Objectively Better Advertising Tips and Strategies

In this episode of the Up Arrow Podcast, William Harris sits down with Jess Chan and Rachyl Neidecker of Longplay Brands to discuss diagnosing e-commerce growth problems. They cover DTC brands’ costly misdiagnoses, lifecycle metrics that reveal root causes, and the difference between scaling revenue, profit, and enterprise value.

In this episode of the Up Arrow Podcast, William Harris chats with Chadwick Wilson, Co-founder and Chief Creative Officer of Ace Renegade Productions, about creating ads and content people remember. Chadwick shares why brands need emotionally resonant storytelling, how founder-led content builds trust, and what marketers can learn from viral ads by Manscaped, Peloton, Aviation Gin, and McDonald’s.

In this episode of the Up Arrow Podcast, William Harris chats with Logan Bird, President and CEO of Mephisto, about scaling premium brands without losing craftsmanship. Logan discusses product-market fit, omnichannel growth across retail and DTC, and leadership lessons from Japan and Zappos.

In this episode of the Up Arrow Podcast, William Harris chats with Brandi Dugal, Founder and CEO of The Fidget Game, about scaling through creative testing and whole-business measurement. Brandi shares how MER changed her Meta strategy, why authentic founder-led ads outperform polished UGC, and how gamified classroom insights shaped her product development.

In this episode of the Up Arrow Podcast, William Harris sits down with Rita Ainsworth, Human Potential Coach at Rita Ainsworth Coaching, to discuss how stress impacts decision-making and performance. Rita explains how nervous system states affect outcomes, why high performers fall into burnout cycles, and practical ways to regulate stress and think clearly under pressure.

In this episode of the Up Arrow Podcast, William Harris chats with Jay Steinfeld, Founder and former CEO of Blinds.com, about building a culture-driven company that scales effectively. Jay explains how personal challenges shaped his entrepreneurial mindset, the Four E’s framework for company culture, and the partnership strategy that helped position his company for acquisition.

In this episode of the Up Arrow Podcast, William Harris sits down with Jennifer Zick, Founder and CEO of Authentic, to discuss how growing companies can move beyond tactical marketing and build strategic marketing leadership. Jennifer explains why random acts of marketing happen in scaling businesses, the difference between tactical “little-m” and strategic “big-M” marketing, and how fractional CMOs align marketing with revenue and long-term growth.

In this episode of the Up Arrow Podcast, William Harris sits down with Jason Wong, Founder and CEO of Paking Duck, to discuss how packaging drives e-commerce growth. Jason explains why packaging is a revenue driver, how smarter structural design reduces shipping costs and damage, and the common mistakes founders make when optimizing purely for cost.

In this episode of the Up Arrow Podcast, William Harris chats with Nick Gray, former Founder and Owner of Museum Hack, about building meaningful relationships through intentional hosting. Nick explains his viral Tokyo stunt, the 15-22 person two-hour party formula, and his 24-hour reply-all tactic to spark post-event connections.