On The Entrepreneur's Journey

In this conversation, Jeff Helfgott, CEO of Boardroom Salon for Men, shares insights into his entrepreneurial journey, emphasizing the importance of values-driven leadership, navigating challenges post-COVID, and the success of a membership model in the upscale men's grooming industry. He discusses the strategic shift towards franchising as a growth strategy and outlines his vision for the next th...

In this conversation, Shauna Sweeney, founder and CEO of TenderCare, shares her journey from working in tech at Facebook to addressing the challenges of elder care. She discusses her personal experiences with caregiving, the transition to entrepreneurship, and the importance of building a mission-driven company. Shawna highlights the challenges faced in the elder care industry, the pivot towards e...

In this conversation, Dean Dovolis, founder and CEO of DJR Architecture, shares his journey of establishing a successful architecture firm rooted in community development. He discusses the importance of location, innovative approaches to urban agriculture, and the challenges of expanding from a local to a national footprint. Dean emphasizes the need for sustainable practices and the significance o...

In this conversation, Alex breaks down why effective teams aren’t built by processes alone - but by intentionally mapping the people doing the work. He explains how clear roles, consistent performance, and disciplined structure create efficient systems that still allow for collaboration and flexibility. What you’ll learn: Why mapping people is just as important as mapping processes How individual...

The conversation delves into strategic planning for business growth, focusing on setting ambitious targets and preparing for leadership transitions. The speaker emphasizes the importance of succession planning and risk management to ensure the company's stability and continuity. What Listeners Will Learn : How setting bold, measurable targets—like reaching $130M by 2028—drives organizational focus...

In this conversation, Simon Kay, CEO of Jaguar Freight, discusses the challenges and strategies in the logistics industry, particularly in the context of recent global disruptions. He emphasizes the importance of a resilient company culture, customer centricity, and the ability to adapt to changing trade environments. Simon shares insights on learning from setbacks, the significance of technology...

In this conversation, Peter and Brittni discuss the impact of Medicaid cuts on therapy services and the importance of diversifying offerings to meet community needs. They emphasize the need for creative solutions and maintaining a balance between insurance and self-pay options. What Listeners Will Learn * How Medicaid cuts are reshaping the landscape of therapy services * Why diversifying service...

The conversation explores the transformative impact of AI on various industries, particularly focusing on the potential for AI to replace or enhance business operations. It highlights the future of digital marketing in the face of AI advancements and the necessity for companies to adapt or risk obsolescence. What the audience will learn: --Growing broke: how fast growth can crush cash flow and wha...

In this episode of 'On the Entrepreneur's Journey', Peter Santry interviews Elyssa Goldstein, COO of Ram Law, who shares her unique journey from a music background to leading a personal injury law firm. The conversation covers her rise through the ranks, the challenges of operating a contingency-based law firm, the importance of case selection, and her vision for the future of the firm. Alyssa emp...

In this conversation, the speaker discusses the essential first steps for founders and their leadership teams as they consider their end game. The focus is on defining what the end game means in their terms, exploring various exit strategies, and understanding the different methods of transitioning ownership in a business. “What Listeners Will Learn” How to define your endgame and align business,...

In this episode of 'On the Entrepreneur's Journey', Chad Hammerly, President and COO of Human Active Technology, shares his unique career path from a Navy jet engine mechanic to leading a modern manufacturing company. He discusses the importance of military service in shaping his work ethic and leadership style, emphasizing the value of listening to employees and fostering a culture of integrity a...

In this episode, host Peter Santry sits down with Inaas Arabi, COO of Block & Associates Realty, to unpack the secrets behind scaling a successful property management business. From achieving operational excellence to fostering a powerful CEO-COO partnership, Inaas shares actionable insights on building systems that drive growth, empower teams, and maintain service quality. Discover how Block...

What the audience will learn from the podcast: --Scaling a discount retailer from 11 to 50 stores --How BJ and his CEO split responsibilities in the C-Suite --Import Tariffs and who is paying them so far --How vendor relationships are key to profits --how increases in the minimum wage have affected the business --Where discount retailing and Danice Stores is headed #businessgrowth #buisnessmanagem...

From this podcast the audience will learn: --Brandon's decision to make the leap from project manager in an unrelated business to CEO of SWF Industrial and how he managed the transition  --How he approached the CEO role from a position of being the least experienced person on the leadership team --How he choose his management style using vulnerability and listening --His biggest mistakes (and regr...

From this podcast the audience will learn: --The role of the COO at Ray Stone Incorporated and how she and the founder divided the roles and responsibilities in the C Suite. --What the Founder wanted from the COO Role. --Candice's leadership style and how it was informed by her Industrial Organization PhD. --How Candice leads her people.  --The state of the Real Estate market and the opportunities...

From this podcast the audience will learn: --Why Ryan started Baird Augustine and the unfulfilled need he saw in the marketplace --What makes Baird Augustine different and successful in the capital raising space. --How he went from 0 to 100 employees in 2.5 years and the challenges that presented. --How Ryan and his co-founder split their roles. --How Ryan's role has evolved since the founding. --...

What the audience will learn from the podcast:  --Jeremy's early successes, subsequent failures, and lessons learned the hard way --Jeremy's comeback: from living in his car to Firefighter to starting Murphy Door with no money or credit score --Murphy Door's brilliant customer financing strategy that provided the means to grow --Why his customers trusted him with their money up front --The hidden...

In this episode of On the Entrepreneur's Journey, Michael Kron shares his transition from a legal career to the world of real estate development. He discusses the growth of his multifamily business, his foray into commercial real estate, and the challenges of launching a private equity company. Michael emphasizes the importance of delegation and building a strong team to manage multiple ventures e...

This podcast is the story about how Matt Kassel and Edgewater Markets scaled from a start up in 2011 with 7-10 people to its current 149 people today in the ultracompetitive foreign exchange markets. --Matt tells of why he decided to leave a big bank to join a Fintech startup. --How Edgewater differentiated themselves in the market full of large competitors (major international banks) and how they...

In this episode of the Entrepreneur's Journey, Peter Santry interviews Tom Casey, the Founder and CEO of Old Sod Travel. From this podcast the audience will learn: --The Transition from financial services to an entrepeneur in a torally different industry, travel --How he selected the travel business and how his new business fit his lifestyle. --What problem Tom was solving with the Old Sod offerin...

In this episode of the Entrepreneur's Journey, Peter Santry interviews Mike Shorts, the new CEO of ITC Manufacturing. They discuss Mike's approach to leadership, the challenges of navigating the steel market, and the future vision for ITC in a rapidly changing manufacturing landscape. Key themes include the importance of listening and trust-building in leadership, the impact of tariffs on the stee...

Welcome to the this episode of On The Entrepreneur's Journey. This episode features Natalie Ruiz, CEO of Answer Connect and Anywhere Works, who shares her inspiring journey from starting as an employee to becoming a CEO From this podcast you will learn:  - How mentorship shaped Natalie’s growth from employee to CEO  - Why cultivating a culture of learning and sharing drives success  - The importan...

Welcome to the first episode of On The Entrepreneur's Journey featuring Mark Curtis! From this podcast you will learn: --Mark Curtis's entrepreneurial origin story with Splash Car Washes. --Scaling in the early years: bootstrapping. --after perfecting the model, the decision to replicate the concept. --Inevitable mistakes (no processes, poor site selection, the difficulty in replicating the proces...