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Listen in to Fireside Chats with Jesse to learn more about these equipment leasing thought leaders and the organizations that they call home.
In this Fireside Chat, Steve shares his journey from Alpha Financial Software to building Lenscape’s equipment finance practice, highlighting the challenges and strategies of global software delivery, balancing standardization with client-specific customization, and the growing impact of AI and intelligent automation in back-office systems.
Daryl shares insights on leadership transitions, technology adoption, and how the equipment finance industry is driving innovation and resilience in 2025 and beyond.
Brett shares insightful stories about international markets, growing within a captive finance environment, and how the equipment dealer landscape is evolving today.
This conversation dives into the founding story of Capchase, its evolution from serving SaaS providers to broader equipment financing, and how they’ve tackled point-of-sale friction by offering flexible payment options for buyers while allowing vendors to collect upfront contract value.
Michael shares his perspective on supporting non-prime borrowers, building trust-based partnerships, and growing Maxim into a meaningful force in the market. Whether you're in equipment finance, business leadership, or just love a good entrepreneurial journey—this is an episode you won’t want to miss.
This conversation highlights the human side of legal practice in the equipment finance industry—and the value of consistency, credibility, and good humor. Whether you're in credit, leadership, or legal, Bob offers perspective on longevity, trust, and the business value of showing up as yourself.
This conversation explores the unique legal and operational dynamics of the equipment finance industry from the perspective of in-house counsel. Whether you're in operations, credit, or management, Aaron provides insight into how strong legal guidance helps drive better business outcomes in a fast-paced, regulated environment.
This conversation offers timeless perspective from a seasoned executive who has not only witnessed the evolution of the space but continues to actively shape its future.
This episode is packed with practical insights for sales professionals, content creators, and anyone striving to build meaningful, long-term business relationships.
Dan shares his insights on leading a mission-critical fintech company, the evolving equipment finance industry, and how technology, AI, and talent trends are shaping the future of finance and leasing.
As one of the earliest guests on the show, Don returns to share the latest on Regents' growth, market strategy, and the evolving role of leadership in a competitive equipment finance landscape.
Anne shares her journey through equipment finance, launching her consulting venture, and how she helps businesses streamline accounting, leverage technology, and develop teams for smarter financial management.
Steve joins Jesse to discuss his journey in equipment finance, industry insights, and his approach to consulting and leadership in the evolving finance landscape.
Jesse sits down with Serene to discuss his journey from engineering to finance, leadership insights, the future of equipment finance, and even his unexpected passion for winemaking.
A candid conversation with Craig Al on career transitions, lessons from the finance and insurance industries, and finding balance beyond work.
In this fireside chat, RJ reflects on his career shift from finance to insurance, the lessons he’s learned about leadership, and the importance of staying grounded through change.
Chad shares his journey from starting in sales to building a successful brokerage, discussing industry insights, technology innovations, and the power of relationships in equipment finance.
Kyle reflects on his decade-long journey in equipment finance, the evolution from independent to bank-backed operations, and strategies for sustainable growth in small-ticket lending.
Bob shares his 35-year journey in equipment finance and how Sterns Bank is seizing opportunities to grow nationally.
Fireside Chat with CFLA CEO Michael Roa explores the association’s growth, key industry trends like AI and fraud prevention, and how collaborative efforts are driving Canadian finance and leasing forward.
Ed shares his journey from credit law to commercial equipment finance and explains how residual value insurance supports banks, lessors, and global leasing transactions as both an accounting tool and risk mitigator.
In this fireside chat, Britney shares her journey from corporate finance to founding BW Collective, how she builds a passion-driven team, and how she helps equipment finance companies elevate their marketing while fostering growth and innovation.
Jesse chats with Dan about his 30+ years shaping the equipment finance industry, leading high-performing teams, navigating bank-owned vs. independent firms, and insights on portfolio growth, tax strategy, and industry cycles.
Jeff shares why he left big banking after 30 years to start LevX Capital. He explains how the company focuses on serving underserved markets with speed, efficiency, and innovative leasing solutions. Jeff also discusses taking a contrarian approach, leveraging technology, and building a functional, collaborative office culture.
Liz shares her 15-year journey in equipment finance, highlighting mentorship, hands-on learning, and building strong client relationships while transitioning from industry roles to a service provider.
Bruce shares his 40-year journey in equipment finance—from taking early risks as a recent college grad to building lasting client relationships and navigating multiple economic cycles with a focus on integrity and longevity.
Hannah shares her eight-year journey in equipment finance — from starting as a financial analyst in Buffalo to leading corporate finance, structured finance, and accounting teams in Virginia. She discusses breaking into a niche industry, empowering women in finance, and building relationships that drive growth and innovation.
Tony shares his journey from working in consumer electronics and Wells Fargo to leading a specialized finance company for chiropractors and small businesses. He discusses building strong relationships, making fast and responsible lending decisions, and fostering a community-focused company culture that truly ‘takes care of its own.
Steven shares his journey from finance to digital sales, how data-driven strategies are transforming equipment finance, and insights on building strong dealer relationships and navigating mergers in a growing industry.
Kayla shares her 13-year journey in equipment finance—from starting as a credit analyst to leading syndications—her experience transitioning from a bank to an independent lender, the importance of building relationships, promoting industry awareness, and the value of self-accountability and seizing opportunities in a growing industry.
In this fireside chat, Wade shares his journey from studying geology to building a career in equipment finance, his experience managing strategic accounts, and how he’s helped Richie Brothers grow into a global leader in equipment sales, while balancing a life full of travel and family.
In this fireside chat, Daniel discusses the Spark Flow acquisition, how it empowers companies to centralize and analyze data, the importance of customization in reporting, and strategies for staff augmentation—all while sharing insights from years of building technology solutions for the equipment finance industry.
In this fireside chat, Michael and David discuss Northmill’s growth journey, the strategic acquisition of Tore, and how integrating resources and back-office support will empower their teams to scale operations, strengthen partnerships, and drive new deal flow in equipment finance.
In this fireside chat, Tim shares his journey from business banking to equipment finance, the inspiration behind starting Aspire Finance, and his vision for building a relationship-driven, transparent, and service-focused non-bank lending company.
Sean shares his journey from early sales days hustling copiers to leading a fast-growing, intelligent workplace platform for equipment finance. He dives into the importance of building strong client relationships, the evolution of LeasePath’s end-to-end solutions, and how flexibility, trust, and smart growth strategies have fueled the company’s expansion across multiple regions.
Chad shares the journey of building a lean, client-focused software company from his father’s early programming legacy. He discusses how Turbo Lease empowers smaller leasing companies, the evolution of equipment finance software, and the importance of supporting clients even as they outgrow the system.
Martin shares how he’s leveraged customer-centric marketing, AI, and data-driven insights to grow Ivory’s solutions in equipment finance. He discusses his career journey, the evolution of SuperTrump, and strategies for creating meaningful, long-term client relationships in a niche B2B industry.
Mel shares her journey from banking to equipment finance, how she discovered the CLFP designation, and her passion for expanding access to industry education through innovative courses and scholarships.
Rob and Leigh discuss their leadership journeys, the welcoming and collaborative nature of the equipment finance community, and what attendees can look forward to at the upcoming EFA Annual Convention in Austin.
Join Jesse and Howard as he shares lessons from 40 years in equipment finance—from GE Capital and Olympic dreams to building Crossroads into a billion-dollar company, emphasizing leadership, people, and navigating cyclical markets
Join Jesse and Scott as he shares his journey from entering equipment finance in 2020 to leading digital transformation, leveraging AI and data, and building innovative solutions that combine deep industry knowledge with cutting-edge technology.
Jesse sits down with Melissa to explore her journey from credit and collections to leading a tech-driven servicing company, and how Ratech supports startups and established firms with innovative, cost-effective equipment finance solutions.
In this Fireside Chat, Delroy shares his seven-year journey in the equipment finance industry, his career growth, and insights on business development and financial technology. Hear his story and lessons learned along the way.
In this Fireside Chat, Kevin shares his journey in equipment finance, the growth of Beacon’s sales team, and how their technology-driven approach and industry-focused strategy set them apart in asset financing.
For the 200th episode of Fireside Chats, geopolitical strategist Peter Zion joins Jesse to discuss global economic shifts, demographic challenges, and insights on building resilient communities and industries in a rapidly changing world.
Ofer shares his journey from starting as a college intern to becoming the co-founder of Providence Capital. He talks about how he got into the equipment finance industry, the lessons he learned in sales, and the challenges and rewards of running his own company. Ofer also reflects on the importance of company culture, technology, and collaboration in building a successful business.
In this week’s Fireside Chat, David shares his journey from CPA to leading a national equipment finance business. He discusses mentorship, navigating finance and operations, building strong teams, and adapting to economic and industry changes.
In this week’s Fireside Chat, Kit shares his unconventional path to equipment finance, insights on building strong client relationships, and the importance of persistence, follow-up, and industry networking.
In this week’s Fireside Chat, Sarah shares her 16-year journey in equipment finance, insights on lease accounting, transitioning from bank-owned leasing to service provider, and the value of understanding client perspectives.
In this Fireside Chat, Courtney shares her journey from starting small in a dorm room to becoming an expert in equipment finance. She discusses empowering entrepreneurs, supporting women in business, and the lessons she’s learned from decades in the industry.
RJ discusses strategies for effective leadership, building and scaling high-performing teams, leveraging systems for growth, and fostering innovation within organizations. He also shares personal stories and practical insights from his experience as a CEO and entrepreneur.
Joe reflects on his 26-year career and leading a two-year-old equipment finance division built from scratch. He shares his unexpected entry into the industry, lessons from starting a new division, and the importance of resilience and investing in new talent to ensure the industry’s growth.
Rick shares his 25-year journey from IT consulting to commercial equipment finance, insights on building a large-ticket finance business, and strategies for balancing startup agility with a strong team culture.
In this week’s Fireside Chat, Katie shares her journey from IT to becoming a successful equipment finance broker. She discusses key career moments, the relationships that helped her grow, and adds personal anecdotes, including her love of bourbon, for an engaging and insightful conversation.
In this week’s Fireside Chat, Sarah shares her journey from collections and sales to operations, discusses lessons learned in a cyclical industry, and offers personal insights on navigating challenges in equipment finance.
In this week’s Fireside Chat, Cole shares his journey from tax and accounting to operations, discusses the appeal of fractional work, and explains how networking and diverse experiences shaped his career in the industry.
From a chance meeting in Wyoming to founding his own company, Braden opens up about his journey in equipment finance, the lessons learned along the way, and his vision for Marshall Capital Group’s future.
Todd shares his journey from accounting and fleet management to leading strategic partnerships, offering insights on equipment finance, responsible lending, and navigating industry cycles.
In this week’s Fireside Chat, Dave shares his journey of launching a finance company in the midst of the COVID-19 pandemic, building a national team with remote and international members, and strategically navigating capital markets to fund equipment finance deals. He also highlights the importance of partnerships, diversity initiatives, and disciplined growth in the evolving financial landscape.
In this week’s Fireside Chat, Guy reflects on his 20+ year journey in equipment finance—from starting in wealth management to building a boutique, high-volume finance firm. He shares lessons learned from economic challenges, the importance of face-to-face vendor relationships, leveraging technology efficiently, and diversifying both regionally and across equipment types to sustain long-term success.
In this week’s Fireside Chat, Jeff shares his 30-year journey in equipment finance—from starting in consumer and credit roles to building Huntington’s equipment finance division from scratch. He reflects on navigating mergers, growing the business from $30 billion to $200 billion, pioneering renewable energy and municipal finance transactions, and the strategic importance of strong teams and innovative deal structures in the industry.
Lisa shares insights on the growth of Monitor Suite, the power of data and executive insights, and how the upcoming Converge Conference offers a hands-on, interactive platform for equipment finance leaders to innovate, collaborate, and shape the future of the industry.
Scott shares his journey in equipment finance, the challenges and strategies behind launching a new direct origination platform, and how Cast is leveraging both buy-side and direct lending to serve high-quality clients while minimizing operational risks.
Ken shares his remarkable journey in equipment finance law — from a music-filled youth playing in bands (including with Dee Snider of Twisted Sister) to a 40+ year career protecting clients in the industry. In this fireside chat, he opens up about blending law with music, building community through associations, and organizing unforgettable events — including bringing Foreigner’s members to kick off the AACFB conference with a cancer benefit concert.
In this week’s fireside chat, Jesse sits down with Doug to explore the company’s journey from a Texas bank project to a technology partner in equipment finance. Doug shares how Full Scope scaled during the PPP rush, reimagined itself for non-bank lenders, and built a fast, flexible, Salesforce-based platform. He also discusses lessons from early clients, scalability, and how their customer-first approach sets them apart.
In this fireside chat, Jesse sits down with Corey as he shares his journey from startup beginnings and ski slopes to scaling fintechs and now leading Velocity with a fresh approach to small-ticket equipment financing.
Jesse is joined by Shari for an insightful conversation on her career in equipment finance, the importance of building lasting client relationships, and the role of mentorship in shaping the next generation of leaders.
In this interview, Amy reflects on her two decades in equipment finance. She talks about her early career roots at Manifest, the founding and growth of AFP, and what it means to run a successful business from a small town. Amy also shares insights on building long-term relationships, adapting through change, and celebrating 20 years of leadership in the industry.
In this conversation, Harmony shares her journey from military service to Silicon Valley entrepreneurship. She discusses the challenges women face in venture capital, the mission behind Lucy, and how her company empowers small businesses to avoid costly mistakes. Harmony also opens up about family, mentorship, and her vision to help more women founders gain equal access to funding.
In this Fireside Chat, Sarah shares her journey growing up in equipment finance, working across both funding companies and service providers, and eventually launching her own consulting firm. She discusses the lessons learned from years in operations, documentation, and vendor relations, and explains how KSK helps funding companies select the right platforms, improve processes, and bridge communication between sales and accounting.
Ken shares his 30+ year journey in insurance, from adjusting claims during Hurricane Hugo to leading business development in equipment finance. He highlights the company’s culture, investment in people, and commitment to industry involvement.
Amy shares her 30+ year journey in the industry—from leadership training at GE Capital to building municipal and vendor finance businesses at Key. She reflects on navigating career transitions, the value of industry associations, and the importance of community and connection in equipment finance.
Ken returns to discuss the company’s growth since 2021—expanding originations past $1B, scaling its team nationwide, and cementing its leadership in health and wellness financing. He’s joined by Ralph who shares his 25+ year journey in equipment finance and why Dex’s culture, agility, and vision for growth drew him to the team.
Kip shares his journey from launching the company in 2001—just one day before 9/11—to building a resilient platform serving both prime and subprime markets nationwide. He discusses the evolution from brokering to holding paper, the firm’s deep Texas roots, a strong broker protection model, and the balance between local culture and a growing remote workforce.
Bryley reflects on her 20-year career in equipment finance—from drafting docs at a small Arizona shop to underwriting leadership at Orion First and now Priority. She shares her passion for credit, lessons learned from working both front and back ends of the industry, and insights on Priority’s national footprint, vendor partnerships, and culture of long-term success.
Jesse sits down with Chad and Robert to discuss the state of the National Equipment Finance Association. They recap 2023’s strong growth, member engagement, and retention, then look ahead to NEFA’s strategic plan—highlighting goals around education, community, regional events, and resources to support brokers, funders, and service providers across the industry.
Jesse welcomes Serene who shares her journey in equipment finance, leadership insights, and the values driving MidCap’s approach to building lasting client relationships in a competitive market.
Jesse welcomes back Jeff to talk about the company’s evolution since his last appearance on Fireside Chat. Jeff shares insights on the launch of Leasepath Enterprise, how the market is responding to an end-to-end platform approach, and why staying focused on culture, talent, and customer partnerships has fueled Leasepath’s 4x growth across four countries in just four years.
In this Fireside Chat, Jesse catches up with Dan to reflect on their conversation from a year ago and dive into how AI is transforming the way businesses operate, innovate, and stay competitive in today’s fast-changing world.
Jesse reconnects with Dan to reflect on their conversation from a year ago and to explore how AI has moved from being a promising tool to a powerful force that is reshaping business strategies, operations, and innovation across industries.
In this interview, Shari opens up about her leadership journey, the importance of teamwork, and how building a culture of trust can create lasting impact within organizations.
Noah shares his journey from Fintech to Equipment Finance, discusses Solifi’s growth into a global technology provider for secured finance, and highlights the tight-knit industry culture, emerging trends, and opportunities amid economic uncertainty.
Debbie shares her 19-year journey in equipment finance, highlights the supportive and collaborative industry culture, and reflects on EFA’s growth in diversity, equity, and inclusion initiatives.
Jim shares his journey from the equipment auction industry to leading equipment finance initiatives, exploring market trends, the power of data, and how technology is reshaping the auction and finance world.
Angela shares her 35-year journey in equipment finance, from starting her business in a basement office to leading a national lending company. She talks about the lessons she’s learned in entrepreneurship, the importance of hiring complementary talent, embracing innovation, and advancing diversity in the industry.
Nancy reflects on her first year as President of Eastern Funding, sharing her journey of stepping into a leadership role, navigating a company acquisition, and implementing hybrid work strategies. She discusses the challenges of managing change, fostering team collaboration, and embracing her responsibilities as the decision-maker while maintaining a transformational leadership style.
Lever and Nancy discuss the impact of domestic violence during October’s Domestic Violence Awareness Month, sharing personal experiences and insights on prevention, mental health, and breaking the cycle of abuse. They explore how generational trauma affects victims and perpetrators alike, and highlight the importance of awareness, education, and empowerment in addressing this pervasive issue.
Mark shares his 25+ year journey in equipment finance—from cold-calling at small firms, leading vendor captive programs, to overseeing healthcare and infrastructure finance at Leaf Commercial Capital—offering insights on leadership, capital markets, and navigating industry challenges.
This week’s Fireside Chat features Dustin who shares his journey from GE to leading a $350M equipment finance portfolio, transitioning from broker to lender, growing an 80-person team, and key insights from the CFLA Annual Conference.
This week’s Fireside Chat features Mike who shares his 35+ years in equipment finance—from bank credit training to GE Capital, Textron, and launching his own publishing ventures, plus his insights on mentoring, prospecting, and delivering industry news.
John shares his journey in equipment finance, the origins of Mazo, lessons learned building a company during the pandemic, and the importance of empowering the right people to drive growth.
Quentin discusses his long career in equipment finance, the value of outsourced servicing, leveraging technology for transparency and efficiency, and how Orion helps clients improve borrower experience and portfolio performance.
Marking 50 years in equipment finance, Ed reflects on his journey from collections to leadership, sharing insights on adaptability, building enduring industry relationships, navigating economic cycles, and the value of focusing on what clients truly need.
Marking 50 years in equipment finance, Ed shares his career journey, the lessons he’s learned through changing economic times, and why adaptability and strong client relationships remain the foundation of lasting success.
For our 150th Fireside Chat, Jesse is joined by Lexi Dressman, Legal Counsel at DLL, who shares her career journey in equipment finance, her transition into a new role, and her perspective on blending professional and personal life in a remote-first world. From navigating work-life balance after becoming a parent to embracing the culture at DLL, Lexi offers valuable insights into the realities of modern work and leadership in the industry.”
In this episode, Jesse sits down with Murray to explore his decades-long career in equipment finance — from his early days at National Leasing to his transition into consulting, and now helping build Sonoma Capital from the ground up. Murray shares candid insights on the pros and cons of consulting versus corporate leadership, the evolution of certification programs like CLFP in Canada, and how Sonoma is embracing hybrid work to attract and retain top talent across the country.
In this episode, Jesse chats with Blair, Principal of Sterling Rose Marketing & Communication Solutions, about her leap from equipment finance into entrepreneurship. Blair shares how mentorship shaped her journey, the lessons she’s learned from leadership coaching, and how Sterling Rose helps clients with branding, digital marketing, and event planning.
In this episode, Jesse talks with Cheryl about her journey from mortgage brokerage to launching her own equipment finance company. Cheryl shares how overcoming personal challenges shaped her career, why she pivoted from merchant cash advances to equipment financing, and how she became a trusted partner in the trucking industry. She also discusses the value of industry associations, her role in promoting diversity in finance, and how she’s leveraging AI tools to streamline operations and prepare her business for the future.
James shares his unique journey from selling copiers to leading in trailer finance, reflects on navigating cross-border challenges during COVID, and offers insights into the resilience and future of the trucking industry.
Jim Bates reflects on his 35-year journey in equipment finance—from starting at Caterpillar Financial to building Access Financial’s $100M portfolio—sharing lessons on credit, risk, and shaping the next generation of industry professionals.
A conversation with Valerie on her 40-year journey in equipment finance, the lessons learned from navigating industry cycles, and the entrepreneurial spirit that led her to build—and rebuild—her own company.
In this episode of the Fireside Chat, Jesse sits down with Craig to talk about his 23-year journey in equipment finance, the impact of Ascentium’s acquisition by Regions Bank, and how technology continues to drive speed and efficiency in the industry. Craig also shares his passion for mentoring the next generation through the Emerging Talent Advisory Council and his perspective on balancing leadership, family, and growth in a rapidly evolving market.
Jesse is joined by John to explore how data science is disrupting equipment finance. John shares how his company streamlines lead generation, improves data quality, and offers cost-effective solutions tailored to the industry, while reflecting on entrepreneurship and opportunities in today’s economic climate.
From renting high-end cameras and lenses to film productions across six continents, to navigating multiple currencies, cultural differences, and evolving technology, Ann Dahlgard gives an inside look at Dynamic Rentals and the unique challenges of global equipment finance.
In this week’s fireside chat, Jesse sits down with Andrew to talk about his two-decade career journey, the unique dynamics of Somerset’s business model, and how technology and AI are shaping the future of equipment finance and work-life balance.
In this fireside chat, Jesse sits down with Jill to explore her 23-year journey in the industry, the value of learning from the ground up, and her perspective on leadership, networking, and supporting future talent in equipment finance.
In this fireside chat, Jesse speaks with Bob about the growth of his consulting practice, bridging the gap between technology and operations in equipment finance, and how his team is expanding with seasoned leaders to deliver hands-on expertise and industry insight.
In this fireside chat, Jesse sits down with Steve to talk about his journey from leasing and investment banking to leading technology initiatives, the importance of building strong relationships, and the evolving role of tech in shaping industries like finance, insurance, and beyond.
In this Fireside Chat, Jesse sits down with Italo to talk about his career journey in equipment finance, Constellation’s approach to technology and acquisitions, and the evolving role of integration, innovation, and AI in shaping the industry.
In this week’s Fireside Chat, Jesse sits down with Matthew to discuss his journey into equipment finance litigation, the importance of speed and efficiency in legal practice, and how long-term relationships have shaped his unique approach to serving clients in the industry.
From Speech Pathology to Equipment Finance, Kirsten shares her career journey, insights on debt buying, and how SCJ built a reputation in the industry through relationships, resilience, and creative marketing.
In this week’s Fireside Chat, Jesse sits down with Andy to talk about his journey from the U.S. Mint and Treasury Department to ELFA, his experiences shaping financial policy, and the latest updates on Section 1071.”
In this episode of Fireside Chat, Jesse sits down with Jen to discuss her 25+ year journey in equipment finance, the balance between operations and culture, the impact of remote work, and what it meant to be recognized among the Top Women in Leasing.
Michael shares his 20-year journey in equipment finance, the growth of his company from a small team to a multi-state organization, and how culture and technology continue to shape their success.
From Continental Bank’s collapse in the 1980s to today’s banking challenges, Providence Equipment Finance President Dale Kluga shares lessons on leadership, risk, and why equipment finance is now a respected force in supporting America’s businesses.
Ken reflects on nearly four decades in the equipment finance industry. From his early days at GE Capital and Siemens to founding CPR Finance 14 years ago, Ken shares lessons from economic downturns, industry mergers, and vendor partnerships—while highlighting why personal service and lasting client relationships remain his company’s greatest differentiator.
In this fireside chat, Lisa shares her 36-year journey in equipment finance—from starting as a young editor to becoming the owner of the industry’s leading publication. She also reflects on the Monitor’s role in elevating voices across the field and unveils the vision behind Converge, the magazine’s 50th anniversary celebration and a forward-looking gathering designed to shape the industry’s future.
From building loan origination systems as a software engineer to founding North Tech, Christian shares his journey in equipment finance and how his company is revolutionizing the industry with user-focused portals, automation, and the flexibility of an open Salesforce platform.
In this week’s Fireside Chat, Joe opens up about his unexpected start in equipment finance, the 25-year growth of Oakmont, building a strong company culture across multiple locations, and his perspective on current industry trends and economic conditions.
In this week’s fireside chat, Jesse sits down with Hilary to discuss the power of authentic conversations, emotional intelligence, and positive leadership. From guiding teams through people challenges to helping individuals uncover their own brilliance, Hilary shares insights on creating safe, connected, and high-performing environments where empathy, compassion, and self-awareness drive real impact.
In this week’s Fireside Chat, Jesse talks with Josh about his journey from finance and car sales to leading a pioneering truck leasing company, the importance of respect and support for independent drivers, and how innovative thinking and data-driven decisions are reshaping the transportation industry.
From sales floors to the corner office, Spencer opens up about leading with a people-first approach, fostering a tight-knit culture, embracing technology for growth, and guiding the company through mergers and expansion in the equipment finance industry.
In this week’s Fireside Chat, Brent shares his remarkable journey in the equipment finance industry—from growing up in a family business and starting his own company, to joining AFG and navigating leadership in a changing financial landscape. Brent reflects on the lessons, challenges, and people who have shaped his career, offering a rare insider’s perspective on an industry built on relationships, innovation, and resilience.
Farooq shares his 18-year journey in equipment finance and software. He discusses working with international markets, leading digital innovation, and transforming asset finance globally. Farooq also explores the challenges of implementing software across different countries and managing the human side of organizational change.
Kirk shares insights from his 33-year journey in equipment finance, the growth of Wintrust’s national leasing platform, and the culture of relationships, mentorship, and collaboration that drives success in the industry.
Join Jesse for this week’s fireside chat with Hollis as she shares her journey from starting in equipment finance in 2005 to building a coast-to-coast team, pioneering diversity and inclusion in the industry, leading with hands-on expertise, and navigating the challenges and growth of running her own company.
Join Jesse in this week’s fireside chat with Stephanie as she shares her extensive journey in equipment finance, the importance of trade associations in shaping careers, the growth of women in leadership, and how her team and company culture make Quality a standout in the industry.
Jesse sits down with Andrew to discuss his 22-year journey in the industry, evolving client-focused strategies, leveraging technology without losing the personal touch, and building meaningful relationships across the equipment finance and collections sectors.
Jesse sits down with Nate to explore his unconventional journey from a Spanish major to shaping the future of digital equipment financing, the risks and rewards of trailblazing in technology, and how his team is transforming customer experiences across the industry.
In this week’s Fireside Chat, Jesse sits down with Jen to talk about her 25+ year journey in equipment finance, her recent return to the industry, what drew her to Peak, and the powerful role culture and human connection play in leadership and career growth. The full conversation dives into hybrid work, mentorship, mental health, and why relationships in this tight-knit industry matter more than ever.
In this episode, Jesse sits down with Tanya to explore how a nearly 30-year-old company continues to innovate through technology, cultivate a strong and intentional culture, and prioritize customer-centric problem solving. From disaster recovery to digital transformation, Tanya shares insights on leadership, hiring, hybrid work, and how GreatAmerica balances tradition with forward-thinking strategies in the equipment finance industry.
In this episode of Fireside Chat, Jesse is joined by RJ for a wide-ranging and candid conversation on economic uncertainty, the future of equipment finance, the rise of fractional talent, the evolving role of technology, and how leaders must adapt to stay competitive. They also dive into personal stories, travel, and the challenges facing small businesses and homeowners in today’s market.
In this week’s fireside chat, Jesse speaks with Blair and Matt about developing future leaders in the equipment finance industry. Stripes is a 10-month program combining breakthrough training, peer collaboration, and industry-led master talks to build lasting leadership skills. Matt shares his personal experience, emphasizing the deep connections formed and how the program positions participants for long-term growth.
In this week’s Fireside Chat, Jesse is joined by Brittany who has been involved with the Equipment Leasing and Finance Association (ELFA) for nearly 20 years, specializing in commercial litigation and bankruptcy within equipment finance. She shares how her unexpected path into this niche field has shaped her career and the value of strong industry connections.
Join Steve as he shares his 40-year journey in equipment finance, leadership insights, and how his team is navigating today’s challenges with innovation, strong culture, and a customer-first approach.
In this Fireside Chat, Jesse is joined by Mike to discuss his 25-year journey in the industry, how Farm Credit Leasing supports rural America, the impact of the pandemic on agriculture and equipment finance, and the role of advocacy and leadership within the equipment finance community.
In this week’s fireside chat, Jesse is joined by Dan to discuss his journey building a global tech firm. From Coder to CEO, Dan reflects on his roots in software development, his continued hands-on approach, and how Leventus evolved with a strong focus on Microsoft technologies, cybersecurity, and automation. The conversation touches on cloud tradeoffs, CRM trends, and why a solid data foundation is key before diving into AI.
In this Fireside Chat, Jesse is joined by Kathy for a wide-ranging conversation on her nearly 30-year career in equipment finance, the evolution of Canon’s business from copiers to cutting-edge imaging and satellite technology, and how leadership, adaptability, and foresight have shaped both her journey and the company’s success through disruption and change.
In this Fireside Chat, Jesse sits down with Mike for an honest and entertaining conversation about his 13-year journey in equipment finance, the evolution of NCMIC’s business from insuring chiropractors to financing equipment, and the keys to building lasting relationships, staying resilient through disruption, and thriving in a competitive industry.
In this Fireside Chat, Jesse is joined by Daniel to discuss Equify’s growth strategy, the importance of servant leadership, national expansion plans, and how a strong culture and capital foundation are driving the company toward becoming a top 10 player in the industry.
In this episode of Fireside Chat, Jesse is joined by Lyndon to reflect on Lyndon’s 35-year journey through equipment finance, the evolution of Byline, leadership through acquisitions, and what lies ahead for the industry amid shifting rates and supply chain challenges.
In our first Foundation Friday, Jesse speaks with Peter and Tony who share how EPIC is transforming the lives of students with autism—focusing on community integration, communication, and employment—and how families like Tony’s have experienced life-changing progress through the school’s individualized approach.
In this week’s Fireside Chat, Jesse sits down with Cindy and Christy who share their career journeys, the evolution of Channel’s products, and how the team has scaled rapidly while preserving a strong culture and redefining how the industry approaches equipment finance and marketing.
This week, Jesse talks with Tom about his career in equipment finance and growing a global leasing company through acquisitions. They discuss managing international operations, the recent Marlin acquisition, and the shift from captive finance to independent leasing. Tom also shares insights on navigating inflation and current economic challenges.
In this week’s Foundation Friday, Jesse talks with Andre about his passion for the Saint Anthony Academy in Dallas. Andre shares the school’s history, its focus on serving economically disadvantaged students, and the impactful International Baccalaureate curriculum. He also reflects on how he got involved with the academy’s board and the rewarding experience of delivering the eighth-grade commencement speech.
In this Foundation Friday episode, Carol Trapani, Kevin Furman, and Jamie Haber from Beyond Blindness discuss the organization’s mission to provide early intervention and family support for children who are blind or visually impaired. They share personal stories and explain how donations help deliver comprehensive care, empowering both children and their families throughout their journey.
RJ Grimshaw talks about supporting small businesses, adapting through COVID, and supply chain challenges driving deal urgency. He worries about complex taxes hitting middle-class owners and stresses clear communication and teamwork during remote work. Looking forward to returning to the office for better collaboration.
Jesse interviews Ryan about their Leespark software—a cloud platform for equipment and asset finance that offers end-to-end automation, CRM, and analytics. Ryan stresses employee retention, workflow automation, and Tao’s strong client success record with flexible, modular solutions.
In this episode, Daryn joins Jesse for an insightful conversation about leading a growing independent finance company, the importance of building strong teams, and the evolving landscape of equipment finance. They also reflect on industry involvement, the challenges and advantages of moving from a bank to an independent firm, and how technology and relationships drive success.
In this episode, Jesse talks with Julia about her work with the American Heart Association’s Go Red for Women campaign. Julia shares key facts on heart disease in women and discusses how the initiative raises awareness and supports women’s health at every stage of life.
In this Foundation Friday episode, Steve and Lisa share the story behind MAGIC—Making A Great Investment in Children. Inspired by personal adoption experiences, the nonprofit focuses on four pillars: foster care, education, health, and advocacy. They highlight how the equipment finance industry can support the cause through work, wisdom, and wealth.
In this Foundation Friday episode, Nancy shares how her company supports LaundryCares—a nonprofit focused on early childhood literacy. By transforming laundromats into reading-friendly spaces and offering free laundry days, the initiative brings books, bonding time, and essential support to underserved communities.
In this week’s Fireside Chat, Jesse welcomes Jenna. With a decade of experience in equipment finance—from frontline sales to CEO—Jenna shares her journey, insights on flexibility in leadership, the importance of customer advocacy, and why she believes in the power of outsourcing to elevate operational performance.
In this week’s Fireside Chat, Jesse sits down with Doug to explore the evolution of sales tax technology in equipment finance, the growing complexity of U.S. tax regulations, and how automation is helping companies stay compliant. Doug shares insights from his 25-year journey at Vertex, the global expansion of tax solutions, and how the shift to remote work and virtual meetings is transforming the sales process—without losing the importance of face-to-face relationships.
In the 100th episode of Fireside Chats with Jesse, Sheriff Mark Lamb joins Jesse for a candid conversation that steps outside the world of equipment finance. From his surprising path from pest control entrepreneur to law enforcement leader, to the power of personal branding, servant leadership, and the challenges of modern recruitment—Sheriff Lamb shares his unique perspective on building trust, staying true to your values, and creating an identity that resonates far beyond a uniform.
In this week’s fireside chat, James shares his journey from commercial banking and equipment leasing to leading a global captive finance company. He discusses the importance of strong mentorship, adapting to remote work while maintaining company culture, and the unique challenges of balancing in-person connections with virtual teams. James also reflects on the agility and focus that come with working in a captive finance environment dedicated to healthcare.
Join this week’s fireside chat with Lisa as they share their career journeys and experiences in the equipment finance industry. They discuss the importance of mentorship, networking at conferences, and how ELFA supports professional growth through education, volunteer opportunities, and new initiatives like the conference buddy program and career pathways. Discover how ELFA is evolving to help members at all stages build meaningful connections and advance their careers.
In this week’s fireside chat, Chris shares his journey building a mid-sized, customer-focused equipment finance business from the ground up. He discusses the importance of strategic partnerships, a focused market approach on mid-to-large ticket deals, and how outsourcing and collaboration have been key to scaling operations while maintaining strong client relationships.
In this week’s fireside chat, Jesse welcomes Jim to share insights from his impressive 40-year career in equipment finance. Jim takes us through his early days starting in collections, his experience growing truck financing businesses, and the challenges of launching Isuzu’s captive finance company in 2007 just before the financial crash. They also dive into how supply chain disruptions and the pandemic have impacted truck inventory, pricing, and customer financing, revealing what’s ahead for dealers and fleet operators in this evolving market.
In this week’s Fireside Chat, Jesse sits down with Bob to explore Bob’s four-decade career in equipment finance, his leadership philosophy, and the journey of launching Finova. They discuss the challenges of building a startup without legacy systems, the importance of company culture, and how hybrid work is shaping their team. Bob also shares insights on inspiring leadership, nurturing talent, and carving out a niche in the competitive equipment finance industry.
In this week’s chat, Vince shares his extensive equipment finance journey, insights on navigating industry challenges, and how Element has become North America’s leading full-service fleet management company — leveraging telematics and global reach to deliver innovative solutions.
In this week’s Fireside Chat, Charles shares his unique career path from politics to law, hedge funds, and investment banking, before finding his niche in equipment finance. He discusses building relationships from scratch, navigating industry shifts during the financial crisis, and Waffler’s strategic role investing across specialty finance, including a long-standing partnership with Somerset Capital Group.
In our first Foundation Friday, Jesse speaks with Peter and Tony who share how EPIC is transforming the lives of students with autism—focusing on community integration, communication, and employment—and how families like Tony’s have experienced life-changing progress through the school’s individualized approach.
In this week’s Fireside Chat, Jesse sits down with Cindy and Christy who share their career journeys, the evolution of Channel’s products, and how the team has scaled rapidly while preserving a strong culture and redefining how the industry approaches equipment finance and marketing.
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