Inside The 90™

In this episode of Inside the 90, Jami and Andrew discuss the often-overlooked reality of entrepreneurship: loneliness and the critical need for intentional community. Andrew shares his journey of relocating from Michigan to Greenville, SC, rebuilding his business network from scratch, and discovering how empathy, accountability, and growth-focused relationships are essential for visionary leaders. The conversation explores co-working spaces, peer groups, networking with purpose, and how meaningful entrepreneurial communities can dramatically impact both business success and personal well-being.

Key Topics

- Entrepreneurship can feel isolating without intentional community.

- Relocating a business and rebuilding relationships from scratch.

- The importance of empathy and accountability in leadership.

- Why entrepreneurs need to leave the office and engage with others.

- Building authentic relationships instead of transactional networking.

- The role of co-working spaces in growth and energy.

- Peer groups, EOS, and mastermind communities for entrepreneurs.

- Balancing vulnerability, business pressure, and personal growth.

- How introverts and extroverts approach community differently.

- Creating communities that support both giving and receiving.

Chapters

00:00 - Introduction to entrepreneurship and loneliness.

02:15 - Andrew’s move from Michigan to Greenville and rebuilding community.

05:40 - Defining the type of entrepreneurial community they wanted.

10:05 - Why entrepreneurs must leave the office to grow.

14:20 - Networking versus authentic relationship building.

19:35 - The value of empathy and accountability groups.

24:10 - How co-working spaces fuel growth and collaboration.

29:50 - Stories of entrepreneurial support and vulnerability.

35:30 - The importance of committing to communities consistently.

41:45 - Breakdown of the groups and communities Andrew participates in.

48:10 - Jami’s leadership, mentorship, and creative communities.

54:20 - Supporting entrepreneurs through giving, not just receiving.

58:10 - Introverts, extroverts, and finding the right community fit.

01:01:30 - Final encouragement to entrepreneurs seeking connection.

Mentions & Credits

- EOS (Entrepreneurial Operating System) — https://www.eosworldwide.com/

- Flywheel Co-working — https://flywheelcoworking.com/

- Strategic Coach — https://www.strategiccoach.com/

- Grow Forum — https://growforum.io/- C12 Business Forums — https://www.c12forums.com/

- Agency Management Institute — https://agencymanagementinstitute.com/

- Chris Cloud — https://www.linkedin.com/in/chriscloud/

- Benton Woodring — https://www.linkedin.com/in/bentonwoodring/

In this episode of Inside the 90, Jami and Andrew continue their AI conversation by exploring how they use ChatGPT, custom GPTs, and AI-powered workflows in leadership, EOS implementation, coaching, and marketing. They discuss practical ways AI enhances conversations—not replaces them—while also diving into the future of SEO, Answer Engine Optimization (AEO), and what they call “vibe marketing.” The episode highlights how entrepreneurs and leaders can thoughtfully integrate AI into culture, communication, and strategy without losing the human element.

Key Topics

- Why this episode serves as Part 2 of the AI and vibe coding discussion.

- Using custom GPTs for EOS coaching, leadership, and quarterly conversations.

- How Kolbe and Working Genius data improve AI-assisted communication.

- The difference between enhancing conversations vs. replacing conversations with AI.

- AI as a tool for intentional leadership and management development.

- The accidental cultural impact AI experimentation had inside Wonder.

- SEO vs. AEO (Answer Engine Optimization) and how search behavior is changing.

- “Vibe Marketing” and how AI is transforming copywriting and content creation.

Chapters

00:00 - Intro: Continuing the AI conversation from Part 1.

03:00 - How Jami uses ChatGPT, Grok, and Gemini differently.

07:00 - Creating custom GPTs for EOS coaching and leadership support.

14:00 - Using Kolbe and Working Genius inside AI conversations.

22:00 - Enhancing conversations vs. replacing conversations with AI.

30:00 - Leadership, EOS, and using AI to improve quarterly conversations.

38:00 - How AI experimentation impacted Wonder’s company culture.

45:00 - Introducing “vibe marketing” and the shift in search behavior.

52:00 - SEO vs. AEO (Answer Engine Optimization).

59:00 - AI-assisted copywriting, brand voice, and FAQs.

01:06:00 - Responsible AI governance and recommendations from Jeff Yelton.

01:11:00 - Final thoughts on AI adoption and staying relevant.

Mentions & Credits

Grok — https://grok.x.ai/

Kolbe Corp — https://www.kolbe.com/

Working Genius — https://www.workinggenius.com/

EOS Worldwide — https://www.eosworldwide.com/J

eff Yelton — https://www.linkedin.com/in/jeffyelton/

Wonder — https://workwithwonder.com/

In this episode of Inside the 90, Jami and Andrew dive deep into AI, vibe coding, and the rapid evolution of tools like Lovable, Claude, and Google AI Studio. They share real-world examples of building internal software, automating workflows, replacing spreadsheets, and creating custom business tools without traditional development teams. The conversation focuses on how entrepreneurs can use AI to solve operational gaps, improve efficiency, and rethink the future of software, workflows, and business systems.

Key Topics

- The three groups of people reacting to AI: excited, curious, and unaware.

- What “vibe coding” is and how non-developers are building real software.

- Using Lovable and Google AI Studio to create custom business applications.

- Replacing spreadsheets and bloated SaaS tools with focused AI-powered apps.

- Wonderbread: building an internal operational dashboard for an agency.

- Creating stress assessments, recruiting systems, portals, and internal tools with AI.

- How AI enhances workflows instead of replacing strategic thinking and process.

- Why entrepreneurs need to experiment with AI now to avoid falling behind.

Chapters

00:00 - Intro: Why Jami and Andrew are excited about AI.

03:00 - The three camps of AI adoption in business today.

07:00 - Jeff Yelton’s books and responsible AI leadership.

11:00 - Discovering vibe coding and early experiments with AI Studio.

17:00 - Building Wonderbread and replacing spreadsheets with custom software.

26:00 - How Lovable enables entrepreneurs to build software without coding.

34:00 - Creating stress assessments, grading tools, and single-use applications.

42:00 - Building recruiting systems, intranets, and operational dashboards.

50:00 - AI-powered quoting systems and manufacturing use cases.

58:00 - Why focused internal tools outperform bloated SaaS products.

01:05:00 - Security, scalability, and knowing when to pause AI projects.

01:11:00 - Advice for entrepreneurs experimenting with AI and vibe coding.

Mentions & Credits

Lovable — https://lovable.dev/

Jeff Yelton — ttps://www.linkedin.com/in/jeffyelton/

Strategic Coach — https://www.strategiccoach.com/

Dan Sullivan — https://www.strategiccoach.com/coach/dan-sullivan/

Flywheel Co-Working — https://flywheelgreenville.com/

In this episode of Inside the 90, Andrew talks about how to fix ineffective meetings and move from “ugly and bad” to better. The conversation breaks down why most meetings fail, lack of structure, purpose, and follow-through, and how implementing a consistent cadence, clear outcomes, and simple rules can dramatically improve productivity. Andrew and Jami highlight EOS meeting rhythms, practical scheduling tactics, and cultural habits that turn meetings into a powerful tool for alignment, accountability, and execution.

Key Topics

- Why most meetings fail and how poor structure leads to wasted time.

- The importance of meeting cadence: annual, quarterly, and weekly (L10).

- Difference between “working on” vs. “working in” the business meetings.

- Why adding meetings initially can actually lead to fewer meetings long-term.

- Practical rules: 15/45-minute meetings, no meetings on Fridays, and time buffers.

- Setting clear meeting outcomes to improve efficiency and focus.

- Using L10 principles across all meetings, including client meetings.

- Building a meeting culture that prioritizes accountability and execution.

Chapters

00:00 - Intro: The “ugly, bad, and better” of meetings.

02:00 - Why meetings matter and common frustrations teams face.

05:00 - Root causes of bad meetings: no agenda, no structure, no outcomes.

09:00 - EOS meeting cadence: annual, quarterly, and weekly L10s.

14:00 - Working “on” vs. “in” the business meetings explained.

20:00 - Why adding meetings can lead to fewer meetings over time.

25:00 - Practical scheduling rules: 15/45-minute meetings and no Fridays.

32:00 - Writing clear outcomes for every meeting.

36:00 - Using L10 principles in all meetings (internal and external).

42:00 - Creating meeting rhythms and accountability systems.

48:00 - Closing the loop: buffers, to-dos, and meeting follow-through.

52:00 - How to roll out better meeting practices across your organization.

Mentions & Credits

Death by Meeting by Patrick Lencioni — https://www.tablegroup.com/product/death-by-meeting/

EOS Worldwide — https://www.eosworldwide.com/

Level 10 Meeting (EOS) — https://www.eosworldwide.com/blog/level-10-meeting

This episode of Inside the 90 dives into the Kolbe assessment and how it helps individuals and teams understand instinctive strengths, reduce friction, and improve performance. Jami shares his journey discovering Kolbe and explains how it differs from personality tests by measuring instinct (conative behavior). The conversation breaks down the four Kolbe indexes, how to use Kolbe A, B, and C together, and how pairing Kolbe with tools like Working Genius can transform hiring, team dynamics, and leadership effectiveness.

Key Topics

- What Kolbe is and how it differs from personality and IQ assessments.

- The three parts of the brain: cognitive, affective, and conative.

- The four Kolbe indexes: Fact Finder, Follow Through, Quick Start, and Implementer.

- How instinct-driven behavior impacts team dynamics and communication.

- Using Kolbe A, B, and C to evaluate individuals, roles, and expectations.

- Identifying tension vs. strain and how misalignment leads to burnout.

- Avoiding “cognitive cloning” and building balanced teams.

- Pairing Kolbe with Working Genius to optimize hiring and team performance.

Chapters

00:00 - Intro: Why this episode applies to individuals, teams, and organizations.

02:00 - Jami’s journey discovering Kolbe and early assessment tools.

06:00 - The “aha moment” using Kolbe to improve team relationships.

10:00 - The three parts of the brain and what Kolbe actually measures.

15:00 - Kolbe A, B, and C explained (individual vs role expectations).

20:00 - Breaking down the four Kolbe indexes (Fact Finder, Follow Through, Quick Start, Implementer).

30:00 - Real-world examples of how Kolbe shows up in work and leadership.

38:00 - Team dynamics: tension, strain, and avoiding cognitive cloning.

45:00 - Using Kolbe in hiring and building high-performing teams.

52:00 - How to implement Kolbe in your organization step-by-step.

58:00 - Final thoughts and upcoming EOS Conference meetup.

Mentions & Credits

Kolbe A Index — https://www.workwithwonder.com/store

Wonderlic Test — https://wonderlic.com

Strategic Coach — https://www.strategiccoach.com

Working Genius — https://www.workinggenius.com

CliftonStrengths — https://www.gallup.com/cliftonstrengths

DISC Assessment — https://www.discprofile.com

Enneagram — https://www.enneagraminstitute.com

Wonder — https://workwithwonder.com

In this episode of Inside the 90, Jami and Andrew unpack what it really means to “trust the process” when implementing EOS. They explain that EOS is fundamentally a change-management system, not just a set of tools, and that traction comes from committing to the process before you feel fully confident in it.

The conversation covers the emotional cycle of change, why teams often hit a dip before EOS starts to click, and how leaders can use the meeting cadence and EOS tools to solve issues more objectively. They also explore how trusting the process creates freedom, removes bottlenecks, and helps a team build clarity, accountability, and momentum over time.

Key Topics

-Why “trust the process” in EOS really means trusting change management and committing before confidence shows up.

-Dan Sullivan’s 4 C’s framework: Commitment, Courage, Capability, and Confidence.

-Why EOS rollout starts with traction tools before vision tools.

-The emotional dip teams hit during implementation and why consistency matters through it.

-How EOS gives every issue a home through cadence, tools, and IDS.

-Why objective tools reduce finger-pointing and improve decision-making.

-How EOS can free up visionaries by removing them as the constant bottleneck.

-Using AI as a helper to identify which EOS tool fits a specific issue.

Chapters

00:00 - Intro and why “trust the process” matters for teams implementing EOS.

02:00 - EOS as change management, not just a business framework.

04:00 - The 4 C’s: Commitment, Courage, Capability, and Confidence.

07:00 - Why EOS starts with traction tools before vision tools.

11:00 - Early EOS friction: learning L10s, rocks, scorecards, and issue solving.

16:00 - Emotional cycle of change and pushing through the implementation dip.

21:00 - Using EOS cadence to give every issue a proper place.

27:00 - Fault the process, not the people: using tools to solve objectively.

33:00 - Cash flow example and how the right EOS tool unlocked clarity.

39:00 - How EOS creates freedom and reduces visionary bottlenecks.

45:00 - Repeating issues, hard decisions, and building accountability.

50:00 - Using AI to identify EOS tools and final thoughts on perfectible progress.

Mentions & Credits

EOS Worldwide — https://www.eosworldwide.com/

Traction by Gino Wickman — https://www.eosworldwide.com/traction-book

Strategic Coach — https://www.strategiccoach.com/

Dan Sullivan — https://www.strategiccoach.com/coach/dan-sullivan

The 4 C’s Formula — https://www.strategiccoach.com/resources/quarterly-books/the-4-cs-formula

Kolbe A Index — https://www.workwithwonder.com/store

Cam Lawson joins the Inside the 90 crew to break down the “EOS ecosystem” beyond the core tools—covering EOS-specific software (and why it accelerates traction), communities you can plug into, how to work better with EOS-aligned vendors/partners, and practical ways to strengthen team health through assessments and culture measurement. They also share rollout cautions (don’t boil the ocean), and why getting the EOS foundation solid first makes every supporting tool more effective.

Key Topics

- Why EOS-specific software helps teams gain traction faster (and how to avoid overengineering it too early).

- Differences between “working in the business” tools (CRM/PM) vs. “working on the business” tools (EOS platform).

- How to use scorecards, nested metrics, and visibility across multiple L10 teams.

- EOS communities: where to learn, ask questions, and network (online + local + annual conference).

- Partnering with EOS-run vendors for shared language, values, and execution cadence.

- Team health: using Kolbe, Working Genius, and other assessments to build trust and reduce friction.

- Measuring “Healthy” with employee needs and tying gaps back to EOS tools and habits.

Chapters

00:00 - Quick catch-up and setting up the “EOS ecosystem” conversation.

02:30 - EOS software: why purpose-built tools matter (and the early 90.io experience).

08:00 - Separating EOS priorities from day-to-day task systems (mental clarity + commitment).

12:30 - Scaling EOS down the org: multiple L10s, moving issues, and scorecard rollups.

18:00 - Warning: don’t overbuild tools/metrics before the EOS foundation is stable.

22:00 - Communities: EOS Academy/Base Camp, Rocket Fuel, EOS Conference, and online groups.

30:00 - Local EOS meetups + ENRG chapters and why in-person community accelerates learning.

35:00 - Vendors/partners: why EOS-run companies make better collaborators.

41:00 - Team health: Kolbe, Working Genius, Strengths, and building a shared language.

49:00 - Measuring “Healthy” with critical employee needs + tying results back to EOS tools.

56:00 - Wrap-up: focus on the foundation first, then layer ecosystem support.

Mentions & Credits

Ninety (EOS software; referenced as “90/90.io”). https://www.ninety.io/

EOS Worldwide (official EOS org/site). https://www.eosworldwide.com/

EOS Academy (courses). https://academy.eosworldwide.com/courses

EOS One (EOS Worldwide software portal mentioned indirectly via EOS tools ecosystem). https://app.eosone.com/

Strety (EOS software). https://strety.com/

Traction (book by Gino Wickman). https://www.eosworldwide.com/traction-book

Rocket Fuel (book by Gino Wickman & Mark C. Winters). https://www.eosworldwide.com/rocket-fuel-book

VisionSpark (recruiting/services mentioned; Integrator search). https://visionsparksearch.com/

Kolbe A Index (assessment). https://www.workwithwonder.com/store

Working Genius (assessment/model). https://www.workinggenius.com/

Clifton Strengths (Gallup StrengthsFinder). https://www.gallup.com/cliftonstrengths/

Patrick Lencioni “Smart vs Healthy” (video). https://www.tablegroup.com/smart-vs-healthy-video/

In this episode of Inside the 90, Jami and Andrew welcome Cam Lawson to talk about networking that actually works—especially inside the EOS community. They contrast “busy networking” with relationship-building, share the “hive / queen bee” framework for finding the right communities, and emphasize leading with curiosity, generosity, and authenticity (not pitches). Practical tactics include going deep with fewer conversations, staying top-of-mind with genuine check-ins, building relationships in LinkedIn comments (not DMs), and making thoughtful introductions that help others win.

Key Topics

- Networking as relationship-building (not lead harvesting).

- “Hive + queen bee” framework for finding your community.

- Go-Giver mindset: give value first, don’t pitch.

- Being “vibrant” vs. trying to sound smart.- Curiosity prompts that deepen conversations fast.

- Staying top-of-mind through thoughtful follow-up.

- LinkedIn networking: relationships in the comments, not the inbox.

- Healthy automation vs. AI “connection” (and why it backfires).

- In-person event strategy: depth over volume.

- The art of making great introductions (and asking both parties first).

Chapters

00:00 - Welcome + Cam’s background in EOS and community-building.

03:10 - The “hive” framework and why “queen bees” matter in networking.

07:05 - One rule to live by: don’t network just to be busy; network with intention.

10:15 - The Go-Giver approach: give first, avoid the pitchy coffee meeting.

14:10 - “Be vibrant”: authenticity and doing what energizes you (golf, hikes, community).

18:05 - LinkedIn: relationships in the comments, not the inbox; avoid AI spam.

23:00 - In-person tactics: two deep conversations, memorable connection points, follow-ups.

28:10 - The power of introductions + intro templates and “ask both sides first.”

32:00 - Wrap-up + tease next episode (EOS ecosystem tools and support).

Mentions & Credits

Entrepreneurial Operating System (EOS) — https://www.eosworldwide.com/

EOS One (software mentioned as part of the EOS world) — https://eosone.com/

The Go-Giver (book) — https://thegogiver.com/

BizTrek Marketing Method (and “12 Triggers” mentioned in discussion) — https://biztrek.com/

Wonder (marketing agency referenced) — https://www.workwithwonder.com/

BITE7 (organizational health / engagement survey referenced) — https://www.bite7.com/

In this episode of Inside the 90, the hosts break down the concept of founder-led sales and how entrepreneurs transition from being the sole driver of revenue to building a scalable sales engine. They explore the different stages of company growth — from starter to grower to scaler — and outline a five-step framework specifically for service-based businesses. The conversation emphasizes defining a clear go-to-market strategy, separating sales functions, building accountability systems, and avoiding the common pitfalls founders face when trying to delegate sales. The episode provides a practical roadmap for moving from relationship-based selling to repeatable, systemized growth.

Key Topics

- Founder-led sales in service-based businesses.

- The five stages of company growth (Seeker → Starter → Grower → Scaler → Giver).

- Building a clear go-to-market strategy.

- Target market, three uniques, and proven process.- Breaking sales into five functional components.

- Delegation triggers and hiring at the right time.- 90-day sales sprints and campaign planning.

- Avoiding founder whiplash and reactive pivots.

- Productizing services vs. maintaining customization.

- Building repeatable systems and sales playbooks.

Chapters

00:00 – Holiday reflection and year-end momentum.

04:30 – Founder-led sales and business growth stages.

09:00 – The three components of a go-to-market strategy.

16:30 – Product-market fit in service businesses.

22:00 – Breaking sales into five key functions.

30:00 – Delegation triggers and hiring mistakes founders make.

36:00 – 90-day sales campaigns and accountability cadence.

45:00 – Avoiding whiplash and premature pivots.

50:00 – Building a sales playbook and CRM system.

55:00 – Transitioning from founder-driven to scalable sales engine.

58:00 – Preview of upcoming episode with guest Kim Lawson.

Mentions & Credits

EOS (Entrepreneurial Operating System) – Business operating framework referenced throughout the episode.https://www.eosworldwide.com

2Bobs Podcast – Podcast for professional services firm founders.https://2bobs.com/podcast

In this Inside the 90 rapid-fire episode, Jami and Andrew answer common EOS® questions from listeners. They cover how to properly use the Issues List beyond the leadership team, whether EOS works for a company of one, and what employees should expect when their organization starts EOS. Through practical examples and real-world experience, they break down how EOS creates clarity, traction, accountability, and healthier teams—whether you’re a solo founder or part of a growing organization.

Key Topics

- How to use the EOS Issues List effectively.

- Encouraging teams to raise and track issues.

- EOS for solo founders and early-stage businesses.

- Using 90-day planning to avoid shiny object syndrome.

- What employees should expect when EOS is introduced.

- Vision, traction, and healthy team dynamics.

- EOS as a framework for clarity and accountability.

Chapters

0:15 – Rapid-fire EOS questions intro.

0:25 – Not seeing enough issues on the Issues List.

0:45 – Educating teams on what belongs on the Issues List.

1:53 – Solving issues during the week vs. saving them for L10s.

3:10 – Using the Issues List to reduce unnecessary meetings.

4:33 – Why every team member deserves a place to raise issues.

4:54 – Can EOS work for a company of one?

5:07 – Building Wonder on EOS from day one.

5:28 – Defining a personal 10-year target as a founder.

6:20 – Living in 90-day cycles to find product-market fit.

7:42 – How EOS prevents shiny object syndrome.

8:39 – Using EOS tools in personal and family life.

9:31 – Why EOS is valuable even before hiring employees.

10:35 – What to expect when your company starts EOS.

11:48 – Why leadership teams implement EOS.

12:33 – Vision, traction, and accountability explained.

13:07 – EOS and building healthy, cohesive teams.

14:01 – Culture, shared language, and community.

15:39 – Advice to leaders on communicating EOS rollout.

16:29 – Wrapping up rapid-fire questions.