

OOH …Here’s One Thing
by Jim Johnsen,
Managing Director, Johnsen, Fretty & Company
Bill Board: “Hey Jim, you got anything for me this Sunday?”
Me: “Bill B., I am really struggling for material this week. The industry has been observing the speed limit of late and there is not much to report. Outfront and Lamar reported strong quarters and deals are getting done…but we are definitely not partying like it’s 1999 (and if we are…please give me an address).”
Bill Board: “Why don’t you write about what you and Johnsen, Fretty do Jim?”
Me: “Are you shitting me? Wouldn’t that be a little self-serving, not to mention dry and lifeless Bill?”
….35 years in, so many sleepless nights, heart palpitations, a few good stories and an even smaller number of memorable closing parties…and shit, what do I do? A verifiable existential crisis, folks.
Have no fear though. ChatGPT to the rescue.
Me: What makes a good investment banker?
ChatGPT: A good investment banker is more than just a dealmaker — they’re a blend of strategist, analyst, communicator, and trusted advisor. The best investment bankers combine technical mastery, emotional intelligence, and strategic judgment to deliver value to clients and firms under high pressure (damn straight).
Here’s a breakdown of what truly distinguishes top performers:
🧠 1. Analytical and Technical Excellence
A great banker masters the fundamentals and applies them instinctively:
- Valuation skills: deep understanding of DCF, comparable company analysis, precedent transactions, and LBO modeling.
- Financial modeling: fast, accurate, and clean — can translate business stories into numbers and scenarios.
- Accounting and capital structure fluency: able to explain how decisions affect EPS, credit metrics, or enterprise value.
- Attention to detail: immaculate accuracy in pitch books, models, and term sheets — because credibility lives in precision.
💡 Why it matters: Clients and senior bankers must trust that your numbers are right and your insights are defensible.
🗣️ 2. Exceptional Communication Skills
Investment banking is a client service business, not just a finance one.
- Clear writing and storytelling: turn complex data into persuasive narratives in decks and memos.
- Executive presence: confidence without arrogance in meetings and negotiations.
- Listening: understanding the client’s real problem — strategic, personal, or political — often matters more than the technical answer.
💬 Top bankers are translators: they bridge finance, strategy, and human motives.
🧩 3. Strategic and Commercial Judgment
- “Big picture” vision: they can connect a client’s financials to its industry trajectory and competitive position.
- Deal intuition: understanding when to push, when to pause, and what structures unlock value.
- Negotiation tact: balancing firmness with diplomacy.
- Market awareness: continuously tracking macro trends, capital markets conditions, and investor sentiment.
🎯 They think like owners, not just intermediaries.
⚙️ 4. Work Ethic and Stamina
- Long hours, tight deadlines, and constant revisions are the norm — consistency under stress is non-negotiable.
- Top performers are reliable under pressure and maintain composure even when clients or colleagues don’t.
- They show grit: learning fast, bouncing back from errors, and staying curious despite exhaustion.
🤝 5. Relationship and Trust Building
- Clients entrust you with billion-dollar decisions — you must earn that trust through integrity and discretion.
- Great bankers cultivate relationships long before deals: they follow up, share insights, and stay relevant.
- Internally, they’re team players — analysts, associates, and MDs all rely on each other to deliver quality and meet deadlines.
🤝 People remember how you make them feel, not just the fee you earn.
🧭 6. Ethical Compass and Judgment
- They avoid shortcuts and manage conflicts of interest transparently.
- Ethical lapses destroy reputations faster than any financial misstep.
- They think long-term — every transaction is part of a decades-long career and client relationship.
🌱 7. Continuous Learning
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- Markets evolve, regulations shift, and new financing instruments emerge — the best bankers stay perpetual students.
- They read widely (economics, psychology, geopolitics) and cross-pollinate insights.
- They seek feedback, mentor others, and adapt to new deal structures or tech tools.
Existential crisis solved. ChatGPT just reminded me why my firm and I exist…at least professionally.
Hope I haven’t bored you to tears.
If nothing else, let this kick you into the week:
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Securities transacted through StillPoint Capital Member firm FINRA/SiPC


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