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Business: Funding Strategies to Go the Distance

· 16 min read
AI Playbook author

Raising money is like sex, relationships, and money itself: people want to know about it, few talk openly about it, and it can get unnecessarily complicated. It need not. The real work is deciding whether you should raise at all — then building a trajectory that keeps you funded until the company can stand on its own.

Business: Hiring and Team Building

· 16 min read
AI Playbook author

You are what you hire. Every person is a Lego block in the company you are building — additive or dilutive. There is no sideline version of this sport.

Hiring is the number-one practical challenge startups report: not only finding the right people, but making sure those hires stick. A “great” resume that leaves in six months was never the right fit — and the cost of that mistake compounds fast when you are five people and just lost 20% of the company.

Business: Roadmap to Success

· 13 min read
AI Playbook author

Frameworks are not answers. They are a basis on which to ask better questions — and to take action without feeling stuck.

If you know where you start (value proposition) and where you are headed (vision), the work in between is a roadmap: a series of dots you fill in as you take risk out of the venture and put value in. You cannot connect those dots looking forward — Steve Jobs was right — but if you do not know where you are going, any road will get you there.

Business: Value Proposition

· 12 min read
AI Playbook author

One of the hardest early challenges is deciding whether an idea is worth building a business around. A sharp value proposition is how you answer that — qualitatively first, then quantitatively — before you plough into product and go-to-market.