Leads Leaving Voicemails: The Yes vs No Debate Every Insurance Agent Needs to Have

By Craig Pretzinger & Jason Feltman6 min read

Hosts of The Insurance Dudes Podcast — 1,000+ episodes helping insurance agents build elite agencies

Leads Leaving Voicemails: The Yes vs No Debate Every Insurance Agent Needs to Have

Ask ten insurance agency operators whether you should leave voicemails for new internet leads and you'll get a passionate argument either way. The "yes" camp says leaving a voicemail establishes contact, starts the relationship, and demonstrates professionalism. The "no" camp says leaving a voicemail alerts the prospect that you're pursuing them, gives them a way to not call back, and reduces your chance of a live connection on subsequent dials. Both arguments have merit. Both are missing part of the picture. Craig Pretzinger has worked through this debate with data from his own agency and with the agents he coaches, and this Coffee Talk is his honest accounting of where the evidence actually points.

The Case for Leaving Voicemails

The foundational argument for voicemails is simple: you've already paid for the lead. The prospect submitted a form expressing interest. They may be with another agent right now. The voicemail is your first impression, and a professional, clearly articulated voicemail that gives the prospect a name, a number, and a reason to call back is better than silence.

There's also a trust argument. For certain types of prospects, particularly those who are more deliberate in their buying process, more skeptical of internet lead dynamics, or in markets where the agent's personal brand matters, a well-crafted voicemail that sounds like a real person who read their inquiry and is specifically calling about their situation creates a positive first impression that a missed call without a voicemail does not.

And practically: if your team is dialing efficiently, you're going to hit voicemail a significant percentage of the time regardless. The question isn't whether voicemails happen, it's whether they're intentional tools or accidental outcomes.

The Case Against Leaving Voicemails

The strongest argument against voicemails for new internet leads is contact rate data. Agencies that have tested this report that initial dials on new leads without leaving a voicemail and calling back quickly often produce higher contact rates than approaches that leave a voicemail and then wait for a callback that doesn't come.

The logic: a voicemail tells the prospect you've called. Now they know you're coming. Some of them are not ready for that call, they're at work, in the middle of something, not in the right headspace for an insurance conversation. They listen to the voicemail, they mean to call back, they don't. Meanwhile, if you'd just called again in two hours without leaving a message, they might have picked up in a more receptive moment. The voicemail gave them a way to defer. The no-voicemail approach keeps the element of natural contact timing intact.

What the Data Actually Shows

Craig's position after working through this with real agency data is nuanced. The binary yes/no framing is less useful than a context-based approach.

Leave a voicemail if: the lead is older than a few hours and you're in follow-up mode. At that point, the prospect has already experienced your agency as one that didn't respond immediately. A voicemail is now a signal that you're still engaged, still want the business, and are being persistent for a good reason. The "surprise call" benefit is already gone. Might as well leave your message.

Do not leave a voicemail if: you're in the first-contact window, the first thirty to sixty minutes after a lead submits. In this window, you want live contact, not a deferred callback. Rapid fire on the first few dials without leaving a message, trying to catch the prospect while they're still in the headspace that made them submit the form. After the first-contact window closes, the calculus changes.

The voicemail content matters enormously regardless. The agents who report bad voicemail performance are often leaving generic, scripted voicemails that sound like every other insurance agent who called that day. The voicemails that get callbacks are specific, short, and create a clear reason to respond. "I'm calling about your home insurance inquiry. I found something specific that I want to make sure you're aware of before you make a decision." That creates urgency without being pushy. "Hi, this is [name] from [agency], please call me back at your earliest convenience" is background noise.

The Real Variable: Your Follow-Up Discipline

Craig's honest conclusion is that the voicemail decision matters less than most agents think, because the real variable is how consistently and quickly you're executing your overall follow-up cadence. The agencies that convert internet leads at high rates aren't necessarily the ones who've optimized the voicemail question. They're the ones who are dialing within sixty seconds of lead submission, have a structured multi-touch follow-up sequence, and sustain that sequence with genuine consistency for five to seven days.

Get that foundation right and the voicemail question becomes a refinement, not a make-or-break decision.

What This Means for Your Agency

Test it. If you're currently leaving voicemails on all new leads, run a thirty-day test where you don't leave voicemails in the first-contact window. Measure your live contact rate for that period and compare it to the previous period. If you're currently never leaving voicemails, run the reverse test for follow-up calls after the first-contact window. Let your data make the call.

The right answer for your agency is the one your numbers confirm, not the one that wins the debate.

The Bottom Line

The voicemail debate is real and the stakes are real. But the framing of yes-or-no misses the context-dependency that makes the question interesting. Use voicemails strategically, make them specific and worth listening to when you do, and build the follow-up discipline that makes this question a refinement rather than a fundamental driver of your conversion rate.


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About Craig Pretzinger: Craig Pretzinger is co-host of The Insurance Dudes podcast and co-author of The Million Dollar Agency. He runs a high-volume independent insurance agency and coaches agents on building scalable, systemized businesses.

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