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Executive Leadership & Entrepreneurship Fellow

Fellowship All branches

Website provided by the program.

At a glance

Open to
All branches
Format
In person
Length
151 - 180 days
Locations
1 location in Illinois
Job locations
Illinois
Career field
Installation, Maintenance, and Repair, Business and Financial Operations, Computer and Mathematical, Sales and Related, Management

About the program

A highly specialized track designed for personnel with an explicit goal of starting or acquiring a small business. All candidates will begin at Tier I to establish a baseline understanding of our specific entity structures and financial reporting before advancing to strategic functions. Advancement velocity is determined by the trainee's comprehension of applied business analytics.

Jobs this program prepares you for

Tier I: Business Analyst (Financial Literacy & Structure Focus)Target Profile: All incoming candidates.Training Focus: Entity structuring, P&L management, and capitalization.Responsibilities:-Review and analyze corporate entity structures (e.g., LLC vs. S-Corp).-Shadow the Owner in reviewing QuickBooks Online (QBO) to understand P&L statements, balance sheets, and cash flow.-Learn the mechanics of commercial capitalization, including SBA loan management and debt servicing.-Track basic Key Performance Indicators (KPIs) utilizing our operational tech stack.Tier II: Strategy & Growth Associate (Market Expansion Focus)Target Profile: Candidates demonstrating mastery of Tier I protocols.Training Focus: Market analysis, vendor negotiations, and asset acquisition diligence.Responsibilities:-Conduct due diligence on potential asset purchases utilizing data analytics (e.g., analyzing target companies' client lists).-Assist in negotiating terms with enterprise-level vendors and commercial insurance providers.-Draft internal growth initiatives and AI-assisted marketing strategies for existing operational units.-Evaluate local market trends to identify new service offerings or market expansions.Tier III: Executive Co-Pilot (Leadership & Execution Focus)Target Profile: Candidates demonstrating mastery of Tier II competencies.Training Focus: Total business management, executive decision-making, and entrepreneurial resilience.Responsibilities:-Operate directly alongside the CEO as a sounding board for high-level strategic pivots.-Take the lead on a specific, 30-day corporate initiative (e.g., launching a new marketing channel).-Experience the day-to-day realities of total business ownership, balancing field-level emergencies with high-level financial planning.-Finalize a comprehensive business plan for the trainee’s own future venture, peer-reviewed by the CEO.

Eligibility & prerequisites

Winfield, IL - This position requires frequent traveling to job-sites, HQ Office, partner locations, and commerce and networking events as necessary.

Locations & contacts

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How to apply

  1. Contact the provider using the website or email above. Ask about openings, start dates, and the application.
  2. Confirm eligibility. SkillBridge is generally for service members within 180 days of separation who have their command's approval.
  3. Get your unit commander's authorization following your branch's SkillBridge process. Start early; approvals take time.
  4. Read reviews from past participants on Rate My SkillBridge.

Policy details: official DoW SkillBridge site · our FAQ