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Over 80% of business owners can't find qualified people. But 15–25% are thriving, hiring, retaining, and growing at the same time. The difference isn't luck or budget; it's strategy. Rob Levin breaks down the three fundamental shifts that separate winners from everyone else: designing culture instead of hoping for it, competing for talent with the same intensity you compete for customers, and expanding your talent pool beyond local markets.
Episode Highlight "Talent deserves the same strategic attention you give revenue."
Actionable Insights
Ready to apply these insights to your own business? Download the free Action Kit
More Resources:
More About Rob Levin & WorkBetterNow
Like this show? Click on over and subscribe to our YouTube channel! Follow Rob Levin on Substack. Out now! The New Talent Playbook: The Ultimate Guide to Building Your Dream Team 📕 Available on Amazon or visit thenewtalentplaybook.com and get the free scorecard.
Alan Pentz, AI investor and operator, cuts through AI hype with a clear framework: we're entering the era of "multiplayer AI," where individual productivity gains transform into company-wide business transformation. AI success isn't about replacing people—it's about shifting from doing work to managing AI agents. This structural change in how businesses operate will separate forward-moving founders from the rest.
Episode Highlight "The reality is the opportunities on the table right now, every industry is going to be remixed because of this collapse of services and software into each other. Don't you want to be a part of that?"
About the Guest Alan Pentz founded OwnerRx to help business owners adopt AI in practical, real-world ways. As a hands-on investor and operator across government consulting, AI software, and defense manufacturing, he brings frontline credibility. After stepping back from day-to-day CEO duties, he's 10x'd his personal productivity in six months by building AI agent systems and now teaches cohorts of business owners how to replicate this at scale.
Key Takeaways
Multiplayer AI is the breakthrough: Single-player AI (personal automation) already works. The scalability challenge is deploying to teams—handling authentication, legacy software, and user friction. Claude Cowork is the first real multiplayer solution, sandboxing AI work with permissions and MCP integration. If you're waiting for "maturity," you're already behind. [04:11]
Building beats talking: Most owners don't grasp AI's potential until they build something. Conceptual understanding doesn't stick. You must see agents run, complete tasks instantly, and become real. Once that clicks, your mindset shifts to encoding entire workflows into skills and agents. [08:52]
Expand, don't just cut costs: Using AI to fire people is the wrong play. The right move: expand what your team can do. A 10x more productive team member becomes invaluable, not expendable. Real competitive advantage comes from serving more customers, going deeper with existing ones, or entering new markets. [15:39]
Lead the culture shift: As owner, get hands-on with Claude Cowork this month. Understand how your team must evolve from "doing work" to "managing AI agents." This is a culture shift, not just a tool switch. Model it, then cascade it across your organization. [26:14]
Ready to apply these insights to your own business? Download the free Action Kit
More About Alan Pentz
Check out OwnerRx Connect with Alan on LinkedIn
More About Rob Levin & WorkBetterNow
Like this show? Click on over and subscribe to our YouTube channel! Follow Rob Levin on Substack. Out now! The New Talent Playbook: The Ultimate Guide to Building Your Dream Team 📕 Available on Amazon or visit thenewtalentplaybook.com and get the free scorecard.
Declining employee engagement is a warning signal for every small and mid-size business. Gallup's 2026 State of the Global Workplace report shows engagement dropping across the board, but Rob Levin unpacks three critical takeaways that separate thriving companies from those fighting burnout. Discover why manager stress signals a crisis, why every seat counts more than you think, and concrete, cost-effective moves to strengthen culture, reduce turnover, and position your team to leverage AI competitively.
Episode Highlight "If only one out of every three people on your team were engaged in your business, in a smaller mid-size business, you'd probably be out of business, because every seat counts in a smaller, mid-size business." Actionable Insights
Core Values as Decision Filters: Define 3-5 core values that reflect who you actually are, document them, and give real examples of what living those values looks like daily. This guides the hundreds of micro-decisions your team makes. [05:11]
Manager Burnout as Your Warning Signal: Declining manager engagement signals stress and burnout, usually from covering for disengaged team members. Fix hiring quality immediately, establish a culture where poor performers don't linger, and audit leadership directives for clarity and realism. [07:46]
Internal Mobility Drives Retention: Top performers leave when they see no path forward. Create a formal internal mobility program mapping growth pathways and visible ways people can develop, shift roles, or take on bigger challenges inside your company. [06:42]
Ready to apply these insights to your own business? Download the free Action Kit
More Resources:
More About Rob Levin & WorkBetterNow
Like this show? Click on over and subscribe to our YouTube channel! Follow Rob Levin on Substack. Out now! The New Talent Playbook: The Ultimate Guide to Building Your Dream Team 📕 Available on Amazon or visit thenewtalentplaybook.com and get the free scorecard.
Most companies treat AI as an efficiency play, bolt it onto existing workflows and hope for faster output. Rob Levin went deeper. After recognizing AI's potential in early 2023 and spending two years experimenting, he made a pivotal decision: transform WorkBetterNow into an AI-first company. This isn't about doing the same work faster; it's about redesigning workflows from the ground up where AI does the heavy lifting and humans design and oversee the process.
Episode Highlight "Any workflow that can be done by AI, any process that can be done by AI will be done by AI. It's not about evolving an existing workflow, it's about building that workflow from the ground up where AI is doing the work and humans are designing and overseeing the process."
Actionable Insights
1. Recognize that AI-first requires a fundamental mindset shift, not incremental tweaking: Rob spent the first two years of AI's emergence running show-and-tell sessions and encouraging experimentation. The breakthrough came after a hands-on AI course where he built an actual business concept and website using AI in two hours. For your team: stop thinking about "how do we do our current work with AI?" Start asking "what workflows would we build from scratch if AI existed?" This distinction unlocks 10x impact rather than 10% efficiency gains. [02:26]
2. Hire or reallocate for AI oversight, not AI replacement: Rob's commitment on day one was clear: no layoffs. What's necessary instead is retraining people to move from "doing work" to "managing AI that does work." WorkBetterNow's IT department showed exactly how this scales: they built an AI chatbot for first-level IT support, which freed the team to focus on automation and integrations—higher-value work. [04:53]
4. Document and share your AI journey so your clients level up too: Rob is doing something rarely seen: instead of hoarding competitive advantage, WorkBetterNow is documenting every AI workflow transformation and publishing it for clients and the broader market. They're also retooling their WBN Academy to include AI enablement. [09:44]
Ready to apply these insights to your own business? Download the free Action Kit
More About Rob Levin & WorkBetterNow
Like this show? Click on over and subscribe to our YouTube channel! Follow Rob Levin on Substack. Out now! The New Talent Playbook: The Ultimate Guide to Building Your Dream Team 📕 Available on Amazon or visit thenewtalentplaybook.com and get the free scorecard.
Most business owners are leaving $100,000+ on the table every year doing administrative work that costs $25/hour while their time is worth $200–$1,000+/hour. Rob Levin breaks down why an assistant is no longer a luxury—it's a necessity—and delivers a step-by-step playbook for hiring one, whether full-time, part-time, onshore, nearshore, or offshore. You'll learn to calculate your true hourly rate, identify what to delegate in three days, and avoid the costly mistakes most owners make (like hiring part-time). Within two months of hiring the right assistant, you'll reclaim 16–30 hours per week to spend on growth, customer relationships, and the high-leverage work only you can do. This is Rob's battle-tested framework from 11 years of managing assistants—and having built a company, WorkBetterNow, entirely around helping business owners get great ones.
Episode Highlight "If you don't have an assistant, you are one." — Jack Daly
Actionable Insights
1. Calculate your true hourly rate and stop doing $25/hour work: Take your target annual compensation (salary + distributions), divide by 2,000 hours, and face the math. Most business owners are worth $200–$1,000+/hour yet spend 40–65% of their time on low-payoff administrative tasks. That $400,000/year owner is literally wasting $160,000 annually on email, scheduling, and document searching. [05:39]
2. Plan what you'll do with 16–30 reclaimed hours before hiring: More time is worthless if you don't know how to spend it. Write down your priorities: More customer time? Focus time to think strategy? Family and rest? This clarity motivates you to actually delegate and hire. Dan Sullivan's principle: spend 80% of your time on your unique ability. Assistants make that possible. [10:53]
3. Go full-time, even if you think you don't have 40 hours of work: Part-time assistants create gaps where urgent-but-not-important tasks fall back on your plate. You'll find 40 hours of work quickly as you delegate more. Part-timers often leave for full-time roles elsewhere, forcing you to restart. Full-time is the only model that actually works. [12:52]
Ready to apply these insights to your own business? Download the free Action Kit
More About Rob Levin & WorkBetterNow
Like this show? Click on over and subscribe to our YouTube channel! Follow Rob Levin on Substack. Out now! The New Talent Playbook: The Ultimate Guide to Building Your Dream Team 📕 Available on Amazon or visit thenewtalentplaybook.com and get the free scorecard.
Every headline screams that AI will transform your business overnight. Most SMB leaders find themselves caught between two extremes: either diving recklessly into every new tool, or staying frozen on the sidelines. Ryan Paugh, publisher of Senior Executive and co-founder of Community.co, cuts through the noise with a pragmatic framework that works for small and mid-size businesses. Rather than chasing unicorn-level AI deployment or ignoring the shift entirely, Paugh reveals what the most successful companies are actually doing: staying steady, experimenting in calculated bites, and treating AI adoption as a cultural conversation, not a technology mandate.
About the Guest
Ryan Paugh is a Publisher, Senior Executive, Co-Founder, President & COO of Community.co, a company that creates vetted communities to help ambitious professionals grow their networks and expand business opportunities. He is also the author of Superconnector: Stop Networking and Start Building Business Relationships That Matter, and a renowned thought leader on creating strong communities and teams.
Episode Highlight "The truth lies in the middle. Going crazy off the deep end thinking you need to compete with Fortune 500s on AI, or ignoring it entirely—both are tragic missteps. Stay steady, find ways to make adoption work slowly for your company." (00:03:00)
Actionable Insights
Ready to apply these insights to your own business? Download the free Action Kit
More About Ryan Paugh
Check out Community Co Connect with Ryan on LinkedIn. Grab your copy of Superconnector
More About Rob Levin & WorkBetterNow
Like this show? Click on over and subscribe to our YouTube channel! Follow Rob Levin on Substack. Out now! The New Talent Playbook: The Ultimate Guide to Building Your Dream Team 📕 Available on Amazon or visit thenewtalentplaybook.com and get the free scorecard.
Culture isn't a recruitment tactic, it's your competitive advantage. In this solo episode, Rob Levin reveals seven concrete practices that transformed WorkBetterNow into a fast-growing company. You'll walk away with immediately actionable systems: peer-driven recognition that reinforces values and clarity frameworks that eliminate "mutual mystification" (that silent killer of remote teams). Rob draws from hard-won lessons; his first venture failed partly because he deprioritized culture despite knowing better, and shares exactly what changed when he led with core values from day one.
Episode Highlight "Recognizing people is just a really easy way to emphasize when people are doing things that are consistent with the culture that you want to have."
Actionable Insights
Ready to apply these insights to your own business? Download the free Action Kit to get started.
More About Rob Levin & WorkBetterNow
Like this show? Click on over and subscribe to our YouTube channel! Follow Rob Levin on Substack. Out now! The New Talent Playbook: The Ultimate Guide to Building Your Dream Team 📕 Available on Amazon or visit thenewtalentplaybook.com and get the free scorecard.
Innovation isn't the exclusive domain of tech startups, it's the competitive edge every small and mid-size business must build into their DNA. But most owners centralize innovation within themselves, missing their biggest advantage: the ability to move faster than corporations. JL Heather reveals why innovation is fundamentally a cultural challenge, not a structural one. You'll learn concrete steps to build psychological safety, shift from assigning work to assigning problems, and avoid sabotage patterns, especially when integrating AI.
About the Guest
JL Heather is an innovation coach and co-founder of Centered who has spent 20 years helping teams solve problems faster without enterprise complexity. He specializes in translating agile and design thinking into practical methods for small and mid-size teams where everyone wears multiple hats. His approach cuts through buzzwords to deliver systems that actually work.
Episode Highlight
"Innovation is just the ability to continually move beyond your customer's expectations, because if all you're doing is meeting those expectations, someone's gonna catch up, someone's gonna surpass you."
Action items
Ready to apply these insights to your own business? Download the free Action Kit
More About JL Heather
Check out Centered Connect with Mike on LinkedIn. Grab your copy of Breakthrough Innovation
Other Resources
Check out JL's podcast: Breakthrough Innovation
More About Rob Levin & WorkBetterNow
Like this show? Click on over and subscribe to our YouTube channel! Follow Rob Levin on Substack. Out now! The New Talent Playbook: The Ultimate Guide to Building Your Dream Team 📕 Available on Amazon or visit thenewtalentplaybook.com and get the free scorecard.
Traditional annual reviews fail because they focus on output alone, leaving companies wondering why growth stalls. Rob Levin interviews leadership coach Mike Goldman on a practical alternative: the Talent Density framework—treating people growth as profit growth's true driver. Learn to evaluate performance beyond theater, separate real results from "busy," and implement a quarterly leadership cadence that builds resilience without bottlenecking HR.
About the Guest
Mike Goldman is a leadership team coach with 35+ years of experience helping organizations build high-performing teams, from global brands like Disney and Verizon to small and midsize businesses. He's the USA Today bestselling author of The Strength of Talent and a TEDx speaker who regularly presents to business leadership communities like Vistage and EO. He also hosts the Better Leadership Team Show, where he goes deep on building teams that drive durable growth.
Episode Highlight
"Unclear expectations don't lead to unclear results—they lead to unacceptable results."
Actionable Insights
Ready to apply these insights to your own business? Download the free Action Kit
More About Mike Goldman
Check out Mike Goldman and The Strenght of Talent Connect with Mike on LinkedIn. Grab your copy of The Strength of Talent.
Other Resources
Your next reads: Breakthrough Leadership Team and Performance Breakthrough
Listen to the Better Leadership Team Show
More About Rob Levin & WorkBetterNow
Like this show? Click on over and subscribe to our YouTube channel! Follow Rob Levin on Substack. Out now! The New Talent Playbook: The Ultimate Guide to Building Your Dream Team 📕 Available on Amazon or visit thenewtalentplaybook.com and get the free scorecard.
In this episode, Rob Levin (Founder of Work Better Now and author of The New Talent Playbook) distills the biggest concepts from the book into one clear framework, and introduces a key reframe: this isn't a temporary "talent crisis," it's a permanent talent shift. Rob breaks down what the top ~15% of companies do differently to attract and retain great people, why culture and core values are the foundation, how to fix retention and hiring for today's reality, why global/remote expands your options dramatically, and how AI makes great talent even more important.
Episode Highlight
"Talent deserves the same strategic attention you give revenue."
Actionable Insights
Ready to apply these insights to your own business?
Download the free Action Kit to get started.
More About Rob Levin & WorkBetterNow
Like this show? Click on over and subscribe to our YouTube channel! Follow Rob Levin on Substack. Out now! The New Talent Playbook: The Ultimate Guide to Building Your Dream Team 📕 Available on Amazon or visit thenewtalentplaybook.com and get the free scorecard.
From the publisher's feed