🧠 cold email psychology

The small mental triggers that get replies

Daily Sales Newsletter

October 13, 2025

 

Welcome - this is your daily dose of sharp, tactical sales advice.

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In today’s issue:

  • Josh Braun: Show customers what’s genuine, not what’s possible

  • Connor Murray: Structure beats creativity in outbound

  • Jen Allen-Knuth: What to say instead of "Congrats on the funding!ā€

  • Elric Legloire: How to write subject lines that don’t trigger spam

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Show customers what’s genuine, not what’s possible

Josh Braun breaks down a cold email that earns replies by using specificity, relevance, and tension, without pushing or pitching.

A cold email that checks every box

Kim, with 3,000+ vehicles, you’re probably using telematics for tracking.

Most systems log general zones, not the exact GPS coordinates needed for city or county tax accuracy. Small location errors at scale can turn into big tax errors.

Bob Stone, Director of Fleet Operations at Liberty, used GPS-level precision to map every vehicle to the right tax boundary. Saved $10M.

Worth exploring in Q4?

Why this email works

1. It starts with relevant context

ā€œKim, with 3,000+ vehiclesā€¦ā€

⇢ It’s not ā€œHi Kim, hope you're well.ā€ It’s directly relevant.
⇢ Answers: Why are you emailing me specifically?

2. It surfaces a hidden problem

ā€œMost systems log general zonesā€¦ā€

⇢ Creates a knowledge gap without sounding critical
⇢ Challenges an assumption the buyer didn’t know they had
⇢ Our brains notice and react to threats. That’s what triggers attention

3. It connects to a real cost

ā€œSmall location errors at scale can turn into big tax errors.ā€

⇢ Shows a technical issue tied to real business pain
⇢ Specificity makes it tangible: vague risk becomes a clear consequence

4. It uses social proof

ā€œBob Stone… saved $10M.ā€

⇢ Shows proof, not a promise
⇢ It’s not we could help you. It’s someone like you already did
⇢ Lowers risk and builds trust

5. It’s specific, not fluffy

Details like:

→ ā€œ3,000+ vehiclesā€
→ ā€œCity or county tax accuracyā€

⇢ These are ā€œcrispy.ā€ They sound real because they are
⇢ The brain sees specific details as truth

6. It ends with a light CTA

ā€œWorth exploring in Q4?ā€

⇢ No pressure. No 15-minute pitch ask.
⇢ Respects their autonomy while nudging a reply

What to steal for your own emails

āœ” Use facts about their world, not just their name
āœ” Surface a knowledge gap without selling
āœ” Connect the problem to a real-world business cost
āœ” Provide proof with specifics and names
āœ” End with a simple, low-pressure ask

Skip intros. Remove fluff. Lead with insight. That’s how you earn replies.

Structure beats creativity in outbound

Connor Murray breaks down the exact system he uses to turn cold emails into consistent meetings, without sounding salesy or wasting time.

Cold email is your fastest growth lever

Forget calls or social.

Cold email ramps you fastest if your message is:

→ Relevant to your persona
→ Sent at scale
→ Written to get a response (not to pitch)

Small changes make a big difference:

āœ” Raise your reply rate from 3% to 4%
āœ” Improve meeting conversion from 10% to 15%
āœ” You’ll cut your needed volume in half

Stop obsessing over perfect templates.

Instead:

āž¤ Get targeted
āž¤ Stay consistent
āž¤ Test, tweak, repeat

Structure every email to get a response

Your email should answer three things quickly:

āœ” Who you are
āœ” Why you’re relevant
āœ” What you want

Then close with clear, confident language:

→ ā€œLooking to get aligned this weekā€
→ ā€œDoes Wednesday or Thursday work?ā€

✘ Skip soft asks like ā€œOpen to a quick chat?ā€ - they give your prospect an easy out.

Weak language = ignored emails

Common soft phrases to cut:

– ā€œI was hoping toā€
– ā€œIf you're interestedā€
– ā€œWould love to connectā€

Replace them with:

āœ” ā€œLet’s set timeā€
āœ” ā€œLooking to align on your Q4 plansā€
āœ” ā€œDoes Wednesday work?ā€

One weak line can kill your reply rate.

Most meetings come from follow-ups

70–80% of replies happen after the first email.

Use a 3-part follow-up:

āž¤ #1: Light nudge
ā€œJust checking if you saw my last note. Does Thursday work?ā€

āž¤ #2: Polite pressure
ā€œPlease give me your thoughts on this.ā€
(This one drives the most meetings.)

āž¤ #3: Assumptive close
ā€œPlanning my calendar and wanted to close the loop. Should we revisit this in a few weeks?ā€

Send each follow-up 1–2 days apart. Stay in the thread.

Use the ABAB system to scale outreach

Connor’s weekly rhythm:

āœ” Email Group A on Monday
āœ” Email Group B on Tuesday
āœ” Follow up with Group A on Wednesday
āœ” Follow up with Group B on Thursday

That gives you:

→ 2 groups
→ 4 blocks per week
→ 5+ touches in 10 days
→ Fresh prospects every cycle

Add call blocks if you’re dialing.

Prep before you send

Build your system like meal prep:

→ Segment your list by title and industry
→ Create one email template per list
→ Save replies to top objections in advance

This turns cold outreach into a daily habit, not a grind.

Match messaging to persona

Each level of prospect cares about different things:

End users → Want to save time and effort
Managers → Care about KPIs and efficiency
Executives → Want ROI, reduced risk, and strategic wins

Same structure, different priorities.

Objections are tests, not blockers

Sell the meeting, not the product.

Use this formula:

āœ” Acknowledge their concern
āœ” Reframe with value
āœ” Ask again with confidence

Examples:

→ ā€œWe already use someone.ā€
ā€œTotally understand - just looking to introduce myself in case priorities shift. Does Thursday work?ā€

→ ā€œNo budget right now.ā€
ā€œThis is just a quick intro in case needs change. Can we grab 10 minutes?ā€

Keep these ready so you’re not rewriting every time.

Simple subject lines work best

Stick to clean and relevant:

→ ā€œ{First Name} / {Your Name} introā€
→ ā€œIntro: {Their Company} + {Your Company}ā€
→ ā€œYour team at {Company}ā€

Avoid gimmicks like:

✘ ā€œThought you’d want to see thisā€
✘ ā€œLet’s 10x your pipelineā€

They kill credibility and look automated.

Your cold email system =

āœ” Clean lists
āœ” Persona-matched messaging
āœ” Assumptive language
āœ” Strong follow-ups
āœ” Weekly cadence (ABAB)
āœ” Objection templates
āœ” Consistent daily execution

This isn’t about creativity. It’s about clarity, speed, and repeatability.

What to say instead of "Congrats on the funding!ā€

Jen Allen-Knuth reveals how to stand out after funding news - focus on problems, not platitudes.

Skip the ā€œCongrats on the funding!ā€ trap

šŸ“Œ Hundreds of reps get the same funding alert.

ā– They all write the same ā€œCongrats!ā€ line.

ā– Which makes emails blend in, not stand out.

Example: Replace ā€œCongrats on the funding!ā€ with a question tied to their new challenge.

Treat signals as research fuel, not reason

šŸ“Œ Funding is a trigger, not a hook.

ā– Gives you a reason to dig into the account, not reach out.

ā– Understand what might be hard for that leader right now.

Example: ā€œSaw the Series B funding and the plan to expand into new regions — how are you thinking about scaling rep enablement while hiring fast?ā€

Turn further research into valuable insight

šŸ“Œ Jen reads the funding release, then asks ChatGPT:

ā€œWhat would be hard about being the CMO right now?ā€

ā– This surfaces specific pain points tied to their growth goals.

ā– It helps build a relevant hypothesis instead of a random pitch.

Example: ā€œBuyers outside of Legal Ops may not see Filevine as a fit — could make upmarket expansion slower.ā€

Connect their challenge to your problem space

šŸ“Œ After finding their pressure points, link them to the problem you solve.

ā– Jen helps many sales teams defeat status quo thinking.

ā– Fight ā€œgood enoughā€ solutions during upmarket moves.

Example: ā€œMany enterprise teams already have systems they like - even if they’re outdated. Shifting that perception is the real battle.ā€

Write the email around your hypothesis

šŸ“Œ Instead of leading with congratulations, open with relevant context.

ā– Reference something specific from their announcement.

ā– Share how a similar company overcame the same issue.

ā– End your messages with a light, curiosity-based question.

Example: Subj: Ryan’s Comment

ā€œNot sure if shifting perception from ā€˜legal software’ to ā€˜enterprise workflow platform’ has been tough. ACME faced the same after Series C. Happy to share how they reframed messaging to open more enterprise doors. Worth a quick chat?ā€

Keep testing with different hypotheses

šŸ“Œ One email won’t land every time.

ā– Send new versions, each focused on a different possible challenge.

ā– Variety shows you understand their world; not just your product.

Example: One follow-up could explore recruiting challenges. Another could focus on integration issues.

Stand out by giving a damn on results

šŸ“Œ Every insight shows your effort and empathy.

šŸ“Œ Be memorable in an ocean of copy-paste emails.

Example: ā€œThe fact that you’re expanding into government clients probably means compliance reviews doubled. Are teams handling that manually?ā€

TO-GO

Aaron Reeves: Why prospects are ignoring your emails

JC Pollard: How "nice" outreach can still miss the mark

Elric Legloire: How to write subject lines that don’t trigger spam

Will Allred: How to write cold emails that strengthen ego

Recommended tools*

  • Mailshake: Cold email made simple and effective

  • Smartlead: Automate outreach without losing the human touch

  • La Growth Machine: Multichannel prospecting that actually scales

  • Systeme.io: All-in-one platform to launch and sell your products

Check them out!

QUOTE OF THE DAY

ā

"Cold email is not a beauty contest. Stay simple."

Jeremy Chatelaine

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P.S. Stay tuned for tomorrow’s issue on improving discovery through better questions and frameworks!