- Scott Galloway’s first job in investment banking at Morgan Stanley was an experience he hated and felt he was terrible at, leaving after about two and a half years.
- Despite the misery, he views banking as elite early-career training that built attention to detail, stamina under pressure, and clarity about work-environment fit.
- His struggles highlighted a cultural and personality mismatch with big-firm finance, exposing how insecurity and hierarchical norms can erode confidence.
- By leaving banking, testing other fields, and doubling down where he had talent, Galloway models an experiment-driven, talent-over-passion approach to career building.
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Scott Galloway’s reflection on his investment banking tenure offers valuable lessons for early-career professionals, talent leaders, and firms. Though he loathed the role and recognized it was not where he excelled, he frames it as foundational training that endowed him with transferable skills—precision, durability under stress, and a sharp sense of whether a work environment aligned with his preferences and personality [3][6].
From the point of view of talent development, Galloway’s case underscores the importance of early exposure to demanding environments—not to cement people there, but to clarify fit, spark self-awareness, and reveal latent capacities. It also lends weight to advising young professionals to test multiple domains rather than betting everything on passion or early prestige [2][9].
Culturally, investment banking remains a standard benchmark of rigor and status—but it can exact steep psychological cost. Galloway’s commentary that he was emotionally distressed, felt incompetent, and uncomfortable in large organizations signals the implicit cultural pressures in banking that may drive attrition among those who don’t ‘connect’ with its norms—norms which reward confidence, assertiveness, and composure over vulnerability or curiosity [4][6].
Strategically, this has implications for firms’ recruiting, onboarding, and retention practices. Better shepherding of junior staff—mentorship, psychological safety, clarity of expectations, flexibility in roles—could both improve human capital outcomes and reduce wear and tear. From a career-planning perspective, Galloway’s experimentative mindset—leaving banking, trying various fields until finding where one fits best—serves as a model for a more dynamic, less linear approach to career success.
Open questions: What traits or indicators best predict whether someone will thrive in high-pressure finance roles? How can firms structure early-career rotations or feedback to reduce mismatch? What is the cost (financial, emotional) to workers like Galloway who “muscle through” early career misfit? And to what extent should culture within banking evolve to retain broader diversity—not just in background, but in temperament and working style?
Supporting Notes
- Galloway’s first job after college was in investment banking at Morgan Stanley—he said he “hated it” and acknowledged he was “terrible at it.” He quit after roughly two and a half years and even moved back in with his mother while unemployed [2][6].
- Despite his negative experience, he credits banking with teaching him critical skills: attention to detail (e.g. reading prospectuses thoroughly), ability to endure pressure, manage expectations, and operate within large organizations [3][4][6].
- He reflects on being ill-suited for big-corporate norms—“too insecure”; in meetings he thought superiors were talking about him; lacking patience or maturity to accept the status hierarchy and uncertainties that came with the job [4].
- After leaving investment banking, Galloway received feedback on what he was good at versus what he was not—eventually finding success with consulting, founding his strategy firm Profit (later sold for US$33 million), academia, and media ventures [2][9].
- He contrasts “talent over passion” strategy: instead of following a passion he didn’t have or struggling in fields he wasn’t suited for, he tried many areas to see where feedback and performance aligned, then invested deeply in that [2][9].
Sources
- [1] www.wsj.com (The Wall Street Journal) — 2025-12-02
- [2] www.iheart.com (On Purpose with Jay Shetty) — 2025-mid
- [3] cafe.com (CAFE.com) — 2025-approx.
- [4] lilys.ai (Lilys.ai transcript aggregator) — 2025
- [5] podscripts.co (PodScripts.co) — 2025
- [6] www.mfmvault.com (MFM Vault) — 2025