Re-engagement Sequence for Leadership Coaches Email Guide
Why Re-engagement Sequence Emails Fail for Leadership Coaches (And How to Fix Them)
A past client, once eager for your guidance, now feels like a distant memory in your CRM. Many leadership coaches find themselves with a list of contacts who were once engaged but have since gone quiet.
It's not a reflection of your value, but often a result of busy schedules and shifting priorities. A re-engagement sequence isn't about guilt-tripping; it's about gracefully reconnecting, reminding them of the results you deliver, and offering a renewed path forward.
It's a strategic way to revive dormant relationships and turn them into active opportunities for your coaching services. The templates below are designed to gently pull your audience back into your orbit, transforming silence into renewed interest.
The Complete 4-Email Re-engagement Sequence for Leadership Coaches
As a leadership coach, your clients trust your recommendations. This 4-email sequence helps you introduce valuable tools without sounding like a salesperson.
The Miss You
Acknowledge the silence and show you care
Hi [First Name],
Your name popped into my mind the other day, and I realized it’s been a little while since we last connected. Life gets busy, and in the world of leadership, priorities can shift quickly.
I completely understand how easy it is for things to fall by the wayside. I was thinking about the impact our conversations had, or perhaps the insights you gained from my content.
My goal has always been to support leaders like you in handling complex challenges and achieving clarity. No pressure at all, but if there's anything on your mind or if you're facing a new leadership hurdle, I'm here.
Just hit reply.
Best, [YOUR NAME]
This email uses the principle of reciprocity and gentle re-framing. By acknowledging the silence without blame and offering support without expectation, it subtly encourages a response. It reminds them of the positive past interaction, making it easier to re-engage.
The Value Reminder
Remind them why they subscribed
Hi [First Name],
Remember that feeling when a team project derailed, or a key decision felt impossible to make? Many leaders struggle with similar scenarios: building accountability, building cohesive teams, or inspiring vision during uncertainty.
These are the kinds of challenges we’ve often discussed, and the areas where I’ve helped others find real solutions. I've always focused on helping leaders like you move past those roadblocks, equipping you with frameworks and perspectives to lead with greater confidence and impact.
My services are designed to help you not just manage, but truly lead. If any of those leadership challenges resonate with you right now, or if you're looking to improve your team's performance, I’m still dedicated to helping you achieve those results.
Best, [YOUR NAME]
This email employs the 'problem-solution' framework and appeals to the reader's self-interest. By recalling a common pain point and subtly reintroducing the coach as the solution provider, it reactivates their memory of the coach's value and potential future benefit.
The Survey
Ask what they actually want from you
Hi [First Name],
I'm refining how I support leaders like you, and I realized the best way to do that is to simply ask what you need. Your insights are incredibly valuable to me.
I'm curious: what's the biggest leadership challenge you're grappling with right now? Perhaps it's team alignment, strategic planning, or personal leadership presence?
Or maybe you're looking for a specific type of resource, a quick guide, a workshop, or an one-on-one strategy session? I want to ensure I'm providing solutions that genuinely move the needle for your leadership.
Could you take a moment to hit reply and share what would be most helpful? Your feedback directly shapes what I offer.
Best, [YOUR NAME]
This email uses the 'foot-in-the-door' technique and the principle of 'asking for advice'. By asking a low-commitment question, it makes it easy for the recipient to respond. It also positions the coach as responsive and client-centric, increasing the likelihood of engagement and providing valuable market research.
The Breakup
Give a final chance before removing them
Hi [First Name],
This is my last message for a little while, as I'm tidying up my contact list. My aim is to only send emails that provide genuine value to leaders who want to receive them.
If you're no longer finding my insights helpful, or if your focus has shifted, I completely understand. If you'd like to stay connected and continue receiving perspectives on leadership, team dynamics, and strategic growth, there's nothing you need to do.
I'll assume you're still interested. However, if you'd prefer to stop receiving these emails, you can easily unsubscribe using the link below.
No hard feelings at all.
Best, [YOUR NAME]
This email uses the psychological principle of scarcity and loss aversion. By stating it's the 'last message' and offering the choice to leave, it creates a sense of urgency and makes the recipient consider the potential loss of future value, often prompting a decision to stay or re-engage.
4 Re-engagement Sequence Mistakes Leadership Coaches Make
| Don't Do This | Do This Instead |
|---|---|
✕ Waiting for clients to proactively reach out when their needs change. | Proactively checking in with a gentle, value-focused sequence to stay top-of-mind. |
✕ Assuming silence means a client is no longer interested in coaching. | Recognizing that busy schedules often lead to temporary disengagement, not a lack of need. |
✕ Sending generic newsletters that don't address specific leadership pain points. | Tailoring re-engagement messages to remind them of past value or inquire about current challenges. |
✕ Failing to segment their audience, sending the same message to warm leads and past clients. | Crafting slightly different re-engagement approaches based on their previous interaction level. |
Re-engagement Sequence Timing Guide for Leadership Coaches
When you send matters as much as what you send.
The Miss You
Acknowledge the silence and show you care
The Value Reminder
Remind them why they subscribed
The Survey
Ask what they actually want from you
The Breakup
Give a final chance before removing them
Use after 30-90 days of no opens or clicks.
Customize Re-engagement Sequence for Your Leadership Coach Specialty
Adapt these templates for your specific industry.
Team Leaders
- Focus re-engagement on challenges like team cohesion, delegation, or managing conflict.
- Remind them how your coaching helps them build high-performing, self-sufficient teams.
- Offer quick insights on improving team communication or accountability.
New Managers
- Address their early career anxieties: imposter syndrome, difficult conversations, or transitioning from peer to boss.
- Emphasize the foundational skills your coaching provides for long-term success.
- Suggest resources for immediate wins in their new role, like a decision-making framework.
Senior Executives
- Connect with their strategic priorities: organizational change, visionary leadership, or board relations.
- Highlight how your coaching supports complex decision-making and executive presence.
- Offer a high-level strategic thought or a perspective on industry trends.
Nonprofit Leaders
- Acknowledge their unique mission-driven challenges: fundraising, board development, or volunteer engagement.
- Frame your coaching as a way to maximize impact and sustain organizational health.
- Share insights on leadership resilience or handling stakeholder expectations in the nonprofit sector.
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