The Win-Back Journey – How to Reignite Cold Leads & Lost Customers with Email & SMS

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!

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Jessica Green @iamjessgreen