Inside The 90™

In this episode of Inside the 90, Jami and Andrew are joined by special guest Josh Heller of Crushable to tackle one of the most common questions facing growing businesses right now — how do you actually build an AI strategy? Josh walks through Crushable's tried-and-true framework of identity, operations, and leverage, explaining why most companies skip straight to the fun stuff and pay for it later. The conversation covers the dangers of moving too fast, the rise of custom software over legacy SaaS, and why the companies that can tell the AI story clearly are the ones who will win. Packed with real use cases from the room, this one is equal parts practical and energizing.Key Topics- Why most companies skip identity and jump straight to leverage — and why that backfires.- The Crushable framework: identity, operations, and leverage explained.- Growth mindset vs. optimization mindset when approaching AI adoption.- The Incumbent's Dilemma: why past success can become a liability in an AI-first world.- The rise of custom software and why off-the-shelf SaaS is being reimagined.- Pace awareness: how to move fast enough without creating tech debt and chaos.- Real use cases from the room: proposals, estimating, admissions workflows, and more.Chapters0:00 - Welcome and guest intro: Josh Heller and Crushable.3:00 - What Andrew is hearing inside 20 businesses about AI right now.6:30 - The identity, operations, leverage framework explained.11:00 - What AI identity actually means for your team and your culture.15:30 - Growth architect vs. optimizer: the two mindsets around AI investment.19:00 - Starting with finance: why the CFO is the best first win for AI projects.23:00 - The Incumbent's Dilemma: when what got you here could kill you next.27:30 - Custom software, the death of SaaS support, and tighter feedback cycles.33:00 - Real use cases: Wonderbrand proposals, Diane the AI agent, and admissions workflows.40:00 - The handoff problem and how AI is finally bridging it.45:00 - Pace awareness: hitting the hydration station before you burn out.50:00 - Key takeaways: pace, identity anchored to core values, and coloring outside the lines.Mentions & CreditsJosh Heller - https://www.linkedin.com/in/joshghellerCrushable - https://crushable.aiLovable - https://lovable.devWhisperflow - https://whisperflow.appSalesforce - https://www.salesforce.comFlywheel - https://www.flywheelgvl.comEOS Worldwide - https://www.eosworldwide.comWonder - https://www.workwithwonder.com

In this episode of Inside the 90, the roles flip as Andrew hosts his wife Stacy, a stress specialist and founder of Evolve Beyond Limits. Together they unpack why consistency, not intensity, is the real differentiator between success and failure in both business and life. Stacy breaks down the stress cycle that keeps people stuck in all or nothing thinking, introduces her power of 12 framework for building new habits, and explains why operating at 80 percent capacity actually creates more sustainable growth than chasing 100 percent. The conversation then turns to team dynamics, exploring why consistent EOS rhythms like weekly L10s and quarterly meetings are what quietly compound into real transformation, and what it looks like when Andrew and Stacy fall out of rhythm in their own marriage and business.Key Topics- The stress cycle and how all or nothing thinking leads to burnout.- Finding the sweet spot between extremes for sustainable growth.- The 80 percent rule for staying consistent without burning out.- The power of 12 framework for building new habits and skills.- Practical tricks for consistency, including doing hard things first and asking why.- Scheduling to 80 percent capacity to build in margin and energy.- Why consistency is the real engine behind EOS and team alignment.- What happens to a team's culture when meetings get skipped.- Connecting personal and business consistency to living the EOS life.Chapters0:00 - Introduction, roles reversed with Andrew hosting and Stacy as guest.1:30 - Why consistency, the stress cycle, and burnout.4:00 - Finding the sweet spot between extremes.6:30 - Applying the sweet spot to a workout example.8:00 - The 80 percent rule for individual consistency.10:00 - The flat tire mindset and all or nothing thinking.12:00 - The power of 12 framework.15:00 - Tricks for consistency, doing hard things first and asking why.19:00 - Scheduling to 80 percent and building margin.21:30 - Transitioning to team dynamics and EOS.23:30 - Why consistency is the game in EOS.25:30 - What happens when you skip meetings.28:30 - The trickle effect of an inconsistent culture.31:00 - Why the best time to meet is when everything feels fine.33:00 - Connecting consistency to the EOS life.36:00 - Real talk, when Andrew and Stacy fall out of rhythm.39:00 - Making meetings enjoyable and sustainable.41:00 - What Stacy is building at Evolve Beyond Limits.43:00 - Where to find Stacy and closing thoughts.Mentions & CreditsEOS Worldwide - https://www.eosworldwide.comWonder - https://workwithwonder.comEvolve Beyond Limits - https://www.evolvebeyondlimits.comEvolve Beyond Limits Podcast - https://www.evolvebeyondlimits.com/podcastEvolve Beyond Limits Academy - https://www.stacygissal.com/EBLA

In this episode of Inside the 90, Andrew catches up with Tracey, marketing lead at YourSix, for her second appearance on the show. Tracey shares how she rolled out EOS inside her own two-person marketing department, using L10 meetings not just for task management but for mentorship, energy alignment, and human connection with her teammate Maddie. The conversation moves into YourSix's journey from a hardware-heavy physical security company to a true SaaS platform, and how bringing on Wonder as a marketing partner after a funding round helped the team build real brand foundation before activating it externally. Tracey and Andrew close with a candid look at authenticity in an AI driven marketing landscape, including how content needs to be honest and specific to be trusted by both customers and AI tools alike.Key Topics- Rolling out EOS and L10 meetings inside a small, distributed marketing department.- Using L10s for mentorship and energy alignment, not just task tracking.- Combining EOS with project management tools like JIRA.- Tracey's path from physical security hardware into a SaaS focused career.- What YourSix does with video surveillance and access control technology.- Bringing on an outside marketing agency after a funding round.- Building brand foundation before activating a brand externally.- Why authenticity and vulnerability in content matter more in an AI driven world.- Cybersecurity considerations when adopting AI tools in business.Chapters0:00 - Catching up and a Kansas City barbecue recommendation.2:00 - Introducing Tracey and her role leading marketing at YourSix.4:00 - Rolling out EOS inside the marketing department.7:00 - L10 meetings, human connection, and mentorship.10:30 - Combining EOS with the JIRA project management tool.12:30 - Aligning rocks across a small marketing team.14:30 - L10 as energy management, not just task tracking.17:00 - Being resourceful and the who not how philosophy.19:00 - Tracey's background in physical security and joining YourSix.22:00 - What YourSix does with video surveillance and access control.24:00 - Bringing on Wonder for marketing support after funding.27:00 - Building trust and community working with an outside agency.29:30 - Running on EOS together and shifting to 90 day brand activation.32:00 - Refreshing and rebuilding the YourSix brand identity.35:00 - Why foundational brand work has to come before activation.37:30 - Authenticity in an AI driven marketing world.40:00 - Cybersecurity considerations around adopting AI tools.43:00 - Reframing content so AI tools can find and trust your brand.46:30 - Where to find Tracey and YourSix, and closing thoughts.Mentions & CreditsEOS Worldwide - https://www.eosworldwide.comWonder - https://workwithwonder.comYourSix - https://www.yoursix.com/Traction Book - https://www.ginowickman.com/JIRA - https://www.atlassian.com/software/jiraAdam Landrum - https://madetomatter.coach/

In this episode of Inside the 90, Andrew talks with Jenna Spencer, founder of AssistPro and a newly licensed EOS partner focused on delegation and elevation. Jenna traces her path from corporate banking to building a company that matches business leaders with the right assistant, a journey that started when she worked directly for two EOS implementers. The conversation dives deep into why delegation fails, the difference between delegating tasks and delegating true ownership, and how to build trust with a new team member over time. Jenna shares practical frameworks, including the delegate and elevate tool, the relay race analogy, and the power of defining ideal outcomes instead of micromanaging the mechanics of a task.Key Topics- Jenna Spencer's path from corporate banking to founding AssistPro.- Why most leaders struggle with delegation and end up doing task delegation instead of ownership delegation.- The mail-checking analogy for understanding true delegated ownership.- Where to start delegating, including knowing yourself and picking just a few things first.- The real cost and return on investment of delegating a leader's time.- Building trust with a new assistant or team member over time.- Why protected weekly meetings matter for a healthy delegation relationship.- The delegate and elevate tool and defining roles by quarter.- Using DISC, Kolbe, and Working Genius to build well-matched teams.Chapters0:00 - Welcome to Jenna Spencer and introduction to AssistPro.1:30 - Jenna's journey from corporate banking to founding AssistPro.3:30 - Working as an assistant to two EOS implementers.5:00 - Why delegation is one of the hardest leadership skills.7:00 - Task delegation versus true ownership delegation.9:30 - The mail-checking analogy for delegating ownership.11:30 - Where to start delegating as a maxed-out visionary.14:00 - Knowing yourself and picking a few things to delegate first.16:30 - The real cost and ROI of delegating your time.18:30 - Learning to slow down and build trust over time.21:30 - Navigating trust and communication with an assistant.24:00 - The importance of protected weekly meetings.26:30 - Focusing on the issue, not the person.28:00 - Tactical first steps to hiring an assistant.30:30 - Using DISC and Kolbe to find the right match.32:30 - The all-or-nothing rule for calendar and email delegation.35:00 - The relay race analogy for handing off responsibilities.37:00 - The delegate and elevate tool and defining roles by quarter.39:00 - The Responsibility Clarifier and outcome-based delegation.42:00 - Why unclear outcomes cause delegation to break down.44:00 - Applying delegation lessons beyond assistants to any role.46:00 - Using Kolbe, DISC, and Working Genius to build balanced teams.49:00 - Where to find Jenna Spencer and closing thoughts.Mentions & CreditsEOS Worldwide - https://www.eosworldwide.comWonder - https://workwithwonder.comAssistPro - https://assistpro.comAlex Freytag - https://implementer.eosworldwide.com/alex-freytagDelegate and Elevate Tool - https://www.eosworldwide.com/delegate-and-elevateGino Wickman - https://www.ginowickman.comThe 6 Types of Working Genius - https://www.workinggenius.comKolbe - https://www.kolbe.comDISC - https://www.discprofile.comStrategic Coach - https://www.strategiccoach.com

In this episode of Inside the 90, Jami sits down with Will Stewart, founder and CEO of 9/8 Central, a video production studio in Greenville, South Carolina. Will shares his winding path from teaching himself HTML in high school to freelancing in Hollywood to finally building his own studio during the early days of the pandemic. He and Jami dig into 9/8 Central's first nine months on EOS, covering the messy early lessons around rocks, scorecards for a creative business, and learning to trust a leadership team as a high-visionary founder. The conversation closes with Will's take on staying intentionally sized, using AI to speed up content creation, and why video and genuine human connection matter more than ever in a hyper-automated world.Key Topics- Will Stewart's path from teenage web designer to Hollywood freelancer to founder of 9/8 Central.- Building a video production studio from one employee at the start of the pandemic to a full team.- Getting introduced to EOS through a hybrid coaching relationship and rolling it out company-wide.- Early struggles with rocks, scorecards, and issue lists in a creative, project-based business.- Learning to trust a leadership team as a high-visionary, high-quick-start founder.- Defining a three-year picture and capping growth on purpose to protect team culture.- Using AI tools internally to speed up content creation for clients.- The content engine framework and shifting clients from one-off projects to recurring work.- Why genuine, human video content matters more as digital connection becomes automated.Chapters0:00 - Welcome to Will Stewart and introduction to 9/8 Central.2:00 - Studio tour and the spa day philosophy for clients.5:00 - Will's origin story, teaching himself web design in high school.8:00 - Falling in love with video as cameras became more accessible.11:00 - Freelancing, a Hollywood mentorship, and lifestyle burnout.14:00 - Founding 9/8 Central in March 2020 and early growth.17:00 - Getting introduced to EOS through a hybrid coaching relationship.20:00 - Focus Day, early ahas, and adjusting to being a visionary.23:30 - Struggles with setting and completing rocks.26:30 - Rolling out L10 meetings and scorecards for a creative team.30:00 - Building a scorecard around client communication.32:30 - Learning the issues list and the language of EOS.35:00 - Trusting the leadership team and letting go of control.38:00 - The three-year picture and defining what winning looks like.40:30 - Building an internal AI tool to speed up content creation.43:00 - Staying intentionally sized and avoiding the boom-bust agency trap.45:30 - What's exciting for 9/8 Central this year.48:00 - The content engine framework and recurring client work.50:30 - Case studies, positioning, and working with Wonder on messaging.53:00 - Where to find Will Stewart and closing thoughts.Mentions & CreditsWonder - https://www.workwithwonder.comEOS Worldwide - https://www.eosworldwide.com9/8 Central - https://98c.orgJason Blumer - https://www.jasonblumer.comThe 6 Types of Working Genius - https://www.workinggenius.comSeth Godin - https://seths.blogKolbe - https://www.kolbe.comAmerican Society of Cinematographers - https://theasc.com