Bridging the Family 👨‍👩‍👦 Business Generation Gap: Practical Tech for Legacy Businesses

Bridging the Family 👨‍👩‍👦 Business Generation Gap: Practical Tech for Legacy Businesses

March 12, 2026 · 22 min · Episode 274

About this episode

This episode explores the challenge of introducing new technology into long established family businesses, focusing on emotional barriers and practical approaches to digital adoption.

How do you modernise a family business when the older generation resists change? This episode explores emotional barriers, trust, and a practical tiny pilot approach to digital adoption. Summary In this episode, I explore the challenge of introducing new technology into long established family businesses. Inspired by a LinkedIn post from Tony Harcourt, we unpack why tech resistance is often emotional, not practical. Key discussion points: The generational technology gap in family businesses Emotional drivers behind software resistance: identity, control, pride, risk Insights from Xero’s behavioural research on tech adoption Why trust and communication shape innovation success The “Tiny Pilot” method for low risk digital change Practical scripts to reduce defensiveness and build collaboration Handling common objections like “It’s too expensive” or “We’ve always done it this way” The role of external advisors in supporting family dynamics Key Takeaway: Successful technology adoption in family businesses is about protecting legacy while reducing friction. Start small, make it reversible, and focus on outcomes, not features. Contact details: Tony Harcourt…

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Mentioned in this episode

Products: Xero, WorkGuru

Books & works: Bridging the Family

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