How to Revive a Closed/Lost Deal: DM Templates

Without context, DMs feel indistinguishable from cold outreach.

With context, they can be one of the lowest-pressure ways to re-enter a stalled conversation.

This guide focuses specifically on DM templates that work for reviving closed/lost deals, and when not to use them.

When DMs Are the Right Channel

DMs work best when:

• you had prior sales conversations
• the buyer is active on the platform where you DM them (think LinkedIn)
• the revival reason is contextual (timing, leadership, priorities)

They work poorly when:

• there was no prior relationship
• the deal stalled due to bad fit
• the message ignores past context

DMs should feel like a continuation, not a restart.

The Structure of Effective Revival DMs

The same principles apply to emails that revive closed/lost deals, but with more brevity.

Strong revival DMs include:

• a clear reference to past context
• a reason for re-engaging now
• an easy out

You’re reopening a conversation, not forcing a meeting.

Closed/Lost Revival LinkedIn DM Templates

1. Timing-Based Revival

Hey {{First Name}}, quick note.

When we spoke earlier this year, you mentioned revisiting this around Q1 once budgets reset.

Curious if this is something you’re actively looking at now, or if timing has shifted again?

2. Leadership Change

Hey {{First Name}}, hope you’ve been well.

Last time we spoke, you were waiting on new leadership before revisiting priorities. I noticed the new VP joined recently, figured I’d check whether this is back on the radar.

3. Incumbent / Status-Quo Check

Hey {{First Name}},

When we last connected, you mentioned sticking with {{vendor}} until renewal.

We’re getting close to that window, so wanted to see if it makes sense to revisit, or if this is still a later conversation.

Why These DMs Work

They:

• assume nothing
• preserve continuity
• allow the buyer to reset timing

They don’t:

• push meetings immediately
• manufacture urgency
• pretend this is a cold intro

Final Thoughts

DMs work for closed/lost revival only when they're contextually relevant and happen at the right time.

Failing to do so leaves you with more cold outbound spam.

With Letterdrop, we can automate the entire process of deal revival for you, including drafting and queueing up outbound messages in your outbound stack.

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