In this episode of The Digital Shift™ Podcast, Natasha Robertson dives deep into a game-changing strategy—how to win back cold leads, lost customers, and even inactive business partners using email and SMS automation.

If you’re solely relying on social media to re-engage past customers, you’re leaving money on the table. Social media posts only reach about 10% of your audience, while email opens jump to 25-45% and SMS boasts an incredible 98% open rate! 🚀

💡 The solution? A structured, automated Win-Back Journey that revives cold leads, turns past buyers into repeat customers, and boosts revenue—all without sounding spammy or desperate.

Key Takeaways from This Episode:

✅ Why Most Businesses Ignore Their Best Sales Opportunities – The biggest mistakes entrepreneurs make when trying to win back past customers.

✅ The 5-Stage Win-Back Journey – A step-by-step process to go from silence to sale using strategic email and SMS touchpoints.

✅ How to Segment Cold Leads vs. Past Customers – Personalization drives engagement! Learn how to target each group differently for higher conversions.

✅ The “We Miss You” Email & SMS Strategy That Works – Crafting subject lines and messages that demand attention and inspire action.

✅ How to Use Automation to Make the Process Effortless – Setting up a hands-free, scalable system that re-engages past leads on autopilot.

✅ Exclusive Offers & Urgency Tactics That Drive Action – Proven incentives that create FOMO and get customers to act NOW instead of later.

The 5-Step Win-Back Journey

📌 Step 1: Identify Your Cold Leads & Past Customers

•Segment your list into cold leads, inactive customers, and past VIP buyers for targeted messaging.

•Pro Tip: A past customer is 5X easier to convert than a new lead!

📌 Step 2: Create a Powerful Win-Back Email & SMS Sequence

•🔥 Message 1: Reconnection (”Hey [Name], we miss you!”)

•🎁 Message 2: Value-Based Offer (Free resource, training, or quick-win content!)

•🏆 Message 3: Exclusive Incentive (A VIP discount or bonus to create urgency!)

•⏳ Message 4: Last Call (”Should we take you off our list?” – 90% of recipients engage with this one!)

📌 Step 3: Automate & Optimize Your Follow-Up Process

•Use tools like The Self-Made Hub to run your win-back sequences without manual effort.

•Automate follow-ups, retargeting, and engagement tracking to see what’s working.

📌 Step 4: Leverage Data to Adjust & Improve Your Strategy

•Monitor email & SMS open rates and tweak subject lines & messaging based on performance.

•Small adjustments = BIG wins in engagement & sales!

Try the Self Made Hub for free! Start aligning your business with your vision using our all-in-one platform. Get access today at www.self-made.biz/thehub

Looking to accelerate your tech journey and start learning how to infuse tech into your business to scale in this next year? You can join our next 10 week accelerator here: www.self-made.biz/accelerator

Want to infused tech but you'd rather have the full marketing system built for you? You can visit us here for ala carte: www.self-made.biz/price-list or here for a complete system: www.self-made.biz/done-for-you-vip

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Jessica Green @iamjessgreen
Natasha Roberson @momtomillionaire