - Matthew Tillman

“The reality is machines do this black and white input better than you can handle it” - Matthew Tillman

"I want smart, hardworking people that have an opinion, that come to the company and challenge it every day and have fun doing it." - Doug Dennerlein

“The hardest people worked for me was when I was able to connect the corporate goals to individual goals, both personally and professionally” - Doug Dennerlein

“I have a very low ego environment in my company and I don’t believe in lines”- Doug Dennerlein

“I want to create content that I will respect, I don’t want to use templates to sound like everyone else” – Joao Ferrao

“We are disrupting basically almost everything and the reality is it’s a big double-edged sword”- Joao Ferrao

“Technology is accelerating ahead of our emotions” - Joao Ferrao

Ryan Staley

Founder and CEO

Whale Boss

[email protected]

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