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How to Craft Your Essay for the Bolesky Leadership Scholarship

By Daur, ScholarshipTop founder and scholarship data reviewer

Reviewed by ScholarshipTop editorial review · Published Apr 15, 2026

ScholarshipTop editorial guide. Writing guidance does not guarantee eligibility, selection, or award payment.

Understanding the Prompt

Begin by thoroughly reviewing the scholarship prompt. The Edward '67 and Eileen Bolesky Leadership in Business Scholarship emphasizes leadership qualities in business contexts. Reflect on how your experiences align with this theme. Consider what leadership means to you and how it has shaped your educational and career aspirations.

Brainstorming Across the Four Buckets

Organize your thoughts into four material buckets to create a compelling narrative:

  • Background: Identify key experiences that have influenced your path. What personal or academic events have shaped your understanding of leadership?
  • Achievements: List specific accomplishments that demonstrate your leadership abilities. Use metrics or outcomes to illustrate your impact, such as leading a team project or initiating a community service program.
  • The Gap: Consider what you still need to learn or achieve. How will further study at Worcester State University help bridge this gap? Be specific about your goals.
  • Personality: Infuse your essay with personal anecdotes that reveal your values and character. What motivates you? What challenges have you overcome that showcase your resilience?

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Creating an Outline

Structure your essay logically. Start with an engaging introduction that sets the scene or presents a pivotal moment in your leadership journey. Follow this with sections dedicated to each of the four buckets, ensuring each paragraph has a clear focus. Conclude with a strong reflection on how the scholarship will help you achieve your future goals.

Drafting Voice and Style

Write in an active voice and maintain a confident tone. Avoid clichés and ensure your narrative is specific and detailed. Each paragraph should convey one main idea and transition smoothly to the next. Use concrete examples to illustrate your points, answering the “So what?” question in each section.

Revision and Reflection

After drafting, take a break before revising. Review your essay for clarity, coherence, and engagement. Ask yourself: Does each section contribute to the overall narrative? Have you effectively communicated your leadership qualities and future aspirations? Seek feedback from peers or mentors to gain additional perspectives.

Common Pitfalls to Avoid

Be mindful of these common mistakes:

  • Avoid vague statements about passion without evidence.
  • Do not use passive voice when an active subject exists.
  • Steer clear of bureaucratic language that lacks personal touch.
  • Never invent facts or experiences; authenticity is crucial.

Sources

FAQ

What is the main focus of the Bolesky Leadership Scholarship?
The Edward '67 and Eileen Bolesky Leadership in Business Scholarship is aimed at supporting students who demonstrate leadership qualities in business contexts at Worcester State University.
How can I effectively demonstrate my leadership experience in the essay?
Use specific examples from your background that highlight your leadership roles and the impact you've made. Include metrics or outcomes to substantiate your claims.
What should I include in the 'gap' section of my essay?
In the 'gap' section, discuss what skills or knowledge you still need to acquire and how the scholarship will help you achieve your educational and career goals.

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