EPISODE · Aug 25, 2026 · 1H 6M
The Information Gap Holding Equipment Dealers Back
from Heavy Hitters - Built to Last: Strategic Insights from the Trenches of Big Industry · host Jay Lucas
What if the amount and quality of industry information you consume could become a competitive advantage?In this episode of Heavy Hitters, host Jay Lucas sits down with Jon Rossi, founder of Digital Iron Group, to explore the growing power of media, data, and industry intelligence in heavy equipment.Jon shares his journey from dealership IT to entrepreneurship, including how he built a SaaS company that solved a practical communication problem for equipment dealers before eventually being acquired. After the acquisition, he returned to the industry with a new mission: make heavy equipment information easier to find, consume, and understand.The conversation explores why industry information remains fragmented and why Jon believes a centralized, searchable platform can help dealers, OEMs, investors, and technology companies make better decisions. They also discuss looking beyond your own brand, building reach through LinkedIn, and understanding buying decisions.The episode closes with AI. Jon explains why companies should not adopt AI simply because it is available, but should first understand the problem, build a business case, define ROI, and establish what success looks like.Key TakeawaysWhy media and data consumption can become a competitive differentiatorHow Jon's dealership IT experience shaped his entrepreneurial journeyThe customer problem that inspired his first SaaS companyWhat founders can experience after a successful acquisitionWhy heavy equipment remains relationship-drivenWhy industry information is still fragmentedHow Digital Iron Group brings media and data togetherWhy dealers and OEMs should look beyond their own brandsHow better information supports investors and technology companiesWhy AI should be evaluated through business cases and ROIIn This Episode:[00:00] Welcome to Heavy Hitters[01:42] Jon's path into heavy equipment[02:31] From dealership IT to entrepreneurship[06:06] Building a successful SaaS company[14:02] The impact of an acquisition[21:18] The industry's information gap[22:50] The case for centralized intelligence[34:04] Media vs. data[36:40] Helping investors and startups[44:31] Building an audience on LinkedIn[54:00] Understanding customers and decision-makers[01:02:52] The right conversation about AINotable Quotes[11:21] "The average service call took 8 minutes... that's 80 minutes in just phone time. That's really, it's a loss of productivity." — Jon Rossi[21:16] "Your word is your bond, so to speak." — Jon Rossi[26:19] "Every other industry that there's consolidation happening, people want a single channel. They don't want to go to all these different websites to try and figure out what's going on." — Jon Rossi[28:13] "I do believe that there is a need for a central solution to get your data from." — Jon Rossi[01:03:09] "You can't hold AI accountable. You hold people accountable." — Jon Rossi[01:04:19] "You're a bit of an industry lubricant. What you're providing should make the ease of transacting business in heavy equipment easier, with less friction, with less headwind." — Jay LucasOur GuestJon Rossi is the founder of Digital Iron Group, a new media and data platform on a mission to become the definitive source of information for the heavy equipment industry. Jon is a serial entrepreneur with deep experience at the intersection of equipment and technology. He spent a decade at a Komatsu dealership, where he rose from IT admin to Director of IT & Operations. He then founded a SaaS company designed to improve dealership-customer communication which was later acquired by a Fortune 100 OEM. Now, Jon is building Dig to aggregate industry news, data, and insights, providing a "Bloomberg-like" resource for dealers, OEMs, investors, and entrepreneurs.Resources and Links:Heavy Hitters PodcastLinkJay LucasWebsiteLinkedinJon RossiDigital Iron GroupLinkedIn
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The Information Gap Holding Equipment Dealers Back
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