Turn your day job into a free MBA by seeking out colleagues in functions like finance, operations, and support. Asking how their jobs work—from purchase orders to customer collections—provides a holistic business understanding that makes you a more prepared and less intimidated founder.
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Before acquiring a company, the most valuable preparation is to work as a "right-hand person" to an existing small business owner. This apprenticeship provides crucial, ground-floor experience with the operational realities that financial models and spreadsheets completely miss.
To improve hiring decisions, founders should proactively meet top performers in roles they anticipate needing in 2-3 quarters. This isn't for immediate hiring but to build a mental model of excellence for that specific function and stage, which sharpens intuition when you do start recruiting.
To become a more effective leader with a holistic business view, deliberately seek experience across various interconnected functions like operations, marketing, and sales. This strategy prevents the narrow perspective that often limits specialized leaders, even if it requires taking lateral or junior roles to learn.
A new CEO’s first few months are best spent gathering unfiltered information directly from employees and customers across the business. Avoid the trap of sitting in an office listening to prepared presentations. Instead, actively listen in the field, then act decisively based on those firsthand insights.
In your first 90 days, resist the urge to be the expert. Instead, conduct a "listening tour" by treating the organization as a product you're researching. Ask questions to understand how work gets done, what success looks like, and what challenges exist at a systemic level.
Don't wait for a promotion or new job opening to grow. Proactively identify other teams' pain points and offer your expertise to help solve them. This proactive helpfulness builds relationships, demonstrates your value across the organization, and organically opens doors to new skills and responsibilities.
Intentionally raising your hand to join the hiring process at your day job provides critical "reps" in evaluating, hiring, and firing. This is a founder's superpower that's difficult to learn without direct experience, and a corporate role provides a safe environment to build this muscle.
The founder hired an experienced CEO and then rotated through leadership roles in different departments (brand, product, tech). This created a self-designed, high-stakes apprenticeship, allowing him to learn every facet of the business from experts before confidently retaking the CEO role.
The young founder hired an experienced executive who became a mentor and effectively his boss. He learned more from observing this leader's actions—how he interacted with people and approached problems—than from direct instruction. This demonstrates the power of learning through osmosis from seasoned operators.
Bypass C-suite gatekeepers by interviewing lower-level employees who experience the problem daily. Gather their stories and pain points. Then, use this internal "insight" to craft a highly relevant pitch for executives, showing them a problem their own team is facing that they are unaware of.
