Do you ever feel like your workday is just one long game of dodgeball? In this special rerun edition of The Overlap Podcast, AI sidekick Overlap Echo takes the mic to guide you through some of Sid and Keith's most practical lessons on time, seasons, and burnout.

From learning how to stop playing defense with your time, to recognizing the trade-offs in different seasons of life, to facing the true cost of winning, and finally embracing the grind of sweat equity — this curated highlight reel delivers timeless wisdom every entrepreneur and leader needs to hear.

Whether you're scaling a business, balancing family, or just trying to keep the wheels on, these clips offer perspective, humor, and strategies that hit home.

• How to stop reacting to every demand on your time

• Why recognizing the "season" you're in changes everything

• The hidden costs of hustle culture and constant grind

• Why sweat equity and consistency still matter more than shortcuts

• The dodgeball effect: when your day is nonstop defense

• Seasons of business and life — and how to prioritize wisely

• Pressure, burnout, and the emotional toll of "winning"

• The disproportionate work/reward of sweat equity and why it pays off

• "Sometimes I feel like I'm in a constant game of dodgeball — just dodging emails, calls, and problems all day long." — Sid (EP177)

• "It's just a season, and sometimes you have to pick on purpose the things that you let slide." — Keith (EP174)

• "Busy and hustle and grind is part of it… but when you start lying to yourself about what the grind is really about, that's when it turns into burnout." — Keith (EP175)

• C2 Wealth Strategies — Plan your money with confidence. Learn more here.

• Tree Business — Tools and training that help service businesses scale. See details here.

• Barranco & Associates — Accounting that goes beyond the numbers. Visit them here.

• Content Fresh — Marketing systems that keep you consistent. Check them out here.

Managing time, navigating seasons, and avoiding burnout isn't about hacks — it's about perspective and consistency. These lessons from past episodes are as relevant today as ever. Apply one takeaway this week, and notice the difference in your business and life.

Don't forget to visit overlaplife.com for more episodes, resources, and sponsor links.

Are you slowly trading years of your life without realizing it?

In this episode of The Overlap Podcast, hosts Sid Sexton and Keith Glines get real about health—the choices we make daily that either limit us or unlock our future. From Keith's wake-up call when a doctor warned "you're going to die," to Sid's reflections on watching his father's health decline, the conversation dives into why entrepreneurs and parents can't afford to neglect their bodies.

You'll hear how exercise, sleep, nutrition, and even regular blood work add up to sustainable energy, sharper minds, and longer lives. This is not about chasing six-pack abs—it's about building the resilience to be present for family, business, and the years ahead.

• How small, consistent movement can reset your health trajectory.

• Why sleep may be the most overlooked "health hack" of all.

• Practical ways to track food and avoid hidden calories.

• Why lifting weights is essential as you age.

• How regular blood work can uncover silent health issues early.

• Keith's 100-pound weight loss journey and dealing with fatty liver disease.

• Why Sid shifted his health priorities after watching his dad's decline.

• The link between sleep deprivation and long-term brain damage.

• Balancing exercise with family, work, and stress.

• The truth about diet plans—why the best one is the one you can stick with.

• Why hormone and vitamin testing should be part of your health routine.

• "I think we act our way into right living. We don't think our way into right living." – Sid

• "Sometimes drastic measures need to happen. But for most people, it's just about movement." – Keith

• "Sleep is probably the number one thing we overlook, and it's costing us years." – Sid

• Content Fresh – Boost your social media reach like we did (up 2,235%!). Visit Content Fresh.

• Barranco & Associates – Go beyond tax prep with financial strategies for long-term peace. Connect at Barranco & Associates.

• C2 Wealth Strategies – Build lasting wealth with Wes Cody and team. Start now at C2 Wealth.

• Roadmap for Growth – Scale your small business with proven systems from Chris Francis & Rick Miller. Learn more at TreeBusiness.com.

[00:04:31] Keith: "Fifteen years ago, I was 265 pounds. Getting a hold of my health was one of the best things I ever did."

[00:15:53] Sid: "Once I learned how sleep impacts the brain, I stopped sacrificing it for work. Seven hours became my non-negotiable."

[00:29:16] Keith: "Don't obsess over abs. Obsess over your health—and what that looks like for you."

Your health doesn't have to be perfect—it just has to be yours. Small, sustainable changes in movement, diet, sleep, and routine can radically shift the trajectory of your life. Start today, even if it's just walking three times a week or tracking your meals.

👉 Subscribe to The Overlap Podcast, leave a review, and share this episode with someone who needs a nudge to take control of their health.

What if the secret to success isn't having all the answers, but embracing the unknown?

In this episode of The Overlap Podcast, hosts Sid Sexton and Keith Glines dive deep into what it really means to learn as you go in business, fitness, and life. From messy starts and stubborn pivots to the surprising lessons of parenting and jiu-jitsu, they reveal why staying open-minded and humble might be the most valuable skill an entrepreneur can develop.

You'll hear candid stories about running companies without perfect plans, pivoting when things don't work, and keeping momentum even when failure feels relentless. This is a raw, practical look at how growth often comes from trial, error, and the courage to keep going.

• Why entrepreneurs must get comfortable with ambiguity and limited information.

• The fine line between stubbornness and knowing when to pivot.

• How parenting and jiu-jitsu mirror the challenges of business ownership.

• Practical strategies for controlling negative self-talk.

• Why humility and openness to younger voices can fuel long-term success.

• The role of mental health in an entrepreneur's ability to pivot.

• Why making money quickly is usually a myth in business.

• The danger of ignoring market signals (Henry Ford's "buggy whip" lesson).

• How new creative tools like Canva are replacing old standards like Photoshop.

• What parenting teaches us about learning on the fly.

• How resilience in jiu-jitsu reflects resilience in entrepreneurship.

• "If you're going to be an entrepreneur, you have to be okay operating with limited information." – Sid

• "Competition—whether in business or jiu-jitsu—is mostly mindset. If you just keep showing up, eventually you get there." – Keith

• "It takes humility to know you don't know everything—and that you can learn from everyone." – Sid

• Content Fresh – Growing The Overlap Podcast's social reach by 2,235%. Ready to scale your brand? Visit Content Fresh.

• Barranco & Associates – More than tax prep, Johnny Barranco helps align your finances with your future. Connect at Barranco & Associates.

• C2 Wealth Strategies – Build long-term financial freedom with Wes Cody's team. Start today at C2 Wealth.

• Roadmap for Growth – Scale your service business with proven systems from Chris Francis & Rick Miller. Learn more at TreeBusiness.com.

[00:06:35] Keith: "Being an entrepreneur really is learning as you go. Most of us didn't follow a perfect plan—we just had to figure it out along the way."

[00:23:06] Sid: "When my oldest came out of the hospital, the fear hit me. Parenting teaches you to learn as you go better than anything else."

[00:34:40] Sid: "Keith just kept coming back to jiu-jitsu tournaments. That persistence—showing up even when you lose—is the same persistence you need in business."

Learning as you go isn't a fallback—it's the way forward. Whether in business, parenting, or the gym, success comes from being open, adaptable, and willing to keep moving through uncertainty. Try applying just one "learn as you go" mindset shift this week—and share this episode with a fellow entrepreneur who needs encouragement.

👉 Subscribe to The Overlap Podcast, leave us a review, and share this episode with someone who's building their own path.

Is AI the biggest opportunity or the biggest threat to your business? In this episode of The Overlap Podcast, Sid and Keith sit down with AI strategist and entrepreneur Kai Gray to unpack what AI really means for small business owners. From large language models to practical, agent-based tools, Kai explains how to start using AI today, what to watch out for, and how to avoid being left behind as the technology accelerates.

• The difference between large language models and agent-based AI

• How to train AI with projects so it learns your business

• The secret to writing prompts that actually deliver useful results

• Why starting small is the best way to build confidence with AI

• Real-world examples of AI saving time and cutting costs for small business

• Why today is the "worst AI will ever be"—and what that means for you

• How agents are quietly transforming customer service, reporting, and operations

• The role of privacy and trust when integrating AI into business systems

• Why choosing one AI tool at first can save you frustration

• How adopting an "AI-first" mindset gives small businesses an edge

• C2 Wealth Strategies – Personalized financial solutions to help you create wealth and achieve freedom. https://c2wealth.com

• Roadmap for Growth – An online course from Chris Francis and Rick Miller to help small service businesses scale, build teams, and create systems that last. https://treebusiness.com

• Content Fresh – Driving a 2,235% increase in reach for The Overlap Podcast with expert social media management. https://contentfresh.com/overlap/

• Barranco and Associates – Trusted accounting and financial consulting from Johnny Barranco and his team, aligning your finances with long-term goals. https://barrancocpas.com

"Never before have you had this kind of PhD-level expert sitting on your shoulder in every domain—for $20 a month." – Kai Gray

• Learn more about Kai's company: Motive AI

• Join Lower Alabama AI meetups: la-ai.io

• Explore The Overlap Podcast: overlaplife.com

AI isn't just for big tech—it's a practical tool that can give any business a competitive edge. Whether you're just starting to experiment or still on the sidelines, this episode gives you a clear path to begin using AI in ways that save time, improve decision-making, and open new opportunities.

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What if the real power in your organization isn't at the top—but in the middle?

In this quick-hit episode of The Overlap Podcast, Sid Sexton and Keith Glines challenge the traditional view of leadership by spotlighting middle management as the new frontier of influence. With AI, automation, and lean business structures reshaping organizations, the middle is where the real opportunities live.

Whether you're a department head, team leader, or small business owner, this conversation uncovers how middle managers can move beyond "just doing the work" to driving innovation, efficiency, and culture across the organization.

• Why the C-Suite as we know it may be on its way out

• How middle managers hold the keys to modern business transformation

• Simple automation tactics that can make you a hero in your role

• The untapped agency and influence most people ignore in their jobs

• Why clarity breaks are a secret weapon for solving the right problems

• How to reframe your role so it's about leadership, not just labor

• The flattening of organizational structures and what that means for managers

• Why solving problems is the job—not waiting on leadership for direction

• The mindset shift from "waiting for orders" to "owning outcomes"

• Real-world examples of how small automation wins can change everything

• Why most people abdicate responsibility (and how to stop)

• The overlap between business leadership, fitness, and personal agency

"If you look at the people that really have an opportunity to shine, it's in that middle management role."
— Keith Glines

"The folks closest to the action need to be the ones making the plan."
— Sid Sexton

"If you learn to add automation into your role, you become invaluable."
— Keith Glines

"Solving problems is the job. That's why you were hired."
— Sid Sexton

"You have way more power than you think—you just keep giving it away."
— Sid Sexton

• C2 Wealth Strategies – Financial planning tailored to your goals and future. Visit C2 Wealth

• Roadmap for Growth – Build scalable systems for any small service business. Visit Tree Business

• Content Fresh – Social media growth experts who drove a 2,235% increase for this podcast. Visit Content Fresh

• Barranco & Associates – Beyond taxes: full-scale financial consulting for long-term peace. Visit Barranco & Associates

• Listen to EP180: Culture Carry Over – How Discipline Shapes Every Area of Life

• Sponsors page: overlaplife.com/sponsors

The myth that only the CEO or owner can make lasting change is broken. Middle managers today have more leverage than ever—if they'll step into it. From adopting automation to taking clarity breaks, the power is in owning the role, not waiting for direction. Sid and Keith remind us: leadership doesn't require a corner office—it starts with solving problems where you are.

Enjoyed this episode? Share it with a colleague in management who needs encouragement, subscribe to the show, and leave a review so more people can discover The Overlap Podcast.

What if the way you train in the gym is shaping your marriage, business, and life?
In this episode of The Overlap Podcast, Sid Sexton and Keith Glynn break down the hidden ways your personal habits bleed into every other arena you operate in. From jiujitsu mats to boardroom tables, they explore how discipline, resilience, and accountability create a culture that either propels you forward—or quietly holds you back.

Packed with personal stories, practical strategies, and a hard-hitting conversation about removing the wrong people from your life, this episode will challenge you to examine the culture you're building in every circle you lead.

• Why "culture" isn't just for companies—it's shaping your family, friendships, and career

• How discipline starts with small, daily commitments and grows into a lifestyle

• Why trying new skills outside of high-stakes situations makes you stronger in them

• The role of resilience in business, marriage, and personal growth

• How accountability accelerates progress and prevents drift

• The life-changing advice from a business leader about relationships

• The real meaning of "culture carry over" and why it matters

• Jiujitsu lessons that apply directly to entrepreneurship and leadership

• Why not every form of discipline is worth pursuing (and how to choose your battles)

• The connection between inspiration, consistency, and sustainable success

• The dangers of letting the wrong people stay in your life (and your kids' lives)

• Building community that fosters growth instead of strife

• How leadership behavior silently sets the tone for organizational culture

"You don't have to be Tony Robbins every day, but if you're low energy like Eeyore, it drags everyone down."
— Sid Sexton

"If you don't move it, you lose it. That's true for your body, your mind, and your business."
— Keith Glynn

"Discipline is a muscle. The more you work it, the stronger it gets."
— Keith Glynn

"I can be right or I can be married—and I choose married."
— Sid Sexton

"I'd much rather lose money from trying something than lose money from inactivity."
— Keith Glynn

"You become who is around you."
— Keith Glynn

Content Fresh – The team behind our 2,235% social growth. Transform your reach and engagement. Visit Content Fresh
Barranco & Associates – More than taxes. Strategic financial consulting for long-term peace. Visit Barranco & Associates
C2 Wealth Strategies – Financial planning that aligns with your values and future. Visit C2 Wealth
Roadmap for Growth – Small service business? Scale smart with this proven course. Visit Tree Business

• Listen to previous episode: EP179 Energy Isn't a Zero-Sum Game

• Sponsors page: overlaplife.com/sponsors

• Lower Alabama AI Meetup info (monthly on first Fridays – livestream available)

The culture you live by in the "small" parts of life will inevitably spill into the big ones. Whether it's sticking to a 5:30 a.m. workout, staying resilient through a business setback, or cutting ties with toxic influences, your habits are carrying over into everything you do. Sid and Keith challenge you to lead by example and create a culture worth spreading—at home, at work, and everywhere in between.

Enjoyed the episode?
Share it with someone who needs to hear it, leave a review, and subscribe so you don't miss the next conversation on The Overlap Podcast.

Think rest is the answer to burnout? Think again.
In this high-energy episode of The Overlap Podcast, hosts Sid Sexton and Keith Glines challenge the common misconception that conserving energy is the key to survival. They unpack the truth behind physical and mental momentum, showing how intentional movement and proactive habits build more energy—not less.

This isn't just about gym time. It's about how leaders, parents, and business owners can sharpen their edge, set a better example, and feel more alive by simply refusing to slow down. Packed with personal stories, practical tips, and a heartfelt tribute to a friend gone too soon, this episode reminds you why motion is medicine for the body, mind, and soul.

• Why "saving" your energy might actually be draining you

• The link between daily movement and long-term leadership clarity

• How training your energy system is like building muscle or endurance

• The emotional and generational impact of leading by example

• Simple ways to start moving again—even if you've been stuck

• The myth of "low energy" and why your body was built for movement

• How to lead your family or team without dragging them down

• Why kids and employees mirror your habits more than your words

• The mental shift from conserving energy to creating it

• Why activity breeds activity (and stagnation breeds decline)

• The cultural trap of over-indexing on rest and "clarity breaks"

• Honoring the memory of a kind friend who inspired movement and joy

"You don't have to be Tony Robbins every day, but if you're low energy like Eeyore, it drags everyone down."
— Sid Sexton

"How can I be clear to lead if I don't take care of myself first?"
— Keith Glines

"Happiness is an inside job. And your soul knows the truth."
— Sid Sexton

"If you don't move it, you lose it. That's true for your body, your mind, and your business."
— Keith Glines

"The more consistently you push, the more bandwidth you create."
— Sid Sexton

Content Fresh – The team behind our 2,235% social growth. Transform your digital reach. Visit Content Fresh
Barranco & Associates – More than taxes. Strategic financial consulting for long-term peace. Visit Barranco & Associates
C2 Wealth Strategies – Financial planning that aligns with your values and future. Visit C2 Wealth
Roadmap for Growth – Small service business? Scale smart with this proven course. Visit Tree Business

• Episode 178: Surviving Lean Times (a great pairing for practical business momentum)

• Learn more or contact sponsors: overlaplife.com/sponsors

Energy isn't something you preserve—it's something you create. Whether you're trying to become a better parent, a more focused leader, or just feel more alive in your own skin, this episode gives you the encouragement and tools to take the first step. As Sid and Keith remind us, the easier, softer way is the harder-looking path: showing up, moving your body, and doing the work—again and again.

Worried about cash flow? You're not alone.
In this episode of The Overlap Podcast, Sid Sexton and Keith Glynn dive into the all-too-familiar anxiety of lean seasons in business—when the invoices are out but the payments aren't in. Whether you're a seasoned entrepreneur or a scrappy startup, they break down a practical playbook for managing the pressure, keeping your team aligned, and staying afloat without losing your mind.

From real talk on invoicing and receivables to creative ways to boost cash and retain clients, this episode is your sanity-saving guide to riding out the revenue rollercoaster with confidence.

What You'll Learn:

• How to forecast and manage your cash flow with clarity

• The art of collecting money without burning relationships

• Why overcommunicating with your team is a leadership superpower

• Smart ways to cut expenses without hurting your business

• How to use prepayment strategies to your advantage

Key Topics Discussed:

• Sid's Dirty Dozen method for staying on top of slow payers

• How to reduce anxiety with a 13-week cash forecast

• When to ask for deposits—and how to do it without flinching

• Why trying to "hide" your lean times can backfire with your team

• The overlooked financial danger of treating prepay money like profit

• Why selling with urgency (and collecting with intensity) is crucial during cash crunches

• How bundling services or offering prepaid discounts can fuel short-term cash and long-term loyalty

Quotes Worth Remembering:

"You are not your customer's bank."
— Sid Sexton

"Intent has a smell—and your team can sniff out when things are off."
— Sid Sexton

"Cut fat, not muscle. Protect what keeps the engine running."
— Sid Sexton

"Your creative time has value—get the deposit."
— Keith Glynn

"Being the squeaky wheel is the most important job when times are tight."
— Sid Sexton

Sponsor Spotlight:
Content Fresh – Experts in social media growth and engagement, helping businesses scale visibility by over 2,000%. Visit Content Fresh
Barranco & Associates – Sid's trusted accountant for over 7 years, offering more than tax prep—providing financial strategy and peace of mind. Visit Barranco & Associates
C2 Wealth Strategies – Holistic financial planning focused on long-term success and client relationships. Visit C2 Wealth
Roadmap for Growth – Online course for small service businesses ready to scale with systems and strategy. Visit Tree Business

Resources & Links:

• Learn more or connect with sponsors: overlaplife.com/sponsors

• EP175 (companion episode): The Cost of Winning – How pressure and burnout impact scaling

Conclusion:
Tight cash flow doesn't have to mean sleepless nights. With the right systems, communication, and strategy, you can weather the lean times and come out stronger. If your business feels like it's running on fumes, this episode gives you a practical, real-world approach to getting back on solid ground—without losing your cool.

Enjoy the episode?
Leave a review, share it with another business owner, and subscribe to The Overlap Podcast for more real talk and tactical tools every week.