Jump Into Iterable’s Festive Five (Dec. 8 - 12) ❄️
Yesterday’s recharge ideas were incredible — from cold water plunges to walks and creative resets, this community knows how to take care of itself during the busiest season of the year. Now, we’re taking that refreshed energy and channeling it into Day 4.
Thank you to everyone who jumped into Iterable’s Festive Five (Dec 8 - 12); and if you haven’t joined yet, you still can — all entries remain open through Friday!
Day 4 of 5: Daily Question ❄️
You didn’t think we’d get through the Festive Five without talking about moments-based marketing, did you?
Today, we’re turning up the volume on one of the biggest themes in marketing right now: creating the right moment for the right customer. Whether you call it personalization, real-time engagement, or moments-based marketing, the idea is simple —
the best interactions happen when timing, context, and creativity all click into place.
And that’s what today is all about — how you would approach a real-world challenge, make it timely, make it personal, and turn a simple nudge into a meaningful customer moment.
Bonus entry alert 🔔
Today’s prompt asks you to step into strategist-mode. Because this one takes a bit more thought, it’s a +5 bonus entry day, so get ready to rock around your strategy!
Choose Your Scenario
Today’s challenge is simple:
- Pick one scenario from the three options below
- Walk us through how you would approach that moment
- Think strategies → tactics → outcomes
- Earn +5 bonus entries for jumping in!
Share as much detail as you’d like. There’s no wrong answer — we just want to see how our community thinks about Moments-Based Marketing!
- Scenario 1: Peak-Season Slowdown (Engagement Dip)
It’s the busy season, but engagement across channels is softening. People are opening, browsing, and checking in — but not taking action. You want to spark movement before your seasonal push wraps.
How would you create the right moment to re-engage them?
Optional inspiration: send-time optimization, dynamic content, journey logic, embedded messaging, predictive goals, frequency optimization, channel mix, or anything else you'd use to turn attention into action.
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Scenario 2: High Intent Browsing, Low Conversion
Customers are showing strong interest — repeated browsing, add-to-cart behavior, pricing or benefit-page views, loyalty checks, destination searches, or feature exploration — but they’re not converting.
How would you turn those signals into timely, personal interactions that inspire action?
Optional inspiration: event triggers, smart ingest, nudges, brand affinity, next best action, in-app moments, cross-channel orchestration, etc.
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Scenario 3: Returning Quiet Users (Retention & Win-Back)
Previously engaged users have gone quiet. Subscribers are skipping, members aren’t logging in, daily users aren’t interacting, and power-users aren’t behaving like they normally do.
How would you identify the right moment — and the right message — to bring them back?
Optional inspiration: win-back journeys, segmentation, renewal nudges, embedded messaging, personalization, frequency optimization, journey logic, AI-powered insights — or any Iterable feature that fits your approach.
This is the biggest bonus day of the week — jump in and share how you’d craft the perfect moment. See you tomorrow for the final day of Iterable’s Festive Five.

