Right About Now - Legendary Business Advice

Ryan Alford sits down with Anya Cheng, founder and CEO of Taelor, for a conversation about AI, commerce, branding, and why data is becoming the defining advantage in the next generation of startups. Anya shares how she identified a real customer problem inside fashion and style, why most men do not actually want to shop, and how Taelor was built to remove friction through a mix of AI, logistics, and human styling support.
Ryan and Anya also dig into the balance between brand and performance marketing, the changing role of SEO in a ChatGPT world, and why founders should be thinking less about building models and more about owning differentiated data. The episode becomes a bigger discussion about business moats, customer behavior, and how the most valuable AI companies may come from industries that do not look flashy at first glance.
They close with a sharp look at live shopping, social commerce, and where Anya believes U.S. consumer behavior is headed next. It is a useful listen for entrepreneurs trying to separate what is durable in AI from what is just noise.
Topics Covered
How Anya Cheng went from major tech companies to founding Taelor
Why solving the right problem is more important than building the right feature
The role of AI and human stylists in modern commerce
Why unique data is more valuable than generic model access
Branding, performance marketing, and the purchase funnel
ChatGPT SEO and the rise of answer-based discovery
Live shopping and why U.S. commerce behavior still lags Asia
Ryan Alford and Anya Cheng on defensible AI business strategy
Links
Right About Now
https://www.ryanisright.com/
https://podcasts.apple.com/us/podcast/right-about-now-legendary-business-advice/id1346054199
https://www.youtube.com/@RightAboutNowwithRyanAlford
Ryan Alford
https://www.ryanalford.com/
https://www.instagram.com/ryanalford/
Anya Cheng / Taelor
https://taelor.style/
https://www.linkedin.com/in/anyacheng/

Ryan Alford talks with Jason Feifer about what it really takes to build a durable career in a world that keeps changing faster than people expect. Jason explains why he stopped waiting to be discovered, why every path carries risk, and why adaptability is often the trait that separates the people who keep growing from the people who quietly get left behind.
The conversation also digs into storytelling, audience psychology, and what makes content genuinely useful instead of just self-congratulatory. Jason shares how he thinks about serving an audience, why he prefers problem-solving stories over simple success stories, and how that mindset has shaped his work at Entrepreneur and on Build for Tomorrow.
By the end, the episode becomes a bigger conversation about how to think long term without becoming rigid, how to stay useful in changing markets, and how to recognize that every decision carries risk whether you move or stay put. It is a thoughtful listen for anyone building a business, a brand, or a career that has to evolve over time.
Topics Covered
Why waiting to be chosen is a losing strategy
What Jason Feifer learned from starting at a tiny local paper
Why every career path carries risk
How self-limiting plans close off better opportunities
The audience-first framework for stronger storytelling
Why problem-solving stories outperform generic success stories
The four phases of change from Build for Tomorrow
Ryan Alford and Jason Feifer on reinvention, relevance, and growth
Links
Right About Now
https://www.ryanisright.com/
Ryan Alford
https://www.ryanalford.com/
https://www.instagram.com/ryanalford/
Jason Feifer
https://www.jasonfeifer.com/
https://www.instagram.com/heyfeifer/
Build for Tomorrow
https://podcasts.apple.com/us/podcast/build-for-tomorrow/id1104682320
https://open.spotify.com/show/2JWluwXrmvrgeogZCAIWVF

Ryan Alford talks with Tanner Chidester about the difference between looking productive and actually building a business that makes money. Tanner explains why so many founders are trapped in the wrong tasks, why leads and sales volume still matter more than most people want to admit, and how weak follow-up systems quietly kill otherwise good businesses.
The conversation also covers offer design, guarantees, branding, Tanner’s book Infinite Income, and the habits that separate solopreneurs from leaders who can actually scale teams. Ryan brings the operator and agency perspective, while Tanner brings the blunt, tactical lens of someone who has built, sold, hired, fired, coached, and learned the hard way.
By the end, the episode becomes a bigger conversation about what it really takes to move from information to action. That includes doing the hard thing you have been avoiding, accepting that no one is coming to save you, and building something strong enough that the market does not need to be convinced as hard in the first place.
Topics Covered
Why entrepreneurs often choose busywork over sales work
How better offers reduce friction in marketing and sales
Why follow-up systems matter more than changing media buyers
What Tanner sees inside businesses that are stuck
Why door-to-door sales builds real skill fast
What Tanner would change about Infinite Income
Why Tanner is moving toward a bigger next chapter
Ryan Alford and Tanner Chidester on execution, authority, and scale
Links
Right About Now
https://www.ryanisright.com/
https://www.instagram.com/ryanalford/
Tanner Chidester
https://tannerchidester.com/
https://www.instagram.com/tanner.chidester/
https://tannerchidester.com/podcast2/
Elite CEOs
https://go.eliteceos.com/main-elite-ceos-careers
https://go.eliteceos.com/tanner-in-person

Ryan Alford sits down with Brad Rothenberg for a conversation about the part of American soccer most casual fans never really see: the opportunity gap behind the game.
Brad explains how the pay-to-play system creates barriers for talented athletes who have the skill to compete, but not the money or visibility to get into the right pipeline. He also breaks down how Access U works around that reality by helping students with tutoring, test prep, college counseling, recruiting, and the support needed to turn athletic talent into a real education pathway.
Ryan helps connect the conversation to bigger themes around economics, sports business, merit, and long-term development. That makes this episode relevant not just to soccer families, but to anyone interested in opportunity, talent pipelines, youth sports, and how systems either unlock or waste human potential.
Topics Covered
The economics of pay-to-play soccer
Why talented players fall outside the formal development system
How Access U supports student-athletes over four years
Why girls and boys often show different readiness patterns
How Brad measures success beyond pro careers
Why soccer’s future in America is still unfinished
NIL, college sports, and what access really means
Ryan Alford and Brad Rothenberg on systems that create or block opportunity
Links
Right About Now
https://www.ryanisright.com/
https://www.youtube.com/@RightAboutNowwithRyanAlford
Ryan Alford
https://ryanalford.com/
https://www.instagram.com/ryanalford/
Brad Rothenberg / Access U
https://accessufoundation.org/

Ryan Alford sits down with Tom La Vecchia for a smart conversation on what luxury brands are really selling now — and why modern brand strategy is less about pure exclusivity and more about cultural participation.

Using the rumored AP x Swatch collaboration as the centerpiece, Tom explains why giving more people a way into the brand does not necessarily weaken the grail product. Instead, he argues that it can strengthen long-term demand by creating nostalgia, recognition, and early emotional attachment before the consumer has the budget to buy the flagship version.

Ryan brings the operator and brand-builder perspective, challenging the idea from the standpoint of old-school scarcity and luxury signaling. Together, they unpack why some watch brands stayed culturally relevant while others missed the shift, and why owned media, borrowed interest, and patient brand seeding matter more than ever.

Topics Covered

The business logic behind AP x Swatch

Why exclusivity is now emotional as much as financial

How culture and hype feed brand aspiration

Why sneaker culture changed the luxury playbook

The difference between premium, luxury, and grail positioning

Why some legacy brands adapted and others stalled

The value of owned media and controlled distribution

Ryan Alford and Tom La Vecchia on playing the long brand game

Links
Right About Now
https://www.ryanisright.com/
https://www.youtube.com/@RightAboutNowwithRyanAlford

Ryan Alford
https://ryanalford.com/
https://www.instagram.com/ryanalford/

Tom La Vecchia / X Factor Media / New Theory
https://xfactormediagroup.com/
https://xfactormediagroup.com/about/
https://newtheory.com/
https://newtheory.com/author/tomla/
https://www.youtube.com/@NewTheoryMagazine