
Recover 4x more chargebacks and prevent up to 90% of incoming ones, powered by AI and a global network of 20,000 merchants.
This is a recap of Chargeflow’s second annual “Shaping the Future of DTC” webinar, where ten eCommerce and marketing leaders came together to answer one big question: what will it take to grow in 2025?
The message was clear: success won’t hinge on hacks or paid channels. It will require clarity, resilience, and a sharper focus on what customers actually care about. Across two interactive panels, operators, marketers, and founders broke down what’s changing, and what smart brands are doing to stay ahead.
Consumers are more cautious and selective. Brands can’t rely on clever messaging alone. They need to show value fast.
Alexa Kilroy of Fermat summed it up well: “You want your product to feel like medicine, not a vitamin.” Today’s shoppers prioritize urgent, essential, or emotionally satisfying products over nice-to-haves.
Zoe Kahn of Inevitable Agency emphasized that trust has become everything: “If your content doesn’t build trust instantly,” she said, “your CAC is going to keep climbing.”
Takeaway: Build fast trust through clarity, not polish. Sell the outcome, not just the offer.
Ad platforms haven’t disappeared, but their effectiveness depends on where and how you use them.
Mia Healy of Triple Whale shared that TikTok is excelling with impulse purchases for lower-priced items, while Pinterest is winning for visually driven, higher-consideration categories like home goods and fashion.
“The ad creative has to match how people are feeling, not just who they are.”
Nick Sharma of Sharma Brands emphasized the need for cultural nuance when expanding globally:
“Different cultures respond differently to the same message. You can’t just duplicate your strategy internationally; it needs to be adapted to how people think and buy.”
Takeaway: Align platform, mindset, and creative. Test more, guess less.
Tariffs and shifting trade policies are pressuring merchants more than ever, but overhauls aren’t the answer.
“Things are changing by the hour. You don’t need a full overhaul, just options,” said Healy.
Her sourcing playbook (in response to ongoing tariff and trade pressures):
Alexa Kilroy also noted how some brands are responding to tariffs on the front end: running “tariff sales,” adding checkout surcharges, or doing nothing at all. Her advice?
“Please A/B test before you roll out tariff surcharges. Consumers are wary.”
Takeaway: Flexibility beats reaction. Add optionality before making big changes.
Retention isn’t just cost-effective; it’s the key to long-term profitability.
Ellie Weiss of Yotpo said it best: “Stop treating loyal customers like strangers.”
That means loyalty programs should feel rewarding, not generic. And SMS should start real conversations, not just trigger offers.
Eli Weiss added a CX lens: “The idea that customers don’t have to fight with a chatbot to fix an order… that’s a win.”
Ebuka Chukwuaonwe of Gorgias built on that, noting, “Support is no longer reactive. The brands winning in 2025 are thinking about CX as a conversion tool, not just a cost center.”
Takeaway: Don’t just keep customers: equip them. Empowerment drives loyalty.
Payments are evolving fast, and with them, the strategies that safeguard revenue.
“The next big shift isn’t just in marketing; it’s in how you get paid.” (Dan Moshkovich of Chargeflow)
He highlighted trends like real-time payments, stablecoins, and automated dispute recovery from payment service providers. With rising fraud and tighter margins, proactive revenue protection isn’t optional; it’s a growth lever.
Ronak Shah of Obvi shared how automation has transformed how his team handles disputes:
“We win 6 out of 10 chargebacks. A year ago, we were only winning 2 out of 10. Now, I don’t even have to think about chargebacks, that’s the point.”
| Timeframe | Chargeback Win Rate (Obvi, per Ronak Shah) |
|---|---|
| A year ago | 2 out of 10 (20%) |
| Now | 6 out of 10 (60%) |
That kind of turnaround comes from filing compelling evidence on every case, which keeps a brand’s chargeback ratio in check.
Takeaway: Your financial stack is now a performance channel. Treat it like one.
Jonathan Snow of Avenue Z explained how generative AI is reshaping product discovery, from search to recommendation. As AI moves from discovery to autonomous buying, brands are also weighing new AI agent chargeback liability and agentic commerce chargebacks questions.
Meanwhile, Taylor Holiday of Common Thread Collective reminded us that marketing should be tied to business fundamentals:
“Most brands don’t need more growth; they need more predictability.”
Takeaway: Plan for visibility in an AI-first ecosystem and align teams around financial outcomes.
Alexa Kilroy
Director of Marketing, Fermat
CEO & Founder, Inevitable Agency
Director of Tech Partnerships, Triple Whale
VP of Retention, Yotpo
Partner Manager, Gorgias
VP of Marketing, Chargeflow
Host & Strategic Partnerships, Chargeflow
Co-Founder, Avenue Z
Co-Founder & CEO, Obvi
Founder & CEO, Sharma Brands
Want to watch the full webinar replay? Check it out:
It’s Chargeflow’s second annual webinar, bringing together ten eCommerce and marketing leaders to discuss what it takes for direct-to-consumer (DTC) brands to grow in 2025, covering trust, advertising, supply chains, retention, payments, and AI.
According to Mia Healy of Triple Whale, TikTok performs well for impulse purchases on lower-priced items, while Pinterest works better for visually driven, higher-consideration categories like home goods and fashion.
Rather than a full overhaul, Mia Healy of Triple Whale recommends revisiting outdated supplier contracts, using tariff-friendly design tweaks, and piloting production runs in alternate regions like India or Mexico. Alexa Kilroy of Fermat adds that brands should A/B test any tariff surcharges before rolling them out, since consumers are wary of price changes.
Ronak Shah, Co-Founder and CEO of Obvi, said his team’s chargeback win rate improved from 2 out of 10 disputes a year ago to 6 out of 10 after adopting automated dispute recovery and filing compelling evidence on every case.
Ellie Weiss, VP of Retention at Yotpo, and Ebuka Chukwuaonwe, Partner Manager at Gorgias, argued that brands should equip loyal customers rather than just retain them, using rewarding loyalty programs, real SMS conversations, and customer experience as a conversion tool rather than a cost center.
Jonathan Snow, Co-Founder of Avenue Z, said generative AI is reshaping how consumers discover and evaluate products, moving from traditional search toward AI-driven recommendation and, eventually, autonomous buying.

Recover 4x more chargebacks and prevent up to 90% of incoming ones, powered by AI and a global network of 20,000 merchants.