Effective holiday outreach planning starts well before the busy season. From Halloween through New Year’s, this extended period offers valuable chances to deepen relationships, build loyalty, and express authentic appreciation. Whether sending handwritten cards, special offers, or gifts, a thoughtful holiday communication strategy ensures your message stands out and resonates.
Below is a comprehensive guide to holiday outreach planning, including calendar-focused ideas, creative approaches, and ways Handwrytten can simplify your seasonal connection efforts.
October marks the beginning of successful holiday outreach planning by creating early engagement. Use festive greetings or themed handwritten cards to warm up your audience and set a positive tone for your upcoming seasonal campaigns.
Who to contact:
Sample message: “Wishing you a Halloween full of fun and treats—just a little early holiday cheer from us to you!”
📝 Pro Tip: Enhance your October outreach by pairing handwritten notes with small gift cards. Handwrytten’s platform makes adding gift cards seamless.
Thanksgiving is central to any effective holiday outreach plan. Handwritten thank-you notes convey sincere gratitude and nurture meaningful connections with your most important contacts.
Ideal recipients:
Sample message: “We’re grateful for your support this year and wish you a joyful Thanksgiving.”
📝 Pro Tip: Use Handwrytten’s bulk personalization tools to efficiently send heartfelt cards as part of your November outreach.
December is the core of your holiday outreach campaign when thoughtful messages and gifts leave lasting impressions. Personalized cards help you stand out amid the seasonal rush.
Who to include:
Sample message: “Wishing you peace, joy, and success this holiday season. Thank you for being a part of our story.”
📝 Pro Tip: Include branded inserts or business cards with your cards to reinforce your brand. Handwrytten supports easy add-ons.
Don’t let your holiday outreach efforts end with December. January is an ideal time to re-engage past leads, dormant clients, and employees returning from the holidays with encouraging handwritten notes.
Target groups:
Sample message: “Here’s to a fresh start and a year filled with opportunity. Looking forward to working together.”
📝 Pro Tip: Automate your January outreach with Handwrytten to maintain consistency and maximize engagement.
Combine thoughtful gifts with handwritten notes to elevate your holiday gifting strategy and make your outreach unforgettable.
Gift and message combos:
📝 Pro Tip: Handwrytten integrates digital and physical gift cards that complement your handwritten notes, perfect for bulk gifting.
For large-scale holiday outreach campaigns, Handwrytten streamlines the entire process—making it easy to send personalized cards in bulk without sacrificing authenticity.
Bulk campaign features:
📝 Pro Tip: Schedule your campaigns in advance with Handwrytten’s automation tools to ensure your cards arrive at just the right moment.
Strategic holiday outreach planning combined with authentic messaging and the right tools helps you create memorable connections throughout the season. Handwrytten offers the perfect platform to bring your seasonal communication plan to life with ease and personalization.
Discover more at www.handwrytten.com or email sales@handwrytten.com to start planning your holiday outreach today.
💬 When should I start planning my holiday outreach?
Ideally, begin planning in early Q3 so you can finalize lists, create messaging, and schedule campaigns before the rush begins.
💬How can I personalize holiday messages at scale?
Use tools like Handwrytten to create customized handwritten notes for different audience segments while automating delivery.
💬 Should I send holiday cards to clients I haven’t heard from recently?
Yes—holiday cards are a great non-salesy way to reconnect and keep your brand top-of-mind.
💬 Can I include promotions in my holiday cards?
You can, but it’s best to balance value with sincerity. Include a discount code in a card that still centers appreciation.
💬 What’s the best format for a holiday campaign using Handwrytten?
Plan multiple touchpoints: a thank-you in November, a holiday card in December, and a New Year note in January. Handwrytten allows scheduling all three at once.
Scale your handwritten outreach, creating positive impressions and long lasting bond.
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