Bridging the Family 👨‍👩‍👦 Business Generation Gap: Practical Tech for Legacy Businesses
12 March 2026

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

Accounting Apps Podcast

About

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: https://www.linkedin.com/in/tony-harcourt/


LinkedIn Post: https://www.linkedin.com/feed/update/urn:li:activity:7432901025231159296/


WorkGuru https://workguru.io/


Behavioural Research by Xero https://www.xero.com/au/media-releases/behavioural-research-by-xero-uncovers-barriers-for-au-small-businesses/ 


Accounting Apps newsletter: http://accountingapps.io/


Accounting Apps Mastermind: https://www.facebook.com/groups/XeroMasterMind


LinkedIn: https://www.linkedin.com/in/HeatherSmithAU/


YouTube Channel: https://www.youtube.com/ANISEConsulting


X: https://twitter.com/HeatherSmithAU