Guest
Evan
1 indexed appearance on the show — Product Development, Paid Media, Retail & Wholesale, Finance & Exits, Retention & CX
Appearances
Takes from the episode
Extracted from the full conversation — a take may be the cowboys’ or the guest’s. The clip link settles it.
2026-07-01 Paid Media
Meta will never issue refunds for its own ad-serving bugs even as it keeps demanding advertisers keep spending.
Absolutely no refunds are coming from meta, ever. You're never going to get a refund ever. Ever.
▶ 18:25 2026-07-01 Retention & CX
Brands over-index on paid acquisition and should instead focus on radically expanding lifetime value and delight once a customer is already in the funnel.
I am saying that once folks get into your funnel, you should be able to radically expand the lifetime value of the relationships they have now.
▶ 1:19:05 2026-07-01 Product Development
Nike is missing a huge opportunity by not offering a made-in-USA limited-edition USMNT jersey tied to the team's World Cup knockout run.
WOULD SOMEBODY NOT PAY MORE FOR A made in the USA limited edition hotly available on the back of round of 32 Bosnia jersey? Me thinks that they would.
▶ 9:45 2026-07-01 Finance & Exits
Founders who visibly don't need VC money and push investors away end up attracting more capital and interest than those who chase it.
the more that you push them away, the more that they want you... We'll take this one from the sidelines. We're going to cheer from the sidelines.
▶ 35:45 2026-07-01 Retail & Wholesale
Physical in-store shopping still has real appeal even as anchor department stores like J.C. Penney collapse, and Shopify's buy-in-store tooling is a smart bridge for that.
I do think there is something delightful about shopping in store and even Shopify is innovating on this, allowing people on Shopify now to buy on store, your customer can simply
▶ 27:05 2026-07-01 Founder & Team
Ryan credits sheer stubborn persistence, not calculated grit, for surviving LensDirect's early years when failure was never treated as an option.
This was pure like I don't want to say grit. It was pure ignorance in a way. Failure was never an option. Never an option.
▶ 53:05