Entrepreneurship: The Game of Business (Hard Mode)

I once heard Eric Thomas, the proclaimed #1 motivational speaker, explain entrepreneurship is one of the most poetic fashions. He stressed that failure is a significant part of the entrepreneurial journey. Entrepreneurs must be resilient and learn from their failures rather than be discouraged by them. His analogy involved the process of creating a diamond.

Just as diamonds are formed under extreme pressure and heat, entrepreneurs face intense challenges and stresses. These pressures are necessary to transform potential into success. Entrepreneurs, like diamonds, need to endure and withstand these tough conditions to emerge stronger and more valuable.


Here’s a gamified path for aspiring entrepreneurs, with varying levels of difficulty from beginner to master. This path assumes different starting points and includes stages to build skills, experience, and resources needed for successful entrepreneurship.

Level 1: Novice Entrepreneur (Beginner)

Pathway A: College Students

  • Task 1: Join an Entrepreneurship Club

    • Difficulty: Easy

    • Objective: Network with like-minded individuals, attend workshops, and participate in club activities.

    • Reward: Gain a basic understanding of entrepreneurship, and build an initial network.

  • Task 2: Take an Online Course on Entrepreneurship

    • Difficulty: Easy

    • Objective: Complete a course on platforms like Coursera or Udemy.

    • Reward: Learn the fundamentals of starting a business, business planning, and market research.

Pathway B: Corporate Professionals

  • Task 1: Attend Industry Conferences and Networking Events

    • Difficulty: Easy

    • Objective: Expand your network, and learn from industry leaders.

    • Reward: Develop connections and stay updated with industry trends.

  • Task 2: Enroll in an MBA Program (if not already completed)

    • Difficulty: Medium

    • Objective: Gain formal business education, and specialize in entrepreneurship.

    • Reward: Develop business acumen, strategic thinking, and leadership skills.

Level 2: Emerging Entrepreneur (Intermediate)

Pathway A: College Students

  • Task 1: Start a Small Campus Business

    • Difficulty: Medium

    • Objective: Identify a need on campus and start a small business (e.g., tutoring service, snack delivery).

    • Reward: Gain practical business experience, managing finances, and customer relationships.

  • Task 2: Participate in Startup Competitions

    • Difficulty: Medium

    • Objective: Join university or local startup competitions.

    • Reward: Receive feedback, gain exposure, and potentially win funding.

Pathway B: Corporate Professionals

  • Task 1: Launch a Side Project

    • Difficulty: Medium

    • Objective: Start a small side business or project related to your interest.

    • Reward: Test your business idea, and manage time and resources effectively.

  • Task 2: Mentor or Coach Junior Employees

    • Difficulty: Medium

    • Objective: Share your knowledge, and help others develop.

    • Reward: Improve leadership skills, and learn through teaching.

Level 3: Seasoned Entrepreneur (Advanced)

Pathway A: College Students

  • Task 1: Secure an Internship at a Startup

    • Difficulty: Medium

    • Objective: Gain firsthand experience in a startup environment.

    • Reward: Understand the daily challenges and dynamics of a startup.

  • Task 2: Create a Business Plan and Seek Seed Funding

    • Difficulty: Hard

    • Objective: Develop a detailed business plan, pitch to investors, or apply for grants.

    • Reward: Obtain initial funding, and move from idea to execution.

Pathway B: Corporate Professionals

  • Task 1: Transition to a Startup Role

    • Difficulty: Hard

    • Objective: Join a startup in a key role (e.g., product manager, business development).

    • Reward: Experience the startup culture, and take on more responsibility.

  • Task 2: Conduct Market Research and Develop a Business Model

    • Difficulty: Hard

    • Objective: Identify a market gap, and create a sustainable business model.

    • Reward: Validate your business idea, and prepare for launch.

Level 4: Proficient Entrepreneur (Expert)

Pathway A: College Students

  • Task 1: Launch a Startup Post-Graduation

    • Difficulty: Hard

    • Objective: Commit to your business full-time after graduation.

    • Reward: Bring your business idea to life, and scale operations.

  • Task 2: Apply for Incubators or Accelerators

    • Difficulty: Hard

    • Objective: Get accepted into an incubator or accelerator program.

    • Reward: Receive mentorship, resources, and funding to grow your business.

Pathway B: Corporate Professionals

  • Task 1: Leave Your Corporate Job to Focus on Your Startup

    • Difficulty: Hard

    • Objective: Transition from corporate to entrepreneurship full-time.

    • Reward: Fully commit to your business, increase chances of success.

  • Task 2: Build a Strong Advisory Board

    • Difficulty: Hard

    • Objective: Assemble a team of experienced advisors.

    • Reward: Gain strategic insights, and improve decision-making.

Level 5: Master Entrepreneur (Master)

Pathway A: College Students and Corporate Professionals

  • Task 1: Scale Your Business Nationally or Internationally

    • Difficulty: Master

    • Objective: Expand your business beyond the local market.

    • Reward: Grow your brand, and increase revenue streams.

  • Task 2: Seek Venture Capital Funding

    • Difficulty: Master

    • Objective: Raise significant capital to accelerate growth.

    • Reward: Secure resources for rapid expansion, and gain industry recognition.

  • Task 3: Become a Thought Leader in Your Industry

    • Difficulty: Master

    • Objective: Publish articles, speak at conferences, and mentor other entrepreneurs.

    • Reward: Build your brand, and influence industry trends.

  • Task 4: Aim for an IPO or Major Acquisition

    • Difficulty: Master

    • Objective: Take your company public or seek acquisition by a larger entity.

    • Reward: Achieve a significant financial milestone, and create long-term wealth.


Pitch Play Co.'s Next Level Coaching is the best choice for aspiring and seasoned entrepreneurs alike due to our personalized approach, experienced coaches, comprehensive support, proven methodologies, robust network, measurable results, client-centric focus, and flexible accessibility.

Seeking coaching can be beneficial at various stages of the entrepreneurial journey, and the appropriate level depends on the individual's specific needs and circumstances. Here's a breakdown of when coaching can be most effective at different levels:

Level 1: Novice Entrepreneur (Beginner)

When to Seek Coaching:

  • Situational Need: If you're struggling with understanding the basics of entrepreneurship or need guidance on where to start.

  • Benefits: Coaching at this stage can provide foundational knowledge, help clarify goals, and build initial confidence.

Level 2: Emerging Entrepreneur (Intermediate)

When to Seek Coaching:

  • Situational Need: When launching your first small business or side project, or participating in startup competitions.

  • Benefits: Coaching can assist with practical aspects of running a business, refining business ideas, and developing a business plan. It can also help in navigating the early challenges of entrepreneurship.

Level 3: Seasoned Entrepreneur (Advanced)

When to Seek Coaching:

  • Situational Need: When transitioning from a corporate role to a startup, securing funding, or scaling a side project.

  • Benefits: Coaching can provide strategic advice, help with market research, and offer support in developing a sustainable business model. It can also assist in leadership development and managing growing business operations.

Level 4: Proficient Entrepreneur (Expert)

When to Seek Coaching:

  • Situational Need: When preparing for major milestones such as securing seed funding, joining an incubator or accelerator, or launching a startup full-time.

  • Benefits: Coaching at this level can offer advanced strategic insights, connect you with valuable networks, and provide mentorship in scaling and managing larger operations.

Level 5: Master Entrepreneur (Master)

When to Seek Coaching:

  • Situational Need: When scaling nationally or internationally, seeking venture capital funding, or preparing for an IPO or major acquisition.

  • Benefits: Coaching can provide high-level strategic advice, support in complex decision-making, and offer guidance in maintaining business growth and sustainability. It can also help with personal development as a thought leader in the industry.

Are you ready to master the game of business?

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