From Rabbit Holes to Recommendations: Reddit’s Vishal Gupta

From Rabbit Holes to Recommendations: Reddit’s Vishal Gupta

Author: MIT Sloan Management Review November 11, 2025 Duration: 25:09
Vishal Gupta, engineering manager, machine learning at Reddit, joins the podcast to explain how the social media community platform uses artificial intelligence to improve user experience and ad relevance. Much of the advertising work relies on increasingly sophisticated recommender systems that have evolved from simple collaborative filtering to deep learning and large language model–based systems capable of multimodal understanding. Vishal and Sam also explore the philosophical and ethical aspects of AI-driven platforms. Vishal emphasizes the importance of balance — between exploration and exploitation in recommendations, between advertiser goals and user experience, and between human- and machine-generated content. He argues that despite the rise of AI-generated material, authentic human conversation remains vital and even more valuable as models depend on it for training. Read the episode transcript here. Guest bio: Vishal Gupta is a seasoned engineering leader who leads multiple artificial intelligence and machine learning teams at Reddit in the ads domain. He has a decade of experience working on cutting-edge machine learning techniques at companies like DeepMind, Google, and Twitter. Gupta is passionate about applied AI research that significantly contributes to a company’s top and bottom lines. Me, Myself, and AI is a podcast produced by MIT Sloan Management Review and hosted by Sam Ransbotham. It is engineered by David Lishansky and produced by Allison Ryder. We encourage you to rate and review our show. Your comments may be used in Me, Myself, and AI materials.

Ever wondered how some organizations manage to turn artificial intelligence from a buzzword into a genuine engine for growth, while others struggle to move beyond the pilot phase? Me, Myself, and AI, a production from MIT Sloan Management Review, goes straight to the source to find out. Instead of theoretical discussions, this podcast features candid conversations with the people who are actually building and implementing AI systems at scale. You'll hear directly from leaders at prominent companies like YouTube, Cisco, and Hugging Face as they recount their journeys-not just the polished successes, but the real-world challenges, strategic decisions, and sometimes surprising lessons learned along the way. Each episode digs into the practicalities of creating measurable business value, cutting through the noise to reveal what effective AI leadership and integration truly look like. It’s a focused exploration for anyone in technology, business, or education who wants to understand the human and operational stories behind the algorithms. Tune in for an unvarnished look at the future being built, one practical application at a time.
Author: Language: English Episodes: 100

Me, Myself, and AI
Podcast Episodes
Micro Utility With Gen AI: Shopify's Miqdad Jaffer [not-audio_url] [/not-audio_url]

Duration: 35:16
Miqdad Jaffer brings a background in engineering to his role as director of product for digital marketplace platform Shopify. Users might recognize the commerce platform as one that enables a fast and secure online check…
Entrepreneurial AI in the Enterprise: LG Nova's Shilpa Prasad [not-audio_url] [/not-audio_url]

Duration: 26:06
A former startup employee herself, Shilpa Prasad knows the level of commitment and effort required to begin a new venture. That’s what led her to join LG Nova, electronics manufacturer LG’s innovation incubator, as an en…
Images and Inspiration With AI: Pinterest’s Jeremy King [not-audio_url] [/not-audio_url]

Duration: 20:20
Jeremy King leads a team of 1,400 passionate engineers working on the continuous improvement of Pinterest’s image-driven platform. With a background that includes heading up a translation team at eBay and overseeing the…
Learning From and With AI: Duolingo’s Zan Gilani [not-audio_url] [/not-audio_url]

Duration: 27:39
When Zan Gilani came to the U.S. from Pakistan to complete his undergraduate studies, he chose to study Chinese because it was rumored to be a difficult language. At the time, the tech industry was booming, and he quickl…
Detecting the Good and the Bad With AI: Airbnb’s Naba Banerjee [not-audio_url] [/not-audio_url]

Duration: 34:21
Naba Banerjee’s identity as a “forever learner” led to her become the first female engineer in her family. That curiosity has informed her career choices as well, leading her to companies as varied as Tata, Cognizent, Wa…
Regulating AI Innovation: Aboitiz Data Innovation’s David Hardoon [not-audio_url] [/not-audio_url]

Duration: 25:56
As CEO of Aboitiz Data Innovation, David Hardoon oversees the operations of a technology conglomerate focused on using data science and AI to support its businesses in a range of sectors, including banking, financial ser…