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So, you want to be a CEO?

So, you want to be a CEO?

avtges
April 15, 2025
reddit

I used to post here occasionally with business advice. But it turns out most of you in this sub have a dream, but seemingly no execution. You want to be rich sure, but without understanding what it takes to be a founder, run a startup, create a team around an idea and a strategy, and push them to their limits without burning them out, to win in a market that's never heard of you - not to mention the pressures on your personal life.

So, I'm going to post a new game called, "So, You Want to Be A CEO?"

The game:

  1. Each week I will post a reasonably complex challenge that a startup founder has to overcome, between inception of the company until it goes bust or series A.
  2. You respond with your best course of action - that is, what would you do in the situation provided?
  3. YOU DON’T HAVE TO DO THE WORK!

The rules:

  1. One response per person
  2. Your upvotes are your score for the week
    1. I will track them in the OP
    2. Scores are calculated on the Friday of that week
  3. You must answer the prompt completely, if you don't you lose half your points earned that week.
    1. ChatGPT is allowed, but it may not provide sufficient advice to win the game

Prompt 1: "Boomerang"

You are an HR executive turned entrepreneur. You have identified a significant issue: professionals over the age of 55 are struggling to re-enter the workforce and you also believe corporations are missing out on a wealth of institutional knowledge in retirement. You believe you can help solve this problem by creating Boomerang, a platform dedicated to empowering these individuals and corporate partners by connecting them with the best candidates aged 55 and older.

Objective: Your goal is to validate your concept, develop a Minimum Viable Product (MVP), and balance your personal responsibilities while laying the foundation for Boomerang’s success.

This Week's Key Challenges and Decisions:

1. Market Research

  • Challenge 1: You need to validate the market need for Boomerang. This involves understanding the pain points of older job seekers and potential employers.
    • This will take 4 days (non-sequential)
    • How do you get started?

2. Developing an MVP

  • Challenge 2: With limited resources, you need to create an MVP that effectively demonstrates Boomerang’s value.
    • This will take 2 days.
    • Can be combined with other challenges.
    • How do you get started?

3. Dealing with Personal Health Issues

  • Challenge 3: Your doctor mentioned your bloodwork is irregular, but can't pinpoint the cause. They recommend you see a specialist before Friday.
    • This will take 1 day.

Give it a shot! There's no right answer, just answer what your plan to do and try to optimize the use of your time to the best of your ability.

EDIT:

Scoreboard (I realize now the top post generally gets the most upvotes, so I may change the points system):

  • u/conscious_border3019 - 22
  • u/inBoulderForSummer - 4
  • u/that_whey-or-the-lee - 3
  • u/AgencySaas - 3
  • u/Gold-Ad-8211 - 2
  • u/93024662 - 2
  • u/DeusExBam - 2
  • u/njm19920 - 2
  • u/SilentEconomist9265 - 2
  • u/ai_servant - 2
  • u/Background-Term2759 - 2
  • u/Insane_squirrel - 2
  • u/kiss_thechef - 2
  • u/codeyman2 - 2
  • u/Xentoxus - 2
  • u/Long_Complex_4395 - 2

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