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Up In Your Business

Author: Jason Randall

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Up In Your Business with Jason Randall is a podcast for business leaders navigating the real challenges of running and growing a company.

Each episode dives into the issues that matter most to employers today—from HR and compliance to benefits, leadership, culture, and day-to-day operational decisions. The goal is simple: give you clear, practical insight you can actually use.

Hosted by Jason Randall, the show brings straightforward conversations, real-world perspectives, and expert guidance to help you make smarter decisions for your business and your people.

Whether you're scaling your team, managing change, or trying to stay ahead of what’s next, this podcast is built for you.
10 Episodes
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In this episode of Up In Your Business, we delve into why organizational culture is a strategic driver of business growth. I, Jason Randall, your host and Chief Growth Officer at Questco, am joined by Kim Diorio, Questco's Chief Product Officer, to explore the tangible impact of culture on enterprise value. We discuss how culture transcends perks and platitudes, becoming a system of decision-making that influences business durability and growth. Kim shares insights on how to maintain a strong culture amidst rapid expansion and the consequences of neglecting it, such as increased churn and reduced enterprise value. Learn how to institutionalize culture through explicit standards, decision logs, and effective onboarding to ensure your business thrives beyond individual contributions. Tune in for strategies to make culture a cornerstone of sustainable success.
In this episode of Up In Your Business, I delve into the critical role of customer experience as a growth strategy, revealing it as a hidden profit signal that business leaders can't afford to ignore. Joined by Questco's Chief Product Officer, Kim Diorio, we explore how customer experience is more than just a satisfaction score—it's a comprehensive journey that impacts retention, pricing power, and overall business value. We discuss the challenges of maintaining customer experience during rapid growth and the subtle early warning signs of deterioration. Kim shares insights on balancing sales growth with service capacity and emphasizes the importance of systemic solutions over quick fixes. Tune in to learn how to transform customer experience into a core economic driver for your business.
In this episode of Up In Your Business, I dive into the crucial topic of clarity in fast-growing businesses. Joined by Kim Diorio, Questco's Chief Product Officer, we explore why clarity often breaks first as companies expand. Many assume operations or hiring falter first, but we argue that losing a shared understanding of goals and priorities is the real culprit. We introduce the "Three Cs" framework: Clarity, Customer Experience, and Culture, and discuss the chaos, costs, and churn that follow when clarity erodes. We also share practical insights on maintaining clarity amidst growth, emphasizing the importance of clear priorities and effective communication. Join us to learn how to keep your business aligned and thriving.
In this episode of Up In Your Business, Jason Randall, Chief Growth Officer at Questco, dives into the world of Professional Employer Organizations (PEOs) with Brandon Hartsough, COO of Questco. They demystify what a PEO actually does and explore whether your business needs one. Brandon shares his extensive experience in the PEO industry, explaining how PEOs relieve businesses of administrative burdens, allowing them to focus on growth. We discuss the benefits of a PEO partnership, including compliance management, payroll, and benefits administration. Discover how PEOs provide a holistic solution, connecting payroll, HR, and benefits under one roof, and learn how they can transform your business by freeing up time and resources. Tune in to find out if a PEO is the right fit for your business.
In this episode of Up In Your Business, I sit down with Chris Whitney, our technology leader at Questco, to explore the transformative role of AI in the workplace. We discuss how AI can streamline operations, enhance productivity, and empower teams without the fluff often found in tech conversations. Chris shares a compelling real-world case study involving the development of an AI-driven chatbot named Beth, which drastically reduced response times for benefits inquiries, highlighting practical insights for business leaders. Tune in to gain clarity on how to implement AI effectively, manage change, and ensure your workforce is equipped to thrive in an AI-enhanced environment.
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