Jim Penman, founder of Jim’s Group, joins the Whatever It Takes podcast for a candid conversation on growing from a one-man lawn mowing operation to over 5,500 franchisees. Jim shares lessons on selling without selling, screening franchisees for success, and why ethics are non-negotiable in business.

The discussion also dives into networking, AI’s role in franchising, and Jim’s unfiltered views on Australia’s housing crisis and why he’s considering a run for Victorian State Parliament.Timestamps:0:00 – Jim considers running for Victorian upper house over housing crisis0:18 – Introduction to Jim Penman and Jim’s Group1:39 – From PhD student to full-time lawn mowing3:52 – Facing competition from VIP and launching Jim’s Mowing franchise5:26 – Growth from 1 to 5,500 franchisees6:31 – Expanding into other service divisions7:52 – Early fears about brand transfer and the birth of Jim’s Cleaning8:59 – Selling by focusing on the other person’s needs13:05 – Why saying “no” can grow your business17:02 – Screening franchisees for suitability20:19 – Red flags and deal-breakers when onboarding21:43 – How screening actually fuels growth23:40 – Granting vs selling a franchise24:09 – Jim’s Group training program and onboarding process25:50 – Measuring and improving training impact27:50 – Networking’s role in franchise success29:47 – New and emerging divisions within Jim’s Group34:03 – Using humor and social media to humanize the brand35:18 – Embracing AI with “Digital Jim”36:40 – Potential for digital-focused divisions37:05 – Jim’s candid take on government support for small business39:53 – Why franchising regulations fail franchisees42:38 – The real estate crisis: zoning, supply, and affordability46:41 – How policy drives homelessness and inequality48:09 – Town planning failures in Sydney and Melbourne50:55 – Personal impacts of housing scarcity52:25 – Final thoughts on entrepreneurship and legacy