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The Learnings and Missteps Podcast is about unconventional roads to success and the life lessons learned along the way.
You will find a library of interviews packed with actionable take aways that you can apply as you progress on your career path.
Through these interviews you will learn about the buttons you can push to be a better leader, launch a business, and build your influence.
Find yourself in their stories and know that your path is still ahead of you.
206 Episodes
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In this episode of the Learnings and Missteps podcast, host Jesse interviews Brian Anderson, President of Bear Construction. Brian shares his journey of starting his own construction company, driven by his desire to create his own values and methods. Despite initial setbacks, such as working for companies that went under and facing financial struggles, Brian successfully established his business, Bear Construction, with intentionality and faith. He also discusses leveraging LinkedIn for both ...
Ever blink at 4 p.m. and wonder where your day went? We’ve been there—busy all day yet weirdly light on results. This conversation lays out a distraction detox that replaces chaos with clarity using two simple moves: track the curveballs that hit you and cage the squirrels you chase. The payoff isn’t just productivity; it’s the calm that comes from finishing what matters most. We start by exposing curveballs—emails, calls, texts, “got a minute?” visits—that shred focus. By writing each one d...
Jesse interviews Melissa Stecher, founder of Hopeful Simplicity, discussing her 3S method designed to help busy moms declutter and organize their spaces for a more peaceful lifestyle. Melissa explains the importance of aligning organizational styles with personal and family needs, the emotional aspect of letting go of clutter, and the benefits of a supportive community. They explore the balance between visual and non-visual organizing, macro and micro systems, and the impact of these methods ...
In this episode of the Learnings and Missteps podcast, host Jesse welcomes Shane Patterson, founder and CEO of Jenga. With a background in finance and software engineering, Shane has focused on solving complex problems in the construction sector. The conversation highlights Shane's journey into the construction industry, his focus on building solutions for subcontractors, and the complexities involved in estimating and bidding processes. Shane discusses the importance of delivering undeniable...
Take Command of Your Day with the Daily Domination Board Gear up for the new year The fastest path to real high performance isn’t a new app or a 4 a.m. alarm—it’s a cleaner day. We walk through a lightweight Daily Domination workflow that gets tasks out of your head, into a simple Trello board, and moving from To-Do to Done without drama. No complex frameworks, no calendar chaos—just a clear loop you can trust: dump, sequence, execute, reflect, and bucketize. We start by capturing ...
In this episode of the Learnings and Missteps podcast, Jesse interviews Mohit Bhagchandani, a data-led marketing expert and founder of Adeptimize. They delve into the essence of modern branding, discussing the importance of personal and business identities. Mohit highlights that a successful brand must stick in consumers' minds and emphasizes the necessary balance between organic and paid content in marketing strategies. The conversation provides insight into Mohit's entrepreneurial backgroun...
In this episode of the Learnings and Missteps podcast, Jesse reconnects with Megan Shapiro, an accomplished lawyer and repeat guest. They discuss her evolving career and ventures, including launching the Converge Construction Summit and her business coaching initiatives. Megan shares insights on navigating setbacks, growing her network, and intentionally serving her community. With candid stories of her unique branding journey and strategic goals, this episode offers inspiration for professio...
Ever feel overwhelmed by your to-do list? That sensation of drowning in tasks while your most important work gets pushed aside? You're not alone—and there's a solution hiding in plain sight. In this eye-opening episode, Jesse breaks down a deceptively simple framework for identifying exactly which tasks in your life and business should be automated or outsourced. Using a visual "bucket and drops" system, you'll discover how to categorize your work, break large responsibilities into manageabl...
In this episode of the Learnings and Missteps podcast, host Jesse interviews Joseph Richards, the owner and chief takeoff officer at Flooring Takeoffs. Joseph discusses his unique career path, transitioning from an English teacher to a business owner, and the challenges he faced along the way. He talks about the importance of transparency, learning from mistakes, and the role of AI in the estimating world. The discussion also delves into the value of social media in growing a business, the si...
In this episode of the Learnings and Missteps podcast, host Jesse engages with Dr. Alejandra Rodriguez-Mielke, an expert in talent development and organizational analysis, who offers insights on cultural competence and adaptability. Dr. Alejandra shares her journey from Monterey, Mexico, to the United States, highlighting the importance of learning and teaching throughout her career. She emphasizes the significance of interpersonal skills, understanding cultural scripts, and being respectfull...
The Guilt-Free Future Planning method helps prioritize personal goals that consistently get pushed aside when we're busy making things happen for everyone else. This three-step process—Brain Dump, DAMN Matrix, and Walking the Plank—creates a framework for getting your goals out of your head, prioritizing them, and committing to action. • Brain Dump: List all your goals in three categories—business/professional growth, personal growth, and meaningful connections • Focus only on what YOU want,...
In this insightful episode of the Learnings and Missteps podcast, host Jesse interviews Kabri Luhrman Schmid, a nationally recognized construction influencer and project superintendent at Hensel Phelps. Kabri shares her 18-year journey in the construction industry, focusing on complex projects and redefining leadership. The conversation delves into her approach to jobsite leadership, emphasizing the importance of creating environments where workers feel valued and empowered to contribute. K...
In this episode of the Learnings and Missteps podcast, Jesse revisits a conversation with Heather Jones of Archer Estimation and Consulting. Heather shares her insights on battling estimator burnout and stress, her journey to starting a business with her husband, Jake, and their lifestyle as digital nomads. They discuss the impact of traveling on reducing work stress, the importance of learning the local language, and how they manage their business on the go. Heather emphasizes the need for p...
We explore a comprehensive time management framework designed specifically for high achievers who excel at delivering for others but struggle to prioritize themselves. This system helps you honor personal commitments without sacrificing performance, using a three-phase approach that reduces stress and increases focus. • The Self-First Time Mastery Framework addresses the common problem of deprioritizing personal goals • Guilt-Free Future Planning helps extract priorities from your mind and o...
Reclaiming the Voice of Professional Moms with Chelsea Boateng In this episode of the Learnings and Missteps podcast, host Jesse interviews Chelsea Boateng, founder of The Professional Parent. Chelsea shares her expertise in helping high-achieving women navigate the intersection of professional and motherhood identities. They discuss the mental and emotional load carried by mothers, the importance of reclaiming one's voice, and the steps women can take to design a life that aligns with thei...
Overcoming Fear: Helping Leaders Speak with Confidence In this episode of the Learnings and Missteps podcast, host Jesse interviews Jimmy Cannon, a voice and public speaking coach from the UK. Jimmy shares his journey from being a performer and singer to becoming a specialist in helping leaders speak without fear. The conversation covers the importance of energy, finding sincerity, and overcoming performance anxiety. Jimmy discusses his work with clients across various industries, helping th...
In this episode, Jesse welcomes Ms. Phyllis Winters, a seasoned expert with 30 years of experience across various industries like nuclear, healthcare, and construction. Phyllis discusses her journey from overcoming a challenging childhood to achieving significant milestones in the world of tech and business strategy. She emphasizes the importance of a problem-solving mindset and shares valuable insights on leveraging AI and technology for business growth. The episode covers practical tips for...
In this episode of the Learnings and Missteps podcast, host Jesse engages in a deep conversation with Mr. Jose Miguel Berlanga, an international entrepreneur with over 35 years of experience. Jose shares his journey from being a struggling student to becoming a successful real estate magnate and author. They discuss the importance of following one's interests, the harsh realities of entrepreneurship, the significance of continuous learning, and the unexpected link between economics and philo...
Ever found yourself asking too many questions or giving too many answers? You're not alone. This Solo-cast episode dives deep into the delicate balance leaders must strike between inquiry and instruction. At the heart of this episode is the "coaching scale" - a powerful framework for understanding when to ask open-ended questions and when to provide direct guidance. The key insight: your approach must match your team member's capability level. For those with high competence, questions like "...
What happens when you create a vision so clear that every decision becomes obvious? Joshua McMahon, owner of McMahon Custom Homes, reveals how he transformed from laborer to business owner by focusing relentlessly on his three-year vision. The entrepreneurial journey is rarely a straight path. Joshua candidly shares how he built his business foundation 18 months before leaving his secure job—posting consistently on social media, networking with key industry players, and sharing his vision re...
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