In this episode of the Canadian Entrepreneurs Podcast, Pat interviews Ben Estephan, founder and owner of Inhouse-Support Inc., a managed IT services provider helping businesses across Canada with cybersecurity, cloud infrastructure, IT support, and emerging technologies like AI.
Ben shares how he started his company in 2001 after recognizing that small businesses lacked access to the enterprise-level technology expertise he had developed throughout his career. He discusses balancing full-time employment while building his business, eventually transitioning to entrepreneurship full-time, and the lessons he learned through more than two decades of growth, challenges, and industry change.
The conversation explores the realities of building a technology company, the importance of hiring and mentoring young talent, navigating difficult business cycles, and adapting to major disruptions such as the COVID-19 pandemic. Ben also opens up about the mental and emotional challenges entrepreneurs face and why persistence, self-belief, and continuous learning remain critical for long-term success.
You’ll also learn:
- why believing in yourself is often the first step toward entrepreneurial success
- how to balance a full-time job while building a business on the side
- the importance of surrounding yourself with positive and supportive people
- why resilience and persistence matter during difficult business periods
- how mentorship and hands-on experience accelerate professional growth
- the value of adapting quickly when market conditions change
- why entrepreneurs must continue learning regardless of experience level
- how technology, cloud computing, cybersecurity, and AI are transforming modern businesses
This episode is ideal for entrepreneurs, business owners, technology professionals, and anyone considering starting a business who wants practical insights on perseverance, growth, leadership, and building a company that can adapt and thrive over the long term.
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