Retention Marketing and Maximizing Customer Potential With Aaron Schwartz

Описание: Aaron Schwartz is the Co-founder and Co-CEO of Orita.ai, a software company that improves email deliverability. He is also an advisor and investor in various commerce tech companies, including Passport and EcoCart. Previously, Aaron built and managed the DTC brand Modify Watches and was the President of Loop.


Here’s a glimpse of what you’ll learn:

• [0:00] Intro
• [1:23] Aaron Schwartz shares his career trajectory from founding Modify Watches to co-founding Orita.ai
• [4:22] Why brands overuse email during downturns and how it hinders engagement and deliverability
• [9:20] How machine learning reveals insights missed by rules-based customer segmentation
• [15:17] Why inbox placement and timing matter more than click or spam metrics
• [19:51] Common mistakes brands make in retention marketing
• [23:18] How retention marketing leadership varies across organizations
• [31:34] The founding story of Orita.ai
• [35:42] Aaron’s views on AI and personal shopping agents


In this episode…

Email remains a core channel for reaching customers, but brands often misuse it. As customer acquisition costs climb and competition intensifies, many brands resort to blasting their audiences with more campaigns, only to see engagement fall and customers unsubscribe. How can companies harness smarter strategies to keep customers engaged without burning them out?

According to eCommerce veteran Aaron Schwartz, the answer lies in data-driven retention marketing. Over-sending emails may provide a short-term lift, but ultimately damages deliverability and customer trust. By tapping into customer behavior data, brands can determine when someone actually wants to hear from them, creating more meaningful engagement. Shifting from a marketer’s mindset to a consumer’s perspective — and using modern analytics instead of outdated rules of thumb — can transform email, SMS, and direct mail into profitable retention channels.

In this episode of The Digital Deep Dive, Aaron Conant talks with Aaron Schwartz, Co-founder and Co-CEO of Orita.ai, about retention marketing best practices. Aaron discusses why brands must move past intuition and embrace data, how machine learning enables smarter segmentation, and why balancing timing with customer preferences drives higher ROI.


Resources mentioned in this episode:

• Aaron Conant on LinkedIn -   / aaron-conant-281b2b12  
• BWG Connect - https://bwgconnect.com/
• Aaron Schwartz on LinkedIn -   / aaroncharlesschwartz  
• Orita.ai - https://www.orita.ai/
• “AI’s Missing Link: How Data Readiness Unlocks AI’s Full Potential With Joe Luchs” on The Digital Deep Dive - https://bwgconnect.com/ais-missing-li...
• Datalinx AI - https://datalinx.ai/


About BWG Connect...

BWG Connect provides executive strategy and networking sessions that help brands from any industry with their overall business planning and execution. We network and knowledge share together to better understand and adapt to the newest trends, strategies, and pain points shaping growth in the digital space. BWG Connect, in conjunction with BWG Strategy, has built an exclusive network of 125,000+ senior professionals and hosts over 2,000 virtual and in-person networking events on an annual basis.

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