Send It!

He ranked 3,000 quizzes

July 21, 2026·44 min
Episode Description from the Publisher

Access Jonathan’s FREE eCommerce Quiz Audit Button: https://optimizeyourquiz.com/research/best-and-worstEvery question your quiz asks costs the buyer something. And the best ones make it worth paying.In this episode of Send It, Jimmy Kim and Chase Dimond sit down with Jonathan Drake, who audited and ranked more than 3,000 ecommerce quizzes across 27 benchmark points to find out what separates the best quiz funnels from the worst.They dig into why the first question matters so much, how brands lose shoppers at the email and SMS capture step, when 6-9 questions can actually work, and why quizzes should feel more like guided product discovery than a default template built to collect zero-party data.Jonathan also shares what he learned from ranking the top and bottom ecommerce quizzes, including how visitor experience, business leverage, readability, product discovery, and lead capture all play into whether a quiz helps shoppers buy or just creates more data your team never uses.Follow Jonathan on social: https://x.com/JonathanDrakehttps://www.linkedin.com/in/jonathanrdrake/Here's what we're diving into:- The survey vs quiz difference most brands get wrong- Where quizzes lose people, and how to earn the email- Why more questions can actually mean a better customer- Using a quiz as a product discovery and selling tool- Where AI and the "conversation" model fit inThank you our friends at Omnisend and eCom Email Certified for sponsoring the podcast!Omnisend is an all in one eCommerce email and SMS marketing automation platform that enables marketers to engage customers and drive sales through personalized experiences. https://www.omnisend.com/sendit/Retention.com helps ecommerce brands turn anonymous website visitors into opted-in email subscribers, making it easy to grow your list with flexible, pay-as-you-go pricing. https://Retention.com?utm_source=send_it&utm_medium=podcastWant to spend two days learning alongside some of the smartest operators in ecom? Join us at Commerce Roundtable in San Diego on September 21-22 for tactical sessions, great conversations, and networking that actually leads somewhere. Use code SENDITVIP to save 40%. https://www.commerceroundtable.comeCom Email Certified is a hands-on, results-driven program with a step-by-step guide to mastering retention marketing and driving serious results. Access over 25 hours of learnings and become a certified email & SMS marketer. Use code: SENDIT! for $300 OFF https://www.ecomemailcertified.com/______00:00 Welcome to the show02:25 Meet Jonathan Drake: 18 years in email and data marketing07:46 Why he audited 3,000 ecommerce quizzes12:18 The survey vs quiz difference most brands miss18:46 A tour of the quiz scoring dashboard20:54 The push and pull between business and customer23:25 How long a quiz should actually be26:02 Breaking down a great candle quiz live31:41 AI, conversations, and the Jack principles36:26 The worst quizzes and the zero-party data trap37:52 Quizzes vs pop-ups, and which protects your margin43:04 Final thoughts and conclusion______Enjoying the pod? Subscribe to The eCom Email Marketer Newsletter for your weekly dose of retention strategy, actionable insights, & exclusive industry news! http://ecomemailmarketer.com/______Follow Jimmy & Chase on social!Follow Jimmy Kim at: https://x.com/yojimmykimhttps://www.linkedin.com/in/yojimmykim/https://www.instagram.com/yojimmykim/https://www.tiktok.com/@yojimmykim Follow Chase Dimond at: https://x.com/ecomchasedimondhttps://www.linkedin.com/in/chasedimond/https://www.instagram.com/chasehunterdimond/https://www.tiktok.com/@chasehunterdimondContact us at hellosenditpodcast@gmail.com for sponsorships, appearance requests, interviews, or general information!

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