Table of Contents

• 🧠 Outreach, Upgraded:

  • Using AI to Stop Prospecting Like It’s 2014

  • 🧠 AI Is Not the Answer.

    • Hard pass.

  • 💥 Why Outreach Feels Broken

  • 🛠️ Your Minimum-Viable AI Stack

  • 🧠 But Don’t Be Lazy

  • ♻️ Outreach ≠ One-Time Use

  • 🚀 You Don’t Need a Sales Team.

  • AI & Sales Content From The Webosphere

  • Thanks To Our Sponsor - AdQuick

🧠 Outreach, Upgraded:

Just earlier today, I was chatting with a guy that does cold calling (NOT MY JAM - I HATE IT). He is a couple of decades younger than I and I was able to regale him with stories of sending cold email in the olden days. It was harder to find email addresses way back when, but open rates were splendiferous, reply rate were excellent and it was not all that hard to turn cold email into $150-$200K a year in new business for a solo consultant. All you had to do was send MORE.

Today, more is bad, less is better and focus is the new scale. So buckle up kiddos.

Using AI to Stop Prospecting Like It’s 2014

Cold outreach (in the way most people do it) can suck.

It’s a mood killer. A vibe crusher. A creativity vacuum.

But you know what sucks worse?

Sitting around waiting for referrals that may or may not come.

So what do most agency founders do?

They either:

1. Hire a janky lead gen firm that promises 37 booked calls a month and delivers 4 ghostings and a guy trying to sell you crypto…

2. Try the DIY approach →build a list, stare at the blinking cursor in Apollo, and hate life.

Neither of those are great.

🧠 AI Is Not the Answer.

It’s the Assistant.

I’m not going to pitch you on “just let GPT do it.”

You’ve seen those emails:

Hard pass.

But here’s the real unlock: AI isn’t here to replace your brain. It’s here to extend it so you can spend your creative energy on thinking, understanding and taking action.

If you’re doing founder-led sales (or managing a tiny team that’s afraid of outreach), AI gives you leverage without giving up your standards. (If you manage it the right way.)

Here comes an ad….ready?

Focus on growth. We’ll handle the website.

OneNine gives you a dedicated team to design, develop, update, and manage your website. We handle everything on your existing site. There are no language barriers and no time zone differences. You can even live track all work in real time. If your website matters, partner with someone who cares.

Get 10 Free Hours!

💥 Why Outreach Feels Broken

Because you’re doing 8 jobs at once:

• Research assistant

• Copywriter

• SDR

• QA editor

• Therapist (for yourself, mostly)

• CRM monkey

• Follow-up scheduler

• Emotional triage specialist

And that’s before you even get a reply.

You’re not bad at outreach. You’re just buried in the wrong work.

🛠️ Your Minimum-Viable AI Stack

Let’s simplify. Here’s what a lean, mean AI-assisted outreach machine looks like:

All of these tools are serious. No “write me a funny cold email” prompts (tho funny emails are flippin’ awesome - my best performers all time.) Just tools that extend your thinking, not overwrite it.

🧠 But Don’t Be Lazy

Here’s where 90% of folks fall off: They treat AI like it’s a vending machine.

Push button, get email.

That’s why your inbox is filled with junk that starts with:

🤮

Here’s what actual useful AI-powered outreach looks like:

• You find a prospect who just posted a job for “Head of Retention”

• Their blog is about DTC growth, but their site loads like it’s 2006

• GPT turns that into:

Now that’s relevance. That’s what AI is good for: Turning noise into RELEVANT NOISE.

♻️ Outreach ≠ One-Time Use

This is where it gets fun:

• That killer line in your cold email? That’s also a subject line.

• That teardown offer? That’s an Insta carousel.

• That DM opener? That’s a webinar title.

• That reply thread? That’s your next blog post.

Use AI not just to write faster. use it to remix smarter.

If a message hits once, it can hit five more times in different clothes.

🚀 You Don’t Need a Sales Team.

Well, if you are good at outreach and prospecting - you better well have a sales team (Have I talked about “Fire Yourself From Sales” before? Maybe once or twice?)

But you probably can’t hire a full-time SDR, so you’ve got to get scrappy in your GTM approach.

But you can afford a smart system that:

• Surfaces high-fit leads

• Crafts high-context messages

• Follows up without being a pest

• Builds trust, not spam reports

• And if you get replies? You’re already halfway to a call, because the angle did the heavy lifting.

Try using some AI tools to boost your available cycles. And if DIY is not for YOU, then I’d suggest that you check out GTM OS.

AI & Sales Content From The Webosphere

The AI for Sales Podcast🎧 Hosted by Chad Burmeister

This podcast dives deep into how AI is revolutionizing sales, featuring insights from industry leaders on leveraging AI to enhance prospecting and close deals faster. 2 Sentence Snark: Ever feel like your sales strategy is stuck in 1995? Tune in and discover how AI can catapult your prospecting into the future—because cold calling from the Yellow Pages just isn’t cutting it anymore.

How AI Transforms Sales Prospecting: The Definitive Guide 📄 Article by Outreach

This comprehensive guide explores how AI is reshaping sales prospecting by automating lead generation, personalizing outreach, and optimizing sales workflows. 2 Sentence Snark: Still manually sifting through LinkedIn profiles hoping for a lead? Embrace AI and let the machines do the heavy lifting—your carpal tunnel will thank you.

AI for Sales Prospecting: The Ultimate Guide 📄 Article by Cognism

This article delves into the role of AI in sales prospecting, highlighting how it can automate tasks, identify high-quality leads, and enhance engagement strategies.
2 Sentence Snark: If your idea of prospecting involves sending the same generic email to 1,000 contacts, it’s time for an upgrade. Let AI help you craft messages that don’t scream ‘spam’—your open rates will soar.

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