Do you think founders should share failures in real-time?

I go back and forth on this a lot.

As someone working on branding myself online as I build, I’ve shared some missteps as they happened: marketing experiments that went nowhere, outreach that genuinely just flopped and weirdly, those posts got way more engagement than when I only shared “wins.”

It almost felt like people related more when things weren’t polished. At the same time, there’s always that voice in your head: am I making us look lost? Am I branding the company as failure-prone instead of ambitious? I’ve seen both sides: the honesty building trust, but also the silence making the brand look cleaner.

I'm curious where you land on this.

Do you think showing the messy middle helps the long-term, or does it blur the line between transparency and just oversharing?