I’m obsessed with the art of writing great cold emails.

So whenever I get an outbound email that catches my attention, I’ll save it.

Here are a few of my favorites: Day 1 Email:

This is my go to for kicking off a sequence.

Four sentences. That’s all you need.

Cold calling isn't complicated it's just hard.

Here's a framework that works for my team: The Hook:

"Was on your website and had a quick question, do you have 2 minutes?"

Why it works:
- shows you did research
- not clear its a cold call
- gives them control
- sets clear timeline

Basic cold email structure:

Sentence 1: reference a challenge (credibility)
Sentence 2: reference a problem (relatability)
Sentence 3: share a similar story (value)
Sentence 4: casual call to action (CTA)

Here's a few examples...

One day I was scrolling X and saw a post “how to make $1,000 on Upwork”

While headline was click-baity, the content was solid.

I decided to run a search for “outbound sales” opportunities on Upwork and came across a Founder that was looking for help with email copywriting.

Here’s the messaging I used to start a conversation: It worked.

A week I agreed to write a 5 email sequence for $1,000.

Here are a few opportunities you can jump on if you're looking for a side hustle in 2025...

Early in my career I was fortunate to be trained by:

- Gary Vee
- John Barrows
- Josh Braun
- Jeb Blount
- Kevin Dorsey

My favorite lesson for outbound was on objection handling... Here's a framework:

1. Use a statement like “I’d imagine”

Then give the most plausible reason why the person might have that objection. This requires subject matter expertise and empathy.

2. Say “Can I make a suggestion”

Then offer your recommendation. You want to help guide the buyer throughout the process. Not the guru that acts like you have all the answers.

3. Politely push forward

A soft and respectful ask to schedule time. Relate it back to the original objection to maximize impact.

This is the cold call scorecard I've used to train 50+ reps.

Not sure if it's "the best".

But its helped me develop and train my teams. Cold Call Intro:

1. Hits the correct tone
2. Identifies themselves before being asked
3. Uses research to build credibility
4. Empower the no

Example:

“Hey [Name] - was on your website and had a quick question, you got 2 minutes? If it’s not relevant you’re free to hang up on me.

Here’s a secret:

If you want to get your resume in front of the right person, don't just apply on the website or LinkedIn then wait.

Find a hiring manager and do this:
(this applies to any role) Job application template:

Common objection right now is "lets talk in 2025"

Here's a framework you can steal:

1. use a statement like "I'd imagine"
2. say "can I make a suggestion"
3. politely push forward

This is what it sounds like: Objection 1 = "let's talk in 2025"

Talk track:

“I'd imagine you don't have budget left for this year. Can I make a suggestion... what if we give you a preview of how we can help with XYZ to see if this should even be on your radar for next year?"

I’m often asked “when should I pitch on cold calls?”

My answer: once you’re able to answer these 3 questions: 1. What’s the problem?

If there isn't one, they’re not taking another call.

My favorite talk track for this is:

“Typically when I talk to other VPs they are struggling with X, Y or Z. Sound like your world at all today?”

A thread on B2B outbound tech selling 101: There are 3 ways to find companies for outbound:

1. Buy a list
2. Pay someone to build a list
3. Build a list yourself

My recommendation is option 3.

Here’s a secret:

If you want to get your resume in front of the right person, don't just apply on the website or LinkedIn then wait.

Find a hiring manager and do this:
(this applies to any role) Job application template:

Cold emails should be less than 100 words.

- personalization will get you opens
- relevance will get you replies

Here's a cold email checklist: 1. Subject Lines = Relevance

No more than 3 words.

Convey the main reason for why you’re reaching out.

Example 1: "reports for [boss]"
Example 2: "hiring SDRs"
Example 3: "quick question"

I spent 3 years training remote BDRs on how to cold call.

Here's my favorite role play exercise: Each rep is assigned a part of the call.

Rep 1 = Intro
Rep 2 = Objections
Rep 3 = Close

As the Manager / Team Lead works through the call, queue in the next rep to join the conversation...

AE on our team just hit $1M in sales this year.

I asked what's working and he said "socratic questioning."

Rarely hear sales questioning framed this way in trainings and liked it: Socrates developed the technique to engage in philosophical conversations.

Hence the name "Socratic" questioning.

The practice involves 4 types of questions:

1. Clarifying
2. Probing
3. Evidence based
4. Implications & Impact

Here's what it sounds like...

One of the most powerful words in selling:

"Typically"

- sets expectations without overpromising
- demonstrates expertise and credibility
- helps frame next steps

Here's 3 examples you can use 👇 1. Establish credibility and expertise

"Typically other VPs I talk to are struggling with [Problem 1], [Problem 2] or [Problem 3]. Sound like your world at all?

B2B cold outreach is brutal right now:

- InMail acceptance is down 50%
- reply rates are at all-time lows
- connect rates are dropping

Buyers are bombarded with shi**y emails, lazy sales messaging and SPAM calls.

Here's 3 tips to help you stand out: 1. Avoid "rush hour"

If you haven't tried sending emails on Sunday evenings, it's worth a short.

CXOs are in back-back meetings throughout the day.

Nights and weekends are when you review emails and organize the week ahead.

We saw higher open rates when doing this.

Cold calls should be under 5 minutes.

Sell the meeting, not the solution.

Here's a cold call framework: My favorite cold call intro:

"Was on your website and had a quick question, do you have 2 minutes?"

Having the website up will make you better prepared.

Also doesn't scream "this is a cold call"

5 tips for B2B outbound Sequences:

(how we generate SMB opportunities) 1. LinkedIn Connect Message

"Hi (NAME) - sent you an email and wanted to put a face with the name."

That's it. The goal is to start establishing a relationship.

95% of B2B cold emails look the same.

A few ways you can stand out:

1. forwarding emails
2. challenge emails
3. visual emails

Examples 👇 Forwarding:

Best to get your CXOs approval on this one first.

- Avg day 1 email reply for our SDRs = 2.9%
- Avg day 1 email reply with forwarded = 5.5%

Every B2B sequence I've created starts the same.

Day 1 of outreach:

1. LinkedIn
2. Email
3. Call

Have seen some cringe LinkedIn outreach from reps.

My approach is stupid simple: 1. If they are active on social...

You can send a connection request like this:

"Hi {NAME} - sent you an email and wanted to put a face with the name."

That's it. The goal is to start establishing a relationship.

Buyers are flooded with lazy sales messaging, templated emails and SPAM calls.

Here are 3 ways to stand out: 1. Avoid "rush hour"

If you haven't tried sending emails on Sunday evenings, it's worth a short.

CXOs are in back-back meetings throughout the day.

Nights and weekends are when you review emails and organize the week ahead.

We saw higher open rates when doing this.