Gergana Georgieva
21 Nov
3 mins read
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Estimating the Unestimatable: Project Planning for Innovation
The Innovation Planning Paradox
Traditional project management assumes we know what we're building. Innovation projects laugh at this assumption. We need to plan the unplannable while keeping stakeholders confident and teams motivated. It's a delicate balance between structure and flexibility.
Start With What You Actually Know
Believe it or not, you know more than you think. Break down your project into knowns versus unknowns. That amazing new AI feature? Unknown. The user authentication system it'll need? Known. Start mapping these out, creating islands of certainty in your sea of uncertainty.
Even in uncharted territory, some parts of your journey will resemble past projects. Use these reference points wisely, but remember: past performance doesn't guarantee future results, especially in innovation.
The "Unknown Unknowns" Strategy
Remember that first estimate you made? Triple it. Now add some buffer. No, more buffer. Innovation projects are like icebergs – there's always more below the surface than you initially see.
Create clear checkpoints along your journey:
Weekly validation points to catch issues early
Monthly go/no-go decisions to maintain direction
Quarterly strategy reviews to ensure you're still solving the right problem
Communication That Actually Works
Stakeholders want certainty. Teams want clarity. You're standing in the middle with a magic trick: how to be honest about uncertainty while maintaining confidence.
The secret? Ranges and regular updates. "This phase will take 2-4 months" is better than "exactly 3 months." It's honest and gives you room to maneuver. Back this up with weekly progress updates focused on learning and validation rather than just task completion.
Practical Tools for the Real World
Time-boxing is your friend. Set clear boundaries for exploration: "We'll spend two weeks investigating this approach. After that, we either continue or pivot." This prevents endless research cycles and keeps momentum going.
The MVP (Minimum Viable Product) approach isn't just startup jargon – it's your safety net. Build incrementally, validate assumptions early, and keep multiple options open. Your first solution probably won't be your final solution, and that's okay.
When Things Go Wrong (And They Will)
Having a backup plan isn't pessimistic – it's professional. Document what you learn from each setback. These lessons are often more valuable than immediate success. When you need to adjust course (and you will), do it decisively but calmly.
The Reality Check
If your estimates are always right, you're probably not innovating enough. The goal isn't perfect prediction – it's creating a framework that can absorb uncertainty while keeping everyone sane and moving forward.
Remember: It's okay to say "I don't know yet" as long as you follow it with "and here's how we'll figure it out."