How To Make a Cold Email Cadence Feel Like a Conversation10 min read

• Michael Hanson, CEO of Growth Genie, joins Autoklose’s Ollie Whitfield to chat about effective cold email cadences, which begin with a free content offer and end with humble feedback emails.
• How long should you wait between emails? Michael says a week is too long, but a day is too short.
• Aim for as many as 30 touches — a combination of LinkedIn connection requests, emails, and video or voice messages— over a few weeks. Be sure to segment your email list first!
• You might be surprised at the conversion potential of a simple feedback request. Michael shares why people appreciate the right kinds of follow-up emails.

You’re generating an outcome with your cold email tactics, even if you don’t know it.

Your message could pop into someone’s inbox at the wrong moment or get lost in hundreds of other emails. But if you get the big things right — namely, subject line and frequency — you have the power to influence your open rate, which should have a direct impact on your close rate.

Michael Hanson, CEO of Growth Genie, knows that cold outreach doesn’t have to be an experimental game. On our Ultimate Guide to Appointment Setting webinar, he chats with Ollie Whitfield and reveals some clear-cut advice for tweaking a cold email strategy to make your messaging unforgettable.

• Why you should offer free content in your first email
• How to effectively structure a cold email cadence — and each email within it
• A humble approach to follow-up emails that can boost conversions

Getting the ball rolling with a new prospect

The “cold” in “cold email” refers to an undeveloped relationship with your lead, but it shouldn’t mean they have zero familiarity with you and your business — or that you have no idea what they do. You can personalize cold emails without taking on a ton of extra work.

Personalization won’t work if it comes too late, so don’t shoot from the hip with an intro email. Michael suggests using a LinkedIn connection request as your first touch. 

Prep work: Connect and segment

Assuming the person has accepted your request and you can see their LinkedIn profile, explore it to build the foundation of your first email. 

What’s their role, and how long have they held that position? Is there any recent news about their company that could be the source of a relevant pain point?

This prep phase doesn’t have to take a long time: You can connect with a lead on LinkedIn, send them a somewhat customized email, and even call them on the same day.

However, no amount of prep will be effective if you neglect one important factor: segmentation.

“Most people fail at the very first step,” Michael says. Usually, that means running a cold email cadence with a general list. 

Your prospects will likely fall into many different categories, and you should be drawing lines where they matter to you. A cold email won’t convert your newsletter subscribers, so don’t try sending one to them. Segment your leads and show them you’ve made an effort to understand their needs.

Craft your opening email

Ideally, you won’t launch a cold email campaign without having something valuable to offer: at least one free webinar, ebook, guide, or another piece of content that speaks to that persona’s stage in their journey.

Michael and his team at Growth Genie have had success offering pieces of free content upfront, tying in calls to action. They ask, “Are you interested in this?” rather than simply linking to content.

“If they say yes to that, there’s a pretty good likelihood they’re going to be interested in a meeting,” he says.

Michael’s pro tip: If you haven’t heard back from your prospect in a few days, reply to your previously sent email and say something like, “What did you think of this?” 

When you keep one conversation thread, the recipient can scroll and see your initial personalized email and piece together what you’re about. Bonus: After a few emails in which it looks like you’re having a conversation with yourself, some people will reply because they feel bad for not getting back to you.

The ideal cold email cadence

Michael’s team works fast and manages to hit about 30 touches with each prospect over three weeks. This total combines multiple channels, including LinkedIn voice notes and video messages, in addition to emails.

How do they implement this kind of cadence?

They send roughly seven emails and seven LinkedIn messages — and place about 10 to 15 calls.

The LinkedIn part of the cadence looks like this: Connect (so you don’t have to communicate via InMail), follow with voice notes every few days, and add a video message if appropriate.

The email part of the cadence looks like this:

1. Offer content (no links) in a personalized email.
2. Follow up by replying to your previous email and creating a conversation thread (still, no links).
3. Send an embedded video.
4. Share case studies in the fourth and/or fifth emails. 
5. Ask for feedback in your sixth or seventh email.

Michael is a fan of sending emails every two to three days. You risk annoying someone by reaching out every day, but if you wait a whole week, they’re likely to forget about you.

Yes-or-no questions and short subject lines: Cold email best practices

It’s one thing to know how many emails to send and how often, but it’s also important to know what each of those emails should look like.

Let’s drill down into the parts of a cold email, the Growth Genie way.

Subject line

Michael agrees with our subject line research, which suggests that short (three to four words) and personalized is the way to go.

Body

Here, you should hit upon three big points:

1. The “why”: This is the reason the person should care about connecting with you. It should be apparent that you can help them.

2. The pain: Michael says you must use personalization to trigger pain points rather than to make random observations. For example, there’s no need to use valuable space to mention their favorite sports team. Instead, go for a trigger that’s directly relevant to what you’re selling. 

Are they hiring tons of new SDRs who tend not to be productive for up to six months? If you can solve that problem, hit upon this pain from the start.

3. The interest: You should aim to make the person indicate their interest in your content offer — get them to hop on the “yes” train right away.

Closing

A great cold email will end with an ask — one that’s not too presumptuous. 

Asking for the reader to take a big action or make a commitment to meet with you can feel like a lot. Instead, try to encourage a reply by gauging their interest. 

Use the simple yes-or-no-question approach we mentioned above. 

This works when you’re offering content in that first email; e.g., “Would you be interested in reading [this great white paper]?”

When you’re mid-sequence, and you’ve embedded a video, you could ask, “Does this message speak to you?” 

“If you ask for people’s interest rather than their time, they’re a lot more likely to say yes,” Michael explains.

Ideally, you should be able to replicate this easy formula and send 40 to 50 emails a day (or more if you’re using some automation).

No more breakup emails

Towards the end of a cadence, especially if you haven’t gotten traction, you should send a request for feedback. 

This tail end of an email sequence used to be for saying Goodbye, thanks anyway. But the more effective approach is to use a genuine, curious tone.

As Ollie says, “There’s no more breakup email; there’s a feedback email.”

Feedback emails can even convert, Michael points out. That’s because people love to see humility — especially when it’s unexpected in a sales email. So, this final step is no less of a conversion opportunity than any other.

No matter how many emails you choose to send, stay humble and open. You’ll either get a valuable conversation going, or you’ll find out why your cadence didn’t work.

Roundup + Some Extra Tips for Cold-Emailing Success

Building on Michael Hanson’s insights, here are additional tips to enhance your cold emailing strategy and ensure your messages stand out in a crowded inbox.

Use questions in your subject lines

The first thing recipients see is the subject line, making it your first impression. 

So, it’s important to use it wisely. 

Beyond keeping it short and personalized, make it intriguing or offer value. 

Questions can work wonders here, especially if they hint at solving a problem the recipient might have. 

For example, “Need a quick fix for your quarterly goals?” This piques curiosity and suggests immediate value.

Leverage social proof

From the second email onwards, incorporate subtle forms of social proof. Mention how you’ve helped similar companies or professionals in their industry and provide a case study or customer testimonial. 

For example, “We helped [Competitor’s Name] improve their lead gen by 30%.” 

This not only grabs attention but also establishes credibility.

Use a multi-channel approach

While Michael emphasizes a combination of LinkedIn, email, and video or voice messages, don’t shy away from exploring other platforms where your prospects might be active. 

Depending on your industry, this could include Twitter, industry forums, or even Instagram. 

Tailoring your approach to each platform can dramatically increase your visibility and engagement rates, thus warming up your outreach.

Harness the power of personalization

Deep personalization goes beyond mentioning the recipient’s name or company. 

Invest time in understanding their recent achievements, challenges they’ve shared online, or interests related to your offering. 

For instance, referencing a recent blog post they’ve written or a company milestone can show genuine interest and set your email apart from cookie-cutter pitches.

Find the right timing

While Michael suggests an email every two to three days, timing can also play a crucial role. 

Experiment with sending emails at different times and days to see what works best for your audience. 

Some studies suggest that Tuesday to Thursday mornings are prime times, but your specific audience might have different preferences.

Leverage A/B testing for continuous improvement

Don’t settle for a one-size-fits-all approach. 

Constantly A/B test different elements of your email, from subject lines to the call-to-action. Keep track of what combinations yield the highest open and response rates. 

This ongoing process of refinement will help you fine-tune your strategy to achieve better results over time.

Polish your follow-up strategy

Your follow-up emails should add value each time, not just remind the recipient you exist. 

Share a new piece of relevant content, offer a different take on their potential challenge, or introduce a recent case study that speaks to their situation. 

Each follow-up is an opportunity to reinforce your value proposition and deepen the recipient’s interest.

Seek feedback as a gateway to engagement

The feedback email is not just a polite conclusion but a strategic move to initiate dialogue. 

It shows you value their opinion, and it opens the door for engagement, even from those who haven’t responded previously. 

Frame your request for feedback in a way that makes it easy for them to reply, such as a simple question about the relevance of the content you shared or suggestions for topics they’re interested in.

In Conclusion

Mastering the art of creating a cold email cadence is all about building relationships from the ground up. Implement these insights from Michael Hanson and the additional tips we shared to craft emails that not only get noticed but also resonate with your recipients.