Software Discovery
Project Planning Bot
A guided planning conversation that helps you figure out what the problem really is, what a sensible first version looks like, and whether custom software is even the right move.
Early-stage clarity
Useful when the challenge is still messy, half-formed, or buried under assumptions.
What makes this useful
Clarity first, software second
48-hour private session
Deep questioning
It asks follow-up questions, challenges assumptions, and digs into workflows, users, constraints, and trade-offs.
48-hour access
Access is email-gated. Your private planning link lasts 48 hours, so you can come back to the conversation while the idea is still fresh.
Clear boundaries
This is for software planning, not general chatbot use, code generation, or broad business coaching.
What it can do
- • Help you think through a software idea or process problem
- • Identify requirements, priorities, unknowns, and risks
- • Push back when your assumed solution does not match the problem
- • Turn messy thinking into a clearer brief Rupert can actually scope
What it cannot do
- • Replace a real discovery workshop when the situation is complex
- • Give exact pricing, exact timelines, or delivery guarantees
- • Build the software for you
- • Help much if the issue is not really software-related