How Speaking 'Investment Banking' Nearly Killed A Field Service Business
What an ex-banker learned about credibility, humility, and the limits of smart language. redacted“I keep saying things that make perfect sense to me, but they look at me like I’m speaking a foreign language.” This confession came about an hour into my coaching call with a client who’s 55 days into owning a field service business. He’d spent his career in investment banking before deciding to buy and operate his own company. While he’d anticipated many challenges in this transition, the communication gap caught him completely off guard. As he described his situation, I nodded in recognition. I’ve seen this movie before: smart, accomplished professionals who discover that the language and mental models that served them well in their previous careers become barriers in new contexts. When Strengths Become Weaknesses My advisee’s analytical mind and financial expertise were tremendous assets during the acquisition process. He scrutinized the numbers, built sophisticated models, and negotiated terms precisely. His investment banking background provided the tools to buy a business successfully. Then came day one of operations. “I started talking about optimizing cash flow and modernizing data collection processes,” he told me, “and I might as well have been reciting poetry in Latin.” It wasn’t that his ideas were wrong. Many of his instincts about operational improvements were spot-on. The problem wasn’t the content. It was the packaging. The communication style that earned him respect in boardrooms and investment committees was creating distance between him and his new team. Terms like “optimization,” “leverage,” and “KPIs” that were common in his former role were alien in the practical, hands-on culture of his field service business. The Tyranny of Knowledge There’s a cognitive bias psychologists call the “curse of knowledge” - once we know something, we find it hard to imagine what it was like not knowing it. This curse becomes potent when we’ve spent years or decades in specialized fields with their own terminology, assumptions, and mental models. My client was experiencing this curse in real time. Concepts that seemed self-evident to him were anything but obvious to his team. “I assumed everyone knew what a CRM system was,” he admitted with a self-deprecating smile. “I kept talking about implementing one until someone asked if it was a new tool for the service vans.” This misunderstanding wasn’t due to his team’s lack of intelligence... quite the contrary. They were skilled professionals with deep industry knowledge. But their expertise existed in a different domain, with its own language and frameworks. The realization hit him hard: “I’m not just learning to run a new business; I’m learning to speak a new language.” The Breakthrough: Translation, Not Transformation The turning point in our conversation came when we reframed the challenge. My client didn’t need to transform himself or abandon his expertise. He needed to become a skilled translator between two professional worlds. “The moment I stopped trying to make them think like investment bankers and started thinking about how to make i-banking concepts useful to them, everything shifted,” he told me. This wasn’t about dumbing down his ideas; it was about making them accessible and relevant. We developed a simple translation framework that changed how he approached every conversation: Start with shared problems, not sophisticated solutions. Instead of announcing “we need to implement a CRM system,” he began asking: “How do we make sure we never lose track of a customer’s service history or forget to follow up on a quote?” This grounded the conversation in concerns everyone understood. Replace abstract terms with concrete scenarios. His “optimization” became “finding ways to serve more customers in a day without rushing.” “Leveraging existing customer base” became “offering additional services to customers who already trust us.” Ask before explaining. “I started leading with questions like ‘How do you currently keep track of customer information?’ before suggesting changes,” he said. “Sometimes I discovered they had effective systems, just different terminology.” But the most powerful shift was personal: he stopped hiding his ignorance. “I spent the first month trying to hide how much I didn’t know about field service operations,” he confessed. “I was afraid it would undermine my credibility. But the moment I started openly asking ‘Can you help me understand how this works?’ everything changed.” Unexpected Resistance Not everything went smoothly. Three weeks into his translation efforts, my client faced unexpected resistance from his dispatcher, Maria, who’d been with the company for fifteen years. “She kept saying ‘we’ve always done it this way’ every time I suggested improvements,” he told me, frustration creeping into his voice. “I couldn’t figure out what I was doing wrong. I was using concrete examples, asking questions first, showing respect for their expertise.” The breakthrough came during a conversation about scheduling efficiency. Maria exploded: “You keep asking me to explain how I do my job like I’m some kind of training manual. I know you think we’re doing everything wrong, but this business was successful before you got here.” My client realized his translation efforts, while well-intentioned, felt like interrogation to someone who’d never been questioned about her methods before. “I had to completely change my approach with Maria,” he explained. “Instead of asking her to explain her systems, I started asking her to teach me the things she thought I should know to be a better owner.” The shift from “explain your job” to “teach me to be better” transformed their relationship. Maria went from defensive to collaborative almost overnight. “Now she comes to me with problems I didn’t even know existed. Last week she suggested a change to our invoicing process that will save us about three hours a week.” The Revelation: Your Background Is an Asset, Not a Liability The key insight from our conversation wasn’t about communication techniques. It was about perspective. My client initially saw his investment banking background as something to downplay or overcome in his new role. “I was trying to hide where I came from,” he reflected. “I thought my background would create distance.” Through thoughtful translation work, he discovered that his unique perspective was valuable. He brought analytical tools and strategic thinking that complemented his team’s operational expertise. The key wasn’t to abandon his background but to make it accessible and relevant. “Now I present my background as a different set of tools we can add to our collective toolbox,” he explained. “Not better tools, just different ones that might be useful in certain situations.” The Unexpected Outcome Six months later, my client called with an update. The communication work had yielded an unexpected benefit: his team was teaching him things about the business that the previous owner never understood. “Maria showed me that our biggest competitor consistently underbids projects because they don’t account for travel time between certain neighborhoods,” he told me. “She’d noticed this pattern for years but never mentioned it to the previous owner because he never asked.” Armed with this insight and his analytical background, my client developed a dispatch and pricing strategy that profitably captured jobs their competitor was losing money on. Revenue increased significantly in the following quarter. “The translation work wasn’t just about me communicating better,” he realized. “It was about creating a culture where everyone’s expertise could surface and combine.” His investment banking background hadn’t been a liability to overcome. It was a catalyst for unlocking value that was waiting to be unlocked through better communication. This is the promise of effective translation between professional worlds: not just mutual understanding, but the hybrid insights that emerge when different expertise connect.