The Strategy and Leadership Podcast with Anthony C. Taylor

Episode Description — Spotify body { background: #f9f9f9; font-family: Georgia, serif; font-size: 16px; line-height: 1.8; color: #111; max-width: 720px; margin: 60px auto; padding: 0 24px 80px; } p { margin-bottom: 20px; } What separates teams that chase perfection from those that settle for good enough? According to Jason Richardson, it comes down to three things: the culture you build from the roots up, the trust you earn before you need it, and the ownership every leader takes for the environment their team lives in.
In this episode of the Strategy and Leadership Podcast, Anthony C. Taylor speaks with Jason Richardson, a former Royal Australian Air Force fighter pilot, Cathay Pacific captain, and performance consultant who has worked inside a Formula One team, about what high-performance culture actually looks like when lives and championships are on the line.
Jason flew F/A-18s with No. 77 Squadron, earned his command on the A330 and A350, and during COVID brought his aviation expertise into Formula One. He now runs Richardson Human Performance Solutions, helping organizations build the foundational conditions for sustained high performance.
Anthony and Jason explore the tree model of organizational performance, why trust, psychological safety, and culture are the root structure everything else depends on, and how aviation's 7,000-page operating manual is a masterclass in delegation. They dig into what it took to align an entire F1 team around a single mission, why trust cannot be enforced, and the counterintuitive move that builds it fastest.
What You Will Learn in This Episode
Why high performance is a mindset before it is a method, and how that mindset is built, not inherited
The tree model of organizational performance: what belongs in the roots, the trunk, and the leaves
How aviation systemized delegation and emergency response, and what business leaders can take from it
What Jason's work inside a Formula One team revealed about aligning large organizations to a single mission
How to build trust quickly, and why acting against your own self-interest is the most powerful move
Why high performers want challenge more than money, and how leaders can use that
The leadership fractal: why you own the operating environment at every level of the organization
Why culture change has to start at the roots before anything else will stick
About Jason Richardson
Jason Richardson is a former Royal Australian Air Force fighter pilot, qualified flying instructor, and current Cathay Pacific captain on the Airbus A330 and A350. He served with the RAAF from 1992 to 2007, flying F/A-18s with No. 77 Squadron before transitioning to commercial aviation.
In 2024 and 2025, Jason worked exclusively with a Formula One team on a culture and identity project, during which time the team climbed two positions in the constructors championship. He founded Richardson Human Performance Solutions in 2019 and is an ICF accredited organizational coach.
He is the author of Fighting for Flawless: A Fighter Pilot's Manual for Leading in High-Stakes Environments, available on Amazon in paperback and Kindle.
Connect with Jason
Website: https://www.richardsonhps.com
LinkedIn: https://www.linkedin.com/in/richardsonhps/
YouTube: https://www.youtube.com/@richardsonhps
About the Strategy and Leadership Podcast
The Strategy and Leadership Podcast is hosted by Anthony C. Taylor, a strategic advisor to mid-market leadership teams ($30M to $300M) across North America. Anthony works directly with CEOs and senior leaders to help them align their teams, clarify priorities, and execute strategy in complex organizations. On this show, he interviews founders, executives, and industry leaders about what actually works when strategy has to survive execution.
Strategy Resources for Leaders
Work with a Strategic Planning Facilitator: https://www.smestrategy.net/strategic-planning-facilitator
Connect with Anthony Taylor on LinkedIn: https://www.linkedin.com/in/anthonyctaylor604/
Produced by Rednyne Productions: https://www.rednyne.com

What separates the leaders who scale from the ones who stall? According to Jim Remley, it comes down to three things: the expectations you set, the people you develop, and the financial discipline you build before you need it.
In this episode of the Strategy & Leadership Podcast, Anthony C. Taylor speaks with Jim Remley, founder of the largest independent real estate brokerage in Oregon and nationally recognized coach at eRealEstateCoach.com, about what it actually takes to build and lead a high-performance organization through growth, adversity, and market disruption.
Jim brings 36 years of experience scaling to 17 offices, 3,000 annual transactions, and $1.4 billion in sales volume, having navigated 9/11, the dot-com crash, the Great Recession, and COVID. He breaks down why most leaders are operating with dangerously low standards, how to differentiate in a commoditized market, and why speaking to the self-interest of the people you lead is not a compromise — it is the strategy. He also shares the 4-month war chest rule, how proprietary value and people training protect a business from competing on price alone, and why a leader's composure sets the performance ceiling for the entire organization.
What You Will Learn in This Episode
Why leaders and managers are fundamentally different and which one your business actually needs
How to create proprietary value in a commoditized industry
Why your people are the most important competitive differentiator you have
How to recruit top talent by speaking directly to their self-interest
The 4-month war chest rule and why building it should be a non-negotiable priority
How to lead calmly through market shocks when everything around you is uncertain
Why world-class expectations produce world-class results
How to personalize automated outreach using video so it actually gets watched
About Jim Remley
Jim Remley is a nationally recognized real estate broker, coach, and author whose career began at age 19. He quickly ranked in the top 1% of REALTORS® nationwide, listing over 150 properties in his first year. At 24, he founded his first real estate company, which grew to 17 offices and became the largest independent real estate brokerage in Oregon, closing 3,000 transactions annually with a sales volume exceeding $1.4 billion.
Jim is a sought-after instructor for the National Association of REALTORS, co-founder of the Luxury Home Council, and author of the Accredited Luxury Home Specialist (ALHS) designation and three bestselling books, including Sell Your Home in Any Market. He has appeared on CNN's Open House and now coaches office leaders and brokers nationally through eRealEstateCoach.com.
Connect with Jim
Website: https://erealestatecoach.com
LinkedIn: https://www.linkedin.com/in/jim-remley
YouTube: https://www.youtube.com/@eRealEstateCoach
TikTok: https://www.tiktok.com/@erealestatecoach
Instagram: https://www.instagram.com/erealestatecoach
About the Strategy & Leadership Podcast
The Strategy & Leadership Podcast is hosted by Anthony C. Taylor, a strategic advisor to mid-market leadership teams ($30M–$300M) across North America.
Anthony works directly with CEOs and senior leaders to help them align their teams, clarify priorities, and execute strategy effectively in complex organizations.
On this show, he interviews founders, executives, and industry leaders about what actually works when strategy has to survive execution.
Strategy Resources for Leaders
Work with a Strategic Planning Facilitator: https://www.smestrategy.net/strategic-planning-facilitator
Connect with Anthony Taylor on LinkedIn: https://www.linkedin.com/in/anthonyctaylor604/
Produced by Rednyne Productions: https://www.rednyne.com

What if the secret to building a company that lasts over a century isn't disruption, technology, or even capital — but the discipline to put relationships before transactions, every single time?
In this episode, Anthony C. Taylor speaks with Jonathan Iger, CEO and President of Sage, a 102-year-old commercial real estate company that has outlasted every recession, market shift, and industry disruption since 1924. Jonathan shares how Sage has stayed relevant by reading macro shifts before they hit, doubling down on what makes the office irreplaceable, and treating every tenant relationship like a long-term partnership rather than a lease agreement.
Anthony and Jonathan explore how elevated consumer expectations are reshaping the workplace, why the best office environments take cues from the hospitality industry, and how a 102-year track record is built not on grand slam moments but on consistently hitting singles across every customer touchpoint.
What You'll Learn
Why relationship always trumps transaction, even in transactional businesses
How to read macro shifts before they disrupt your industry
Why competing with remote work is the wrong strategy — and what to do instead
How customer journey mapping drives better experiences at every touchpoint
Why the best office environments are built on the hospitality model
How Sage has retained tenants for over 30 years through deep partnership thinking
Why time is the most valuable commodity you can give your customers
How a 102-year-old company thinks about long-term bets and strategic focus
Connect with Jonathan Iger
Website: https://sagerealty.com
LinkedIn: https://www.linkedin.com/in/jonathaniger/
Strategy Resources for Leaders
Download the Strategic Alignment Toolkit: https://www.smestrategy.net/toolkit
Book a Strategic Alignment Review: https://www.smestrategy.net/contact
Learn more about SME Strategy: https://www.smestrategy.net
Connect with Anthony on LinkedIn: https://www.linkedin.com/in/anthonyctaylor604/
Produced by Rednyne Productions

Most executives will tell you they understand their business. Ask them to walk you through their financial statements, and the room goes quiet.
In this episode of the Strategy & Leadership Podcast, Anthony C. Taylor speaks with Tim Vipond, Co-Founder and CEO of Corporate Finance Institute (CFI), about why financial acumen is a non-negotiable leadership skill and why the rise of AI is making it more critical, not less.
Tim breaks down the three levels of financial acumen every leader needs, regardless of role or background, and why most executives are operating with a dangerous gap in their foundational knowledge.
Anthony and Tim explore how financial literacy creates alignment across leadership teams, why understanding the numbers leads to shorter and more effective meetings, and how the three financial statements function as the foundation of executive thinking. They also address one of the most common misconceptions in the age of AI: that technology can replace the need for financial understanding, and why leaders who believe this are setting themselves up to be outpaced.
What You Will Learn in This Episode
The three levels of financial acumen and where most leaders get stuck
Why financial literacy is a universal leadership skill, not just a finance function
How the three financial statements change the way executives think
Why AI makes financial knowledge more important, not less
Why you can't ask the right questions if you don't understand the numbers
Why clarity is the real goal of good financial analysis, not more data
About Tim Vipond
Tim Vipond is the Co-Founder and CEO of Corporate Finance Institute (CFI), a global finance education platform serving over 2.8 million learners across 180 countries and the creator of the globally recognized FMVA® certification. Before CFI, Tim worked in investment banking at CIBC, corporate development at Goldcorp, and as VP of Finance at Shoes.com, participating in over $3 billion in transactions.
Connect with Tim
Website: https://corporatefinanceinstitute.com
LinkedIn: https://www.linkedin.com/in/timvipond
About the Strategy & Leadership Podcast
Hosted by Anthony C. Taylor, strategic advisor to mid-market leadership teams ($30M–$300M) across North America. On this show, he interviews founders, executives, and industry leaders about what actually works when strategy has to survive execution.
Strategy Resources for Leaders
Strategic Alignment Toolkit: https://www.smestrategy.net/toolkit
Book a Strategic Alignment Review: https://www.smestrategy.net/contact
SME Strategy: https://www.smestrategy.net
Anthony Taylor on LinkedIn: https://www.linkedin.com/in/anthonyctaylor604/
Produced by Rednyne Productions: https://www.rednyne.com

66% of tech projects never launch. 70% of the ones that do fail to deliver what leadership expected. The problem isn't the technology — it's the C-suite.
3x Inc 5000 founder Dustin Domerese joins Anthony C. Taylor to unpack why mid-market tech rollouts keep failing and what CEOs of $30M–$300M companies need to do differently.

In this conversation:

- Why your frontline workers aren't the adoption problem (and who is)- The marketing director who walked into a room and silenced 15 people- The "technology troublemakers" already solving problems you don't know exist- How to hire smart, humble, hungry over expensive senior consultants- What questions every leadership team should ask before the next software investment

About Dustin Domerese

Dustin Domerese is Managing Partner at Dynamic Consultants Group, a 3x Inc. 5000 Microsoft consulting firm. He is a thought leader, bestselling author, and technology innovator within the Microsoft ecosystem, delivering his experience in CRM, ERP, and software development to business leaders and technical teams.
Dustin has consulted for more than 300 companies across a wide range of industries and has worked with organizations across the Microsoft, SAP, Oracle, and Salesforce ecosystems. Prior to founding multiple companies, he worked with organizations including Barclays, EMC2, HP, and Microsoft.
He is also the founder of PowerLearn Academy, where he helps train and develop the next generation of technology consultants by focusing on building internal talent and capability.
Dustin is a global speaker on technology and digital transformation and has presented at conferences around the world. Outside of work, he is an accomplished musician, outdoor enthusiast, and a self-described mostly terrible golfer.

Connect with Dustin
Website: https://dynamicconsultantsgroup.com
LinkedIn: https://www.linkedin.com/in/dustin-domerese-a0039011/
YouTube: https://www.youtube.com/@dynamicconsultantsgroup4151

About the Strategy & Leadership Podcast

The Strategy & Leadership Podcast is hosted by Anthony C. Taylor, a strategic advisor to mid-market leadership teams ($30M–$300M) across North America.
Anthony works directly with CEOs and senior leaders to help them align their teams, clarify priorities, and execute strategy effectively in complex organizations.
On this show, he interviews founders, executives, and industry leaders about what actually works when strategy has to survive execution.

Strategy Resources for Leaders
Download the Strategic Alignment Toolkit:
https://www.smestrategy.net/toolkit
Book a Strategic Alignment Review:
https://www.smestrategy.net/contact
Learn more about SME Strategy:
https://www.smestrategy.net
Connect with Anthony Taylor on LinkedIn:
https://www.linkedin.com/in/anthonyctaylor604/
Produced by Rednyne Productions
https://www.rednyne.com