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Kaihan Krippendorff takes a left turn off a straight road to discover the benefits of not planning as a fundamental benefit to innovation.

Twenty years ago, long before we had children, my wife and I decided to spend Valentine’s Day weekend in Tuscany. We were living just a two-hour flight away in London at the time, so leaving on a Friday and returning on a Monday would still mean two days and three nights of rolling hills, wineries, and amazing cuisine.

We booked our flights and rented a car, but our search for a hotel revealed nothing really inspiring within our budget. We narrowed our choices down to a property a little larger than a bed-and-breakfast on the outskirts of Lucca. But we still felt it was a “plan B,” our fallback plan.

We had dreamed of a hotel that would be truly memorable, not necessarily luxurious, but that would give us an authentic and memorable experience of the Italian countryside. So we set out, without confirmed accommodations, in the hopes of stumbling upon our ‘plan A.’

In this article, Kaihan explains:

• The limitations of data to predict outcomes
• The benefits of flipping your mindset
• Engineering luck
• Discovering Plan A

Read the full article, For 2020, Consider  the Wisdom of not Planning, on Kaihan’s blog.