Is AI the ultimate tool to unlock human potential, or are we trading our privacy and humanity for convenience? In this episode of Cupalo Conversations, host Lauren Hannon chats with Jason Louer, a seasoned engineer and leader, about the transformative impact of AI on engineering, business, and everyday life. They dive into AI as a force multiplier, its potential to bridge the skills gap, and how it enhances both technical and communication abilities. Jason highlights the importance of aligning AI with real-world business problems and using it as a learning tool while tackling the pressing issue of job security in the AI-driven era. Beyond the workplace, they discuss how AI empowers non-technical individuals to streamline daily tasks, unlocking new levels of efficiency. However, the conversation takes a sobering turn as they address AI's darker side, such as its misuse in global surveillance by unchecked governments—echoing Orwellian warnings from 1984. Jason underscores that despite AI's power, there’s no substitute for human experience—our ability to learn, feel, and authentically connect remains irreplaceable. This episode explores the balance between leveraging AI for innovation and safeguarding humanity's core values, making it a must-listen for anyone curious about the opportunities and challenges of artificial intelligence. 00:00 Jason's Journey in Data Engineering 04:47 AI As A Force Multiplier 08:08 Bridging Skills Gap with AI 12:53 The Risk of Underdevelopment At the Use of AI 14:58 AI's Impact on Technical Jobs 17:09 Embracing AI Tools for Value Creation 18:21 Leadership Leveraging AI 21:23 AI's Role in Everyday Life 25:06 The Negative Side to AI 31:48 No Substitution for Human Experience Though Jason works for the American Red Cross, the opinions expressed represent his own and do not reflect the views of his employer.

For the dog feces handler in all of us—meet the Poopcopter, the drone that steps in and picks up, so you don’t have to. In this episode of Cupalo Conversations, join host Lauren Hannon as she interviews Caleb Olson, the creator of the Poopcopter, a groundbreaking drone designed to automate dog waste removal. Caleb reveals the journey behind his innovative invention, diving into its design, functionality, and the technical challenges he’s overcome. With hundreds of hours invested, Caleb discusses balancing a full-time job with his passion project and offers advice for aspiring inventors on time management, the importance of feedback, and leveraging cross-disciplinary knowledge. As a software engineer, Caleb is most comfortable in the technical realm, but he shares the trials of navigating the business side, from patents to potential public speaking opportunities. Key insights include the value of passion in problem-solving, the power of collaboration, and the importance of taking the first step. Tune in to discover how Caleb’s journey exemplifies the intersection of hardware and software, and how innovation can emerge from unexpected places. Perfect for tech enthusiasts, aspiring inventors, and anyone fascinated by real-world applications of cutting-edge tech! 00:00 Introduction to Caleb Olson, Inventor of The Poopcopter 05:00 Challenges and Innovations in Design 06:23 Patent Process & Intellectual Property 08:54 Caleb's Other Inventions 13:59 Problem Solving & the Passion Behind the Invention 16:42 Staving Off Cultural Pressures 18:42 Navigating External Opinions and Advice 25:28 Staying in Your Lane: The Importance of Specialization 30:44 Embracing Public Challenges and Personal Growth 33:17 To Try Or Not to Try: Overcoming Fear Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

In this episode of Cupalo Conversations, Brad Koehn shares invaluable insights on the shift from employee to business owner, diving into the mindset changes required to build a profitable business. Brad discusses the unique challenges craftsperson business owners face, especially those who excel at their trade but struggle to develop essential business skills. He emphasizes seeing your business as a "money-making machine" and highlights strategies for structuring it for potential exits. Listeners will learn the importance of shifting from individual craftsmanship to team-focused leadership, the pros and cons of product vs. service-based models, and tips for building a sustainable, adaptable business. Key Takeaways: Work on your business, not in it, to ensure growth. Treat your business as a structured money-making machine. Leverage technology and outsourcing to manage workload. Transition from personal skillset to team and leadership development. Balance autonomy with the solopreneur lifestyle's limitations. Sales, marketing, and emotional resilience are essential skills. Start planning your business exit strategy early on. Service businesses often offer greater stability than product-based models. Adaptability is critical for long-term business success. 00:00 The Transition from Employee to Business Owner 03:38 More Running the Bakery & Less Baking 06:40 The Solopreneur Lifestyle and Its Challenges 12:43 Word of Caution to Craftspeople Business Owners 16:42 Product vs. Service Company: The Business Model Debate 19:17 Building a Business with an Exit Strategy 24:23 Entrepreneurship Through Acquisition 27:14 Navigating Fear in Business Ownership Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

In this episode of Cupalo Conversations, host Lauren Hannon sits down with celebrated chef Tony Andiario, the James Beard semifinalist and co-owner of the acclaimed West Chester, PA restaurant, Andiario. Tony shares his remarkable journey from a graphic design graduate to a highly regarded chef whose restaurant is one of the most sought-after dining experiences in the Philadelphia suburbs. Tune in to hear Tony’s honest insights on the culinary world—the often-grueling physical demands, the misconceptions of the "celebrity chef" lifestyle, and his joy in crafting approachable, unfussy food that anyone can enjoy. He shares how family gatherings around food and watching cooking shows with his father ignited his passion, ultimately leading him to pursue cooking over graphic design at age 25. Tony’s culinary philosophy centers on simplicity, quality ingredients, and creating a comfortable atmosphere for diners, and he encourages everyone to find joy in cooking at home. Discover what Tony would choose for his last meal and how the simple act of sharing food with loved ones fuels his love for the kitchen. Key takeaways Tony's culinary journey began with family gatherings centered around food. His passion for cooking was influenced by watching cooking shows with his father. He transitioned from graphic design to culinary school at 25, driven by a desire to pursue cooking. The physical demands of being a chef can be challenging, especially as one ages. Tony believes that the chef celebrity craze can misrepresent the realities of the profession. He finds joy in the creativity and craftsmanship involved in cooking. Approachable food that is not fussy is what Tony aims to create in his restaurant. Tony's ideal last meal would be simple, comforting food shared with friends and family. He encourages others to find joy in cooking at home rather than feeling pressured to switch careers. Good ingredients from farmers markets can enhance the cooking experience. 00:00 Introduction to Tony & His Circuitous Route to the Kitchen 07:48 The Physical Toll of Being a Chef 14:56 To Find Your Calling in Food 19:49 The Best Part of Being a Chef 22:48 Food Over Fussy 26:04 Tony's Ideal Last Meal on Earth Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

Do you savor a good ol' fashioned ghost story? Do you enjoy stepping into a room filled to brim with human bones? What about facing your mortality head on? Well, well, well. Do I have a podcast (and a book) for YOU! In this Cupalo Conversations podcast, Lauren Hannon interviews Michael Lichens, an author and editor with a deep passion for the overlooked aspects of Christian history. They discuss Michael's latest book, 'Weird Catholic Handbook,' exploring themes such as ossuaries, saints, relics, and the phenomenon of incorruptibility. Michael retells the tail of some of America's most famous ghost stories and exorcisms, providing a historical perspective on these topics and how they relate to modern spirituality. In this conversation, Michael J. Lichens discusses the resurgence of spirituality in uncertain times, exploring haunted and holy places in the U.S., the impact of historical tragedies on spirituality, and the importance of imagination in understanding history. He reflects on the sensitivity to everyday spaces, the role of unusual experiences in deepening faith, and the confrontation with the fear of death. Lichens also addresses skepticism towards the miraculous and emphasizes the need to revive the tradition of storytelling as a means of connecting with our shared human experience. 00:00 Introduction to Michael Lichens and His Journey 02:34 Newly Published Weird Catholic Handbook 03:19 Bone Churches: Their History & Spiritual Complexity 07:37 Catholic Saints and Relics 08:55 Phenomenon of Saintly Incorruptibility 12:59 Ghost Stories & Exorcisms 21:20 The Rise of Spirituality in Post War & Modern Times 22:46 Haunted & Holy United States 28:03 Sensitivity to the Lives of Those Who Came Before 30:24 The Role of the Unusual in Deepening Faith 33:00 Confronting the Fear of Death 35:30 Addressing Skepticism Towards the Miraculous 39:15 Understanding Human Nature Through History 41:32 Reviving the Tradition of Storytelling Tune in and discover the bizarre and extraordinary stories that have shaped Catholicism and our human history with Michael Lichens and his "Weird Catholic Handbook" Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

Ally is thriving in what some might consider "today's abnormal" as a stay-at-home mom of five soon to be six kiddos! In this episode of Cupalo Conversations, host Lauren Hannon interviews Ally Hieronymus, a former pastry chef and culinary artist turned stay-at-home mom of five (soon to be six). Ally shares her heartfelt journey to embracing the joy and challenges of raising a large family in today’s world. They discuss the stigma that often surrounds moms of many children—how strangers make forward or rude comments about the number of kids and their close age gaps. Ally opens up about her faith-driven approach to parenting, acknowledging her imperfections while surrendering to God's will. She reflects on the pros and cons of technology for modern parents, from building a supportive community to dealing with the pressure of feeling inadequate. Despite stepping away from her culinary career, Ally's passion for creativity now centers on raising her children to become the best people they can be. Join this honest, faith-filled conversation about modern parenting, large families, and embracing what some may consider "today’s abnormal." Whether you’re a parent, aspiring mom, or someone interested in faith and family dynamics, this episode is for you. Tune in for a heartfelt conversation that sheds light on the beauty of large families and how Ally is thriving in what some might consider "today's abnormal." #Motherhood #LargeFamily #FaithAndFamily #ParentingJourney #StayAtHomeMom #RaisingKids #ParentingIn2024 #CupaloConversations #LaurenHannon00:00 Intro to Ally & Her Journey to Entrepreneurship & Motherhood 06:38 Scratching the Entrepreneurial Itch 09:05 Motherhood as a Vocation 11:31 Holding Fast to Joy & Remaining Steadfast in Faith 13:57 Discrimination & Misunderstanding 17:37 The Labels We Carry: Stay-at-Home Moms vs. Trad Wives 20:06 Accepting the Role of Stay-at-Home Mom 22:20 Technology's Double-Edged Sword in Parenting 27:45 Finding Balance: Homeschooling and Future Endeavors 30:29 Navigating Public Perception & Beseeching Respect Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

Ever thought of quitting your soulless full time job to work for yourself? What about when you're making $500k+??? In this episode of Cupalo Conversations, host Lauren Hannon sits down with Daniel Vassallo, a former Amazon software engineer turned entrepreneur, Twitter influencer, and founder of the Small Bets Community. Daniel shares his bold transition from a cushy $500,000+corporate job to the uncertain world of self-employment. With over four years of savings, he took the leap, driven by the conviction that full-time employment wasn’t the right fit for him. Daniel introduces his powerful concept of "small bets"—embracing smaller, manageable ventures to mitigate risks in business. He talks about redefining success beyond financial gain and highlights the unpredictability of the market and of life in general. A cautionary reminder to remove the blinders and recognize that life is multi-dimensional. If you're an aspiring entrepreneur seeking freedom from the 9to5 grind, as well as advice on lifestyle design and navigating uncertainty, Daniel’s journey will inspire you. Key Takeaways: Why Daniel left a lucrative corporate job to follow his entrepreneurial calling. The role financial security plays in making bold decisions. How "small bets" can reduce business risk and enhance personal satisfaction. The importance of resilience, adaptability, and community in achieving success. Why finding joy in the journey is as crucial as reaching the destination. #DanielVassallo #Entrepreneurship #SmallBets #FinancialIndependence #LifestyleDesign #CupaloConversations #LaurenHannon #Amazon #SelfEmployment #businesssuccess 00:00 Daniel's Journey into Corporate America 07:55 Leaving the High-Paying Job & $100,000s on the Table 12:27 Luck Blindness: Acknowledging the Randomness of Life 18:17 Post- Amazon: Early Ventures and Lessons Learned 26:44 The Strategy of Small Bets 31:04 Measuring Success Outside of Full Time Employment 37:22 Passion Project to Commercial Project 40:58 The Trues Measure of Success: Making Yourself Proud Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

00:00 Jared's Journey: From Military to Technology Leadership 03:18 Jared's Intro and Entrance into the Military 05:08 Transitioning from Military to Corporate Culture 05:52 Impact of Military on Jared's Leadership Style 08:41 Modern Corporate America: The Antithesis of Military Authoritarian Leadership 10:13 Jared's Love of Learning & Pursuit of Professional MBA 14:53 Conclusion and Reflections on Leadership 15:24 The Importance of Continuous Learning & Being Uncomfortable 20:00 Self Care VS Militant Loyalty 25:49 Non-Traditional Routes to Technology Leadership In this episode of Cupalo Conversations, host Lauren Hannon sits down with Jared Olhoft, a former U.S. Marine turned technology leader, to discuss his journey from military service to the tech industry. Jared shares how his experience in the Marines has profoundly shaped his leadership style, emphasizing the importance of self-discipline, continuous learning and the evolution of leadership from authoritarian approaches to more adaptive methods in the corporate world. The conversation covers key lessons from Jared's transition to civilian life, including the need to balance self-care with loyalty, the power of networking, and the value of stepping outside comfort zones. Listeners will gain insights into how diverse experiences, like Jared’s, enrich leadership perspectives in technology, as well as the challenges and advantages veterans bring to the corporate environment. Jared's story highlights the importance of understanding the varied experiences of veterans, the significance of peer learning, and how a commitment to personal and professional growth can lead to success in any industry. Key Takeaways: Jared's military background taught him the importance of learning. Leadership in the military can be authoritarian but evolves in corporate settings. Transitioning to civilian life requires adapting leadership styles. Continuous learning is crucial for both personal and professional development. Self-care practices are vital and can be learned over time. Loyalty in the military differs from corporate loyalty. Diverse experiences broaden a leader's perspective in the tech industry. Networking and peer learning are essential for growth. Understanding veterans involves recognizing their varied experiences. Stepping outside comfort zones fosters growth and adaptability. This episode offers valuable lessons for anyone interested in leadership, personal growth, and the unique perspectives veterans bring to the tech industry. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

00:00 Introduction: Marc Kermisch & His Journey to the C Suite 03:02 Life as a CTO/CIO 05:47 The Technical Aptitude Spectrum 08:57 Leaders Needing to Be Led: Seeking Mentorship as an Executive 12:26 Overcoming Self-Doubt 16:44 Career Progression Beyond the C-Suite 19:48 Navigating Politics and Bureaucracy at the Top 24:18 Behind Those Feel-Good Mission Statements 30:36 Carrying the Weight of Layoffs as a C-Suite Exec 37:36 Understanding the C-Suite Perspective

In this episode of the Cupalo Conversations podcast, host Lauren Hannon sits down with Marc Kermisch, a renowned Twin Cities tech leader who has held C-suite positions at Red Wing Shoe Co, Bluestem Brands, OptumRX, and CNH Industrial. Marc shares his incredible journey from an English major to CTO/CIO, shedding light on the real struggles and emotional challenges of leadership at the top. In this honest conversation, Marc opens up about the tremendous responsibility and often personal sacrifice that comes with the job of being an executive. Marc emphasizes the need for ongoing mentorship the higher you climb on the ladder. How self-doubt and navigating corporate politics persist at the top and what it's like to wade through those waters. The importance of continuous learning and self-awareness in leadership success. They also discuss the emotional toll of layoffs and balancing leadership decisions with empathy as well as what a "real" mission statement means in driving company goals. Tune in to hear Marc’s story of embracing challenges, learning from setbacks, and making a lasting impact as a tech leader. Whether you're climbing the corporate ladder or looking to develop your leadership skills, this episode offers valuable takeaways for personal and professional growth Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

00:00 Introduction to Kurt Schmidt and His Journey

03:17 Crafting Life with Strategic Precision

08:12 Striking the Balance Between Future Goals & Present Living

10:05 The Importance of Socializing Goals

14:35 The Myth of the Self-Made Individual

17:02 The Antithesis of Planning: Living Spontaneously

19:36 10-10-10 Framework Explained

22:41 Daily Rituals and Self-Reflection

27:35 Dealing with Negative/Cynical People

31:26 Reflections on Legacy & Mortality

34:00 Future Aspirations and Community Building

In this episode of Cupalo Conversations, host Lauren Hannon sits down with Kurt Schmidt, a business leader with over 20 years of experience in growing professional service firms. Kurt shares his journey from a successful action sports athlete to leading a company’s growth from 50 to 500 employees and becoming the founder of Schmidt Consulting Group. They dive deep into his book, “The TEN-TEN-TEN Blueprint: Craft Your Life With Strategic Precision,” where Kurt outlines a powerful framework for goal setting with 10 years, 10 months, and 10 weeks in mind. Discover why it’s crucial to socialize your goals—sharing your plans with others to ensure support and accountability. Kurt emphasizes that no one achieves success alone and debunks the myth of the self-made individual. Lastly, Kurt also touches on the significance of leaving a legacy, living a life you can be proud of, and how to take control of your future with actionable strategies. Tune in to learn more about goal setting with the TEN-TEN-TEN framework so you can ultimately make yourself proud and live the life you always dreamed of.

Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

00:00 Joe's Journey into the Mortgage Industry

02:52 Behind Closed Doors: Million Dollar Homes

05:25 The Buying Power of High Dollar Earners

10:42 Savings & Investments of "Rich" Americans

13:18 Earnings and Buying Power of "Average" Americans

15:14 Americans and Their Debt

17:32 Impact of Rise in Interest Rates & Home Values

21:22 Cautionary Tales and Warnings on Cash Out Refinancing

27:55 When & How to Seek Expert Advice on Home Buying

In this fun and yet sobering episode of the Cupalo Conversations podcast, host Lauren Hannon sits down with Joe Coulter, a senior underwriter with over 15 years of experience and more than 10,000 mortgage loans under his belt. Together, they explore the often hidden truths about how Americans—both average and affluent—really manage their money.

From paycheck-to-paycheck living in multi-million-dollar homes to the common mistakes people make with cash-out refinances, Joe pulls back the curtain on the financial habits that most of us don’t talk about with friends such as...

How even those with $100,000+ monthly paychecks may be one missed payment away from returning their luxury cars.

The pitfalls of repeatedly using home equity to pay off debt and the long-term consequences.

Why pouring hundreds of thousands (or millions) into home renovations rarely pays off in full.

Rich in juicy stories and expert advice, Joe unveils what real Americans are earning, spending, and struggling with in today’s economy. Don’t miss this fascinating behind-the-scenes look at personal finance!

Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

0:00 Introduction and Technical Setup 00:09 Introducing Karen Lagasse and Her Experience in the Mortgage Industry 01:56 The Most Challenging Real Estate Market 04:12 The Impact of Unemployment and Layoffs on Borrowers 08:03 The Impact of Layoffs on Borrowers 09:38 Qualifying for a Mortgage and Self Employment 16:05 Non-Traditional Loan Programs on Investment Properties 23:44 Excitement for the Future and Refinancing Opportunities
n this episode of Cupalo Conversations, host Lauren Hannon sits down with her mother, Karen Lagasse, a senior loan officer (NMLS#44031) with Northpoint Mortgage, Inc. (NMLS #1515). Together, they delve into the intricacies of non-traditional loan programs, focusing particularly on the challenges faced by self-employed individuals who are rich in assets but may lack the conventional income documentation required for traditional loans. Karen shares her expert insights on the importance of financial planning for aspiring entrepreneurs, emphasizing the need to be prepared to file two years of tax returns as a self-employed individual. She also highlights alternative loan options, such as bank statement programs, which can be a lifeline for those who don’t meet conventional criteria. The conversation also touches on investment properties, where Karen discusses loan programs that consider the debt service coverage ratio (DSCR) and the use of rental income to qualify for loans. She underscores the significance of planning ahead, particularly when transitioning from a W-2 job to self-employment, and how this shift can impact one’s ability to purchase a primary residence. Listeners will gain valuable advice on navigating the mortgage landscape, understanding the impact of rates and market conditions, and the importance of staying informed to seize opportunities, such as refinancing when rates are favorable. This episode is a must-listen for anyone considering an entrepreneurial path or looking to invest in real estate with a non-traditional loan. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

00:00 Introduction and Aaron's Journey into Tech

03:41 Making the Transition: From Full-Time Employee to Independent Contractor

04:45 How to Set Up Your Own Business

06:03 The Importance of Seeking Expert Advice

08:12 Overcoming Concerns About Independent Contracting

13:00 Financial Aspects of Independent Contracting: Earning Potential and Costs

14:47 Simplifying Payroll: Using Services for Contractors

15:45 The Financial Aspects of Contracting

19:58 Maintaining Control of Your Schedule

22:28 Contracting as an Alternative to Management

25:45 Building a Network in the Contracting Community

27:20 The Importance of Research and Preparation

29:06 Factors for Returning to FTE/Salaried Positions

In this episode of Cupalo Conversations, host Lauren Hannon sits down with Aaron Loes, a seasoned full-stack software engineer, to delve into the world of independent contracting. Aaron shares his journey into technology and offers a comprehensive guide to setting up a contracting business, covering everything from registering your business to navigating tax obligations.

The discussion highlights the unique benefits and challenges of contracting, including the satisfaction of earning money through your own efforts, managing finances like invoicing and payroll, and exploring flexible retirement options. Aaron emphasizes how contracting allows engineers to continue doing what they love without being pushed into management roles, offering more control and flexibility in their careers.

Aaron also underscores the importance of building a strong network and seeking advice from others in the contracting community. He encourages those considering the leap into contracting to do their research, prepare thoroughly, and take advantage of the potential for higher earning and personal satisfaction that contracting offers.

If interested in taking the leap, tune in here to learn how and to maybe get that little extra encouragement needed to do so.

Connect with Lauren Hannon

Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/

Follow Lauren on LinkedIn: / hannonlauren

Check out Cupalo's website: https://cupalo.io/

00:00 Introduction and Christian's Journey 07:15 The Root of All Success is Discipline 10:29 Leveraging the Initial Rush of Motivation 15:02 Working Harder on Yourself Than You Do on Your Day Job 18:08 The Skill of Setting Goals 26:27 The Meaning of Success 29:15 The Un-glorified Role of Hard Work in Success 32:36 Constant Learning and Accomplishing Complex Objectives 34:34 Cautionary Note for Dreamers and Goal Setters

In this compelling episode of Cupalo Conversations, host Lauren Hannon sits down with Christian Leva, a distinguished leader in KPMG's application security and controls practice. Christian offers listeners a deep dive into his remarkable journey in consulting and application security, revealing the discipline and determination that have driven his professional success. But Christian's achievements don’t stop at the office. Outside of his career, he has won three gold medals at the Junior Olympics, earned his pilot's license, and completed his scuba recertification. These personal milestones highlight his relentless pursuit of new goals and his commitment to pushing beyond boundaries, both professionally and personally. Throughout the conversation, Christian emphasizes the crucial role of discipline in achieving success. He shares his meticulous process of goal-setting, continuous learning, and his annual review of goals to ensure he stays on track. Christian underscores the hard work and sacrifices behind every accomplishment, cautioning against the dangers of dreaming without action. At the heart of this discussion is a powerful message: Discipline is the bridge between dreams and success. Christian’s passion for storytelling and his insights into the importance of finishing what you start serve as a compelling reminder that discipline is the foundation of all success. Tune in to discover how Christian Leva raises discipline to the level it deserves and how his approach can inspire you to achieve your own dreams. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

00:00 Introduction and Jayant's Journey 03:40 The Importance of Literature 06:27 Fixing Troubled Projects: A Systematic Approach 11:03 Estimation Challenges and Building Trust 17:56 Challenges Faced by Startups: Software vs Product Phase 22:22 Prioritizing Customer Feedback for Effective Delivery 25:32 Addressing Low Morale & Fragile Egos in Teams 29:38 A Checklist for Successful Project Execution 33:15 Applying Principles of Process and Delivery to Personal Growth 37:16 Being a Fixer in Organizations & Working Yourself Out of a Job

In this episode of Cupalo Conversations, host Lauren Hannon sits down with Jayant Chaudhary, the visionary founder of eProxim, a technology leader renowned for his expertise in rescuing failing businesses and large-scale projects. Jayant shares compelling "war stories" from his career, detailing how he has helped enterprises and startups on the brink of failure. Throughout the conversation, Jayant underscores the value of transparency, honesty, and adherence to best practices as foundational principles for success. He also discusses the unique challenges faced by startups and enterprise organizations, noting that creating a product involves far more complexity than merely developing software. Jayant stresses the importance of taking customer feedback seriously to prioritize and deliver effective solutions. He emphasizes the critical importance of non-functional requirements like security and certification, which are often overlooked by startups struggling to ship their first product. Additionally, Jayant offers insights into boosting employee morale by fostering teamwork and recognizing individual contributions. He provides a practical checklist of key areas to focus on, including following a process, test-driven development, maintaining strong interpersonal relationships, managing the project life cycle, and adhering to a consistent delivery cadence. These principles, he notes, are not only applicable to organizational success but also to personal growth and career advancement. Finally, Jayant reflects on his role as a "fixer" in organizations, describing how it offers a unique variety of challenges and the opportunity to solve diverse problems, ultimately making a significant impact. Tune in to learn Jayant's methodical approach for righting these wayward ships and getting companies/projects back on track! Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

00:00 Introduction and Background 02:13 Discovering the 6 Working Geniuses 06:35 Discovering Our Frustrations 07:40 Applying the Working Genius Model in Teams 10:39 Aligning Roles with Working Geniuses 15:13 Setting Leaders Up for Success with Working Genius 19:12 Working Genius and Augmenting a Team 21:52 Origin of Our Geniuses and Change 24:25 Applying Working Genius to Personal Life 28:08 The Magic & the Beauty of Working Genius 30:31 Integration of Working Genius in Relationships 34:44 Taking Away the Shame of What We Want

In this episode of Cupalo Conversations, host Lauren Hannon delves into the transformative power of the Working Genius model with special guest Marie Schutte. They explore how this model can be a game-changer for teams, leaders, and individuals by identifying the types of tasks that energize and engage people, as well as those that drain them. This crucial insight fosters self-awareness, helping individuals understand their reactions, strengths, and areas for growth in both their professional and personal lives. The Working Genius model consists of six geniuses: wonder, invention, discernment, galvanizing, enablement, and tenacity. Each of these geniuses represents a unique way in which individuals contribute to the creation and completion of tasks. Marie shares her own working geniuses, discernment and galvanizing, and provides a detailed explanation of each genius: Wonder - The ability to ponder possibilities and ask big questions. Invention - The capacity to create new ideas and solutions. Discernment - The knack for evaluating ideas and making sound judgments. Galvanizing - The talent for rallying and motivating others to take action. Enablement - The gift of providing support and assistance to make things happen. Tenacity - The drive to push projects to completion and ensure quality results. Marie discusses how understanding these geniuses can revolutionize team dynamics and effectiveness. She explains how the model can be integrated into team workshops and hiring processes to ensure that individuals are placed in roles that align with their natural strengths. By doing so, teams can enhance productivity, morale, and job satisfaction. A key takeaway from the conversation is the importance of leaders being fully committed to the model. Marie emphasizes that for the Working Genius model to be truly effective, it must be continuously applied and integrated into everyday practices. She suggests incorporating the geniuses into team meetings and job descriptions to ensure alignment and maximize individual strengths. The Working Genius model provides a common language and framework for individuals and teams to understand and appreciate their unique value and contributions. It encourages a culture of recognition and collaboration, where everyone's strengths are leveraged for collective success. This episode is a must-listen for anyone looking to boost their team's performance and create a more engaged and harmonious work environment.

Connect with Lauren Hannon

Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/

Follow Lauren on LinkedIn: / hannonlauren

Check out Cupalo's website: https://cupalo.io/

00:00 Introduction and Background

02:04 Building High-Performing Teams 05:26 Investing in Team Building: Building a System 08:36 Vetting a Company's Culture: It's All About the People 12:34 Addressing Underperforming Team Members 19:38 Restoring Team Morale Following a Layoff 23:01 Unifying a Team Around a Vision 25:22 The Power of Self-Improvement in Leadership 33:06 The Importance of Going to Work on Yourself

In the 30th episode of Cupalo Conversations, host Lauren Hannon sits down with Brian Johnson, an IT leader with decades of experience, to explore an unconventional approach to building high-performing teams—slowly and deliberately. Oh, and without an ego. Brian shares invaluable insights on team building and leadership, emphasizing the critical importance of getting to know team members and fostering trust.

Throughout the discussion, Brian reveals that building a high-performing team requires more than just focusing on immediate tasks. It's about understanding individual roles, maintaining clear communication, and genuinely appreciating each team member's contributions. He highlights how leaders often overlook team dynamics in favor of urgent projects, leading to suboptimal performance. Brian advocates for creating dedicated time and space to work on team dynamics and problem-solving, even within challenging corporate cultures. He also addresses the difficulties of team building in a poor culture and underscores the significance of finding a company with a supportive and positive environment. Moreover, Brian shares his thoughtful process for evaluating a company's systems and culture when considering new opportunities, offering listeners practical advice on navigating their career paths. Tune in to gain valuable perspectives on leadership and team development from an expert who believes in the power of patience and understanding in creating high-performing teams. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

00:00 Introduction and Background

03:02 Software Engineer to People Leader

06:29 Balancing Act: Title, Status, Comp, and Passion

09:41 The Struggle to Stay in Love with Your Craft

13:53 The Pressure to Keep Learning & Expanding Your Skillset as an Engineer

17:09 Advice to Younger Self, Entry Level Engineer

19:01 The Role of Passion in Software Engineering

20:58 Addressing the Realty of Corporate America

24:37 The Next Generation of Engineers

29:06 Supporting Software Engineers' Development

31:35 Looking Ahead: The Next 20 Years

35:24 What About Working Less?

Join host Lauren Hannon in the 29th Cupalo Conversations episode as she chats with Sean Wesenberg, a software engineering veteran with over 20 years of experience. We dive into the raw and real aspects of tenured career and discuss finding ways to stay passionate about your craft after decades in the industry.
In this candid conversation, Sean opens up about his journey, sharing personal stories and hard-earned lessons on how to avoid boredom and keep the excitement alive in your career. He discusses the delicate balance between real life and career aspirations, offering practical advice on how to achieve both without sacrificing one for the other. Sean also talks about how his goals have evolved over time and how he's managed to adapt while staying true to his passion.
One of the key themes Sean emphasizes is the importance of continuous learning. Early in your career, staying on the bleeding edge of technology can be crucial for growth and advancement. However, he also advocates for the importance of self-care. Sean shares his perspective on not overworking yourself, taking breaks, and the value of stepping away from work to recharge. This episode is a treasure trove of wisdom for all working professionals, but especially for software engineers. Whether you're just starting out or are a seasoned professional, Sean's insights will resonate with you. He reminds us that while dedication to your craft is important, so is taking care of yourself to sustain a long and fulfilling career. Tune in to this episode of Cupalo Conversations to hear Sean Wesenberg's heartfelt advice on how to stay in love with your craft while maintaining a healthy work-life balance in this work-obsessed culture.

Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

00:00 Introduction and Deb Kaplan's Journey

04:19 Attributes of a Leader

06:09 How To Build High Performing Teams

08:57 Aligning Core Values

11:49 Setting Direction, Vision, and Alignment

13:49 The Next Generation of Leaders

15:20 Disenchantment in Corporate America

21:47 Personal Responsibility in Leadership Development

23:36 Navigating Poor or Ineffective Leaders

27:07 The Role of Interpersonal Skills in Coaching Up

30:15 The Importance of Introspection in Personal Growth

33:38 Advice for Future Leaders: Curiosity is a Superpower

In this enlightening episode of Cupalo Conversations, host Lauren Hannon sits down with Deb Kaplan, a seasoned organization performance consultant, coach, and Dale Carnegie trainer. Deb shares her inspiring journey and delves into the essential attributes that define a successful leader. She underscores the significance of core values, the art of building high-performing teams, and the imperative of nurturing the next generation of leaders.

Throughout the conversation, Deb addresses some of the most pressing challenges faced by today's workforce, including the dynamics of remote work, the impact of layoffs, and the growing disenchantment among the younger generation. She emphasizes the necessity for leaders to adapt and foster a supportive environment. Simultaneously, she highlights the individual's responsibility to develop their own leadership skills, both within and outside the traditional workplace.

The episode explores the critical role of self-accountability and self-assessment in personal growth. Deb and Lauren discuss how organizations can play a pivotal role in supporting and enabling individuals on their career journeys. They also touch on the intriguing concept of "leaders wanting to be led" and how individual contributors can effectively coach upwards to their leaders.

Tune in to gain valuable insights from Deb Kaplan on how to cultivate leadership skills, foster a culture of high performance, and navigate the complex landscape of modern work environments. Whether you're a seasoned leader or an aspiring one, this episode is packed with practical advice and thought-provoking perspectives.

Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

00:35 Jeremy's Journey to Becoming an Attorney

04:08 Evaluating the Strength of a Claim Against an Employer

07:56 Mistakes Employers Make in Workers' Compensation

12:46 Preserving Employee-Employer Relations Following a Claim

17:01 Help! I am an Employee and I've Been Injured at Work. What do I do?

29:15 Understanding the Classification of Independent Contractors & Work Comp Coverage

34:55 Additional Insurance Coverage: Personal Injury, Un-insured, Under-Insured

In this episode of Cupalo Conversations, host Lauren Hannon sits down with her big brother, Jeremy Lagasse an attorney and Partner at Aaron Ferguson Law. Jeremy specializes in Personal Injury and Workers' Compensation, making him a seasoned expert in the field. Their discussion provides invaluable insights for both employers and employees regarding the complexities of workers' compensation claims.

Jeremy provides sage advice to employers, emphasizing the importance of employers being well-informed about workers' compensation laws and procedures and allowing insurance companies to do their due diligence. He also outlines critical mistakes to avoid, such as undermining an employee's claim or terminating an employee around the time of their claim without seeking proper legal counsel in advance.

When it comes to employees, clear communication is absolutely critical and time sensitive. Jeremy stresses the need for employees to communicate (in writing) and promptly about their injuries to their employers. He underscores the importance of seeking appropriate medical care immediately after a workplace injury. Delays in treatment can exacerbate injuries and complicate claims.

As a last major topic of discussion, Jeremy highlights the often-overlooked need for independent contractors to have adequate workers' compensation coverage, especially when their work involves travel. Without proper coverage, contractors can face significant financial and legal risks.

Tune in to this informative episode of Cupalo Conversations to learn more about the intricacies of workers' compensation from an expert in the field, and gain practical tips to safeguard your rights and responsibilities in the workplace.

Connect with Lauren Hannon

Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/

Follow Lauren on LinkedIn: / hannonlauren

Check out Cupalo's website: https://cupalo.io/