When You’re Good at Everything, But Great at... What?
- Walt Kersey
- Jun 16
- 5 min read

I’ve worn a lot of hats over my career—operations, manufacturing, sales, project management, quality, marketing, and, believe it or not, IT. That range has made me a translator between teams, a fixer when things go sideways, and occasionally the guy who gets asked to fix the printer. And I know I’m not the only one. There are plenty of us out there— those who don’t fit a neat job title but can walk into a room and get traction fast. Being what many might call a "jack of all trades"—or more accurately, a generalist—comes with a unique mix of rewards and trade-offs.
The Ambiguity of Being a Generalist
When you possess skills across multiple domains, it's common to find yourself in roles that are reactionary rather than strategic. You become the "go-to" person—not necessarily because the position was designed for you, but because you can quickly understand and speak confidently to issues across functions. This often leads to being deployed where the business feels the most pressure, not where your long-term strengths can be cultivated.
This dynamic is well-documented. For example, job design research shows that generalists are often placed into undefined or temporary roles in fast-changing environments because their versatility makes them reliable problem solvers. However, this flexibility can also result in unclear career paths and diluted perceptions of expertise. A 2023 report by Emeritus notes that while generalists often enjoy higher job security, they face ambiguity in advancement and are more susceptible to burnout compared to specialists.
Ultimately, roles for generalists tend to shift with organizational winds rather than follow a defined professional trajectory—making it harder to climb a clearly structured ladder even when you're delivering high-impact results.
The Hidden Costs of Being the Versatile One
1. Undefined Career Path
Professionals like us rarely see a straightforward career ladder. While specialists have clear trajectories—each rung carefully defined—generalists frequently find themselves in roles created out of necessity. Organizations often deploy us as the "fixers," parachuting us into problems where clear cross-functional understanding is vital. However, these reactionary assignments can limit long-term growth because the roles tend to shift frequently, rarely building toward a single coherent career goal.
2. Diluted Perception of Expertise
Specialists gain recognition and authority through deep, focused expertise. On the other hand, generalists often struggle to communicate their value clearly. While broad knowledge is invaluable, it’s less tangible. As a result, colleagues may not readily acknowledge your insights because your expertise doesn't neatly fit into traditional categories.
3. The Constant Pivot
Frequently moving between roles and departments can make it challenging to build deep, lasting expertise in a single domain. Each pivot can feel like a reset, where you must prove yourself all over again. You often bear the burden of rapidly learning new contexts, nuances, and technologies. While intellectually stimulating, constant pivots can lead to burnout and frustration over time. Indeed, Emeritus notes generalists have “higher job certainty” due to their adaptability but warns they may risk burnout and diluted pay compared to specialists who command higher salaries and clear expertise.
The Strength of Versatility
Yet, for all its challenges, being a jack of all trades provides strategic advantages that often outweigh the drawbacks. Navigating multiple roles fosters a comprehensive understanding of the business ecosystem, enhancing communication, strategic insight, and adaptability.
Key Advantages of the Generalist Approach
1. Bridging Communication Gaps
One of the most significant advantages is improved communication. Sales and operations teams often speak different languages—figuratively and sometimes literally. Understanding both sides intimately enables you to act as a translator, clarifying misunderstandings before they escalate. This communication skill is highly valued and makes you indispensable during conflicts or challenging negotiations.
2. Holistic Strategic Insight
Having a background in multiple areas allows you to grasp the big picture. You can foresee operational bottlenecks from sales commitments or anticipate customer pushback from operational constraints. This perspective helps organizations avoid costly mistakes and enables proactive planning rather than reactive firefighting.
3. Adaptability and Resilience
Constantly shifting roles cultivate adaptability. Professionals comfortable with ambiguity can pivot quickly in response to market or organizational changes. IDEO U highlights research by David Epstein indicating that while specialists may advance early in their careers, generalists typically surpass them later, due to their broader and more adaptable skill set. This resilience makes generalists incredibly valuable in dynamic environments where rapid shifts are the norm.
Navigating the Generalist Career Path
Given both the positives and negatives, how can you effectively navigate this ambiguous career journey? Here are actionable strategies that I’ve found helpful:
Define Your Narrative
Create a cohesive story around your professional journey. Clearly articulate how each role contributed to a broader skill set that uniquely qualifies you for strategic roles requiring interdisciplinary knowledge. Your career narrative should highlight how your diverse experiences provide value rather than confusion.
Seek Strategic Rather Than Reactionary Roles
Whenever possible, aim for roles that intentionally leverage your dual strengths. Position yourself as an asset for cross-functional leadership or strategic planning roles. Seek responsibilities explicitly requiring someone who understands multiple business dimensions, ensuring your placement is strategic rather than ad-hoc.
Build a Network of Advocates
Find mentors and advocates who recognize and appreciate your broad skill set. These individuals can champion your capabilities and help position you for roles that align with your unique strengths. Advocacy is crucial when you don't neatly fit into predefined organizational categories.
Continuous Skill Refinement
Even as a generalist, find specific niches or projects within your broader skill set to develop deep expertise. While maintaining broad knowledge, becoming exceptionally proficient in select areas enhances your credibility and influence.
The Critical Question: Is It Worth It?
Ultimately, is being a generalist beneficial or detrimental to professional advancement? Academic and organizational studies confirm that cross-disciplinary collaboration—often enabled by generalists—drives innovation. Researchers with interdisciplinary backgrounds typically outperform specialists, especially concerning long-term impact and originality of work. My experience suggests the answer depends on your goals and the organization's culture.
In progressive, adaptable companies, your versatile skill set can be immensely valuable. You become the connective tissue facilitating fluid communication, strategic alignment, and effective problem-solving. Conversely, in rigid, hierarchical environments, a generalist may struggle to find recognition or clear career progression.
For those who resonate with this journey, the value of versatility lies in strategic positioning. Clearly define your role, leverage your strengths to fill unique niches, and ensure you advocate effectively for yourself. By doing so, you can turn ambiguity into opportunity.
Embracing Your Unique Journey
The path of a generalist is undeniably challenging. Yet, its rewards—in strategic perspective, adaptability, and communication prowess—are unmatched. While you may never fit neatly into a defined box, perhaps that’s precisely your strength. Embrace the complexity of your journey, shape your narrative, and continue to bridge the gaps that others cannot. Your career path might be unconventional, but its value is undeniable.
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