Best Story Wins How to Increase Brand ROI Through Scale, Speed, and Quality” with Dan Schwer of Rippling
Jan 2, 2026
56:57
Your brand isn’t losing to competitors, it’s getting flattened by “good enough.”
In a world where AI can generate passable B2B content in seconds, bland isn’t safe. It’s fatal.
In this episode, Dan Schwer of Rippling breaks down what brand actually looks like inside a 6.000-person SaaS company with a creative team of 15. We go straight at the uncomfortable stuff: why “brand vs. demand” is a lazy (and expensive) debate, how a brand refresh becomes a business lever (not a design hobby), and what it takes to keep quality high when the org is moving at startup speed and the pipeline still wants receipts.
If you’re still treating brand as the “pretty layer” on top of performance, this one’s going to sting — in a useful way.
We also cover:
In a world where AI can generate passable B2B content in seconds, bland isn’t safe. It’s fatal.
In this episode, Dan Schwer of Rippling breaks down what brand actually looks like inside a 6.000-person SaaS company with a creative team of 15. We go straight at the uncomfortable stuff: why “brand vs. demand” is a lazy (and expensive) debate, how a brand refresh becomes a business lever (not a design hobby), and what it takes to keep quality high when the org is moving at startup speed and the pipeline still wants receipts.
If you’re still treating brand as the “pretty layer” on top of performance, this one’s going to sting — in a useful way.
We also cover:
- Brand ROI without the fantasy math: Measuring impact through speed, scale, and craft.
- The “brand vs. demand” trap: Why the fight is fake — and what actually drives pipeline.
- Video as the new moat: Product launches, customer stories, and earning attention in B2B.
- AI won’t fix bad taste: Where AI helps, where it slows you down, and why judgment still wins.