Stop Playing Defense: Master Time Management for Success
Release Date: 06/25/2025
The Overlap Podcast
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...
info_outlineThe Overlap Podcast
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...
info_outlineThe Overlap Podcast
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. What You’ll Learn 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...
info_outlineThe Overlap Podcast
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,...
info_outlineThe 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...
info_outlineThe 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...
info_outlineThe Overlap Podcast
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...
info_outlineThe Overlap Podcast
Are you constantly dodging time’s curveballs or ready to take control? In this episode of The Overlap Podcast, hosts Sid Sexton and Keith Kleins dive into practical strategies for entrepreneurs to stop playing defense with their time and start playing offense. Learn how to prioritize tasks, delegate effectively, and use tools like the Value-Ease Matrix to boost productivity. Whether you’re juggling a growing business or a busy family life, this episode offers actionable tips to manage your 24 hours like the most successful leaders do. Tune in to discover how small changes in time...
info_outlineThe Overlap Podcast
What does it take to turn sweat equity into business success? In Episode 176 of the Overlap Podcast, hosts Sid Sexton and Keith Glines unpack the power of sweat equity for small business owners and entrepreneurs. Learn how grit, consistency, and humility translate from the gym to the boardroom. Drawing parallels between physical training and business growth, they share insights on building resilience and staying committed, even when the odds feel stacked against you. Perfect for entrepreneurs seeking practical strategies to scale their business, this episode will inspire you to put in the...
info_outlineThe Overlap Podcast
What does it really take to achieve success without losing your mind? In this episode of The Overlap Podcast, hosts Sid Sexton and Keith Glines dive into the hidden emotional, physical, and relational costs of pursuing ambitious goals in business and life. They explore the pressures of scaling a business, the burnout that can follow, and practical strategies to stay grounded. From navigating high-stakes moments to finding balance through fitness, faith, and family rhythms, this episode offers actionable insights for small business owners, entrepreneurs, and anyone striving for meaningful...
info_outline- How to take a step back and prioritize tasks to regain control of your time.
- Practical ways to categorize clients or tasks using an A-B-C or 1-2-3 system.
- Why delegating strategically can transform your productivity.
- How to use the Value-Ease Matrix to focus on high-impact tasks.
- The importance of scheduling white space to maintain flexibility and reduce stress.
- Why constantly playing defense with your time leads to burnout.
- How to apply Jocko Willink’s “prioritize and execute” principle in daily life.
- The power of saying “no” to low-value tasks or clients to protect your energy.
- How to align your team with clear metrics and expectations using EOS principles.
- The overlap between managing time in business and prioritizing family relationships.
- Tools like Motion and the Full Focus Planner for effective time blocking.
- Full Focus Planner by Michael Hyatt – A tool for prioritizing daily and weekly tasks.
- EOS Worldwide – Learn more about the Entrepreneurial Operating System for business alignment.
- Motion App – An automated time-blocking tool mentioned by Keith.
- “Everyone has 24 hours a day. The people that are not successful are the people that get the less important things done.” – Sid Sexton [00:00:00]
- “If everything’s important, nothing’s important.” – Keith Kleins [00:14:00]
- “Stop playing defense. Start playing offense.” – Sid Sexton [00:40:00]
- Barranco and Associates: Johnny Barranco’s holistic financial strategies save you time and stress—contact them today!
- Content Fresh: Skyrocket your social media like The Overlap Podcast did with Content Fresh—visit them now!
- C2 Wealth Strategies: Wes Cody’s team crafts personalized financial plans for your future—schedule a consultation!
- Roadmap for Growth: Chris Francis and Rick Miller’s course helps scale your service business—check it out!
- [00:02:00–00:03:00] “We’re talking about how to stop playing defense with your time… In sports, when you’re on defense all the time, it can wear you down. You feel like you’re under attack… It’s pretty bad sometimes.” – Sid compares time management to a relentless game of dodgeball, setting the stage for why proactive strategies are key.
- [00:18:00–00:19:00] “I feel like the number one priority is the wife… If that is messed up, it bleeds into every other aspect of my life… It creates harmony throughout the rest of the house too.” – Sid shares a heartfelt insight on prioritizing family relationships to maintain balance.