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😎 Building a $100M sales software, insane cold email game, how to stop blowing deals

Learn why Garrett shut down a 7-figure biz to go all in on his software Objectionly

IN THIS EDITION

There was just no way we could dedicate edition 23 to Jordan and not dedicate 24 to Kobe…

Want to know what Mamba Mentality looks like in the world of sales/business?

This week’s feature will show you what it means to be “all-in”

Shutting down a multi-million dollar business for one that made $0 is all-in, right?

  • Shutting down a 7-figure biz to go all in on software - Garrett Campbell

  • Some insane cold email game (hiring and closing)

  • How to stop blowing deals in 4 mins

  • And more…

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OUR SPONSOR

This week’s sponsor is The Serial Sales Community.

You’ve got the skill.

We’ve got the roles.

(The remote 1099 sales roles of course)

Not the ones you find on LinkedIn, Indeed, or Glassdoor…

The ones found through internal networks.

Hiring managers, sales agencies, recruiting firms, etc.

The hard part about remote appointment setting/closing isn’t the job itself.

You’re selling to inbound leads after all.

It’s landing the good job to begin with.

And that exactly where our focus lies.

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Now, back to the newsletter…

SELLER’S SECRETS

Who is Garrett Campbell and what is Objectionly.com?

Garrett Campbell is a Chicago‑based founder and former high‑ticket sales leader who Closing Bible for years. He now builds Objectionly, a sales software that reads call data to detect objections, pain points, and buying reasons so sales & marketing teams can better align. He’s targeting ~$12m ARR by the end of 2025.

Check out Garrett’s full interview on Youtube, Spotify, or Apple Podcasts.

Garrett’s come up (in 10 bullet points)

  • Wanted to be a chiropractor; ended up dropping out of college

  • Flipped designer shoes; made money, got scammed, learned early hustle

  • Landed in high‑ticket sales via an agency, hit ~$6k/mo early

  • Joined better high-ticket teams; scaled earnings to $20k-$25k monthly

  • Started coaching others, tweaking scripts, raising close rates across teams

  • Built Closing Bible: training + placement + community for sales reps

  • Realized service business has limits: variable revenue, no leverage

  • Began ideating software, reverse-engineering ideal business models for him

  • Built early proof of concept; launched beta, iterated based on user feedback

  • Pivoted fully to objectionly.com, raised stakes, shutdown Closing Bible

Garrett’s sales alpha and best practices

Your marketing message must come from sales calls

A core idea Garrett emphasizes: you don’t start your funnel top‑down. You pull high-converting messaging from what’s already working in sales calls and client results, then inject it up through ads, landing pages, VSLs, etc.

That alignment makes the entire funnel resonate more deeply and boosts ROI on ad spend. While you may see decrease in TOF metrics, you will see an increase in closing metrics.

You can 3x a funnel’s output with ease by focusing on CTR’s

He argues that improving top-of-funnel metrics (especially click-through rate) is usually easier and more powerful than trying to coax marginal gains in a sales team’s closing rate. A better ad or headline that boosts CTR 2x or 3x can multiply your funnel throughput far more than wringing small increases out of sales training alone.

Starting a new business? Want to stay lean? Affiliates > ads

Because the margins in early-stage SaaS are tight and CAC is harder to bear upfront, Garrett leaned into affiliate partnerships (agencies, growth operators, sales professionals).

These channels delivered high-leverage deals (1 affiliate bringing in 10+ clients), and let Objectionly scale without burning too much capital.

4 tips, 4 steps to implement

Take exact messaging from sales calls to boost marketing success

  • Watch 5 recent closed-won and closed-lost sales calls

  • Write down exact phrases prospects use (pain, goals, objections)

  • Plug those into ads, emails, and landing pages

  • Ensure alignment from first click all the way to pitch close

Hire better, grow faster

  • Never hire a friend just because they’re “talented”

  • Define the role first, then find the best person for that

  • Avoid early payroll bloat. Hire fewer A‑players over more C‑players

  • Create clear performance contracts with built-in review cycles

Run founder-led sales early on

  • Take early sales calls yourself, even at lower price points if needed

  • Watch where buyers get stuck or excited in the demo

  • Ask users for feedback right after onboarding

  • Use these convos to shape features, pricing, positioning, and hiring plan

Big swings (software, business, etc) are expensive, here’s how to prep

  • Prepare financially to go 3–6 months without paying yourself

  • Expect emotional resistance when shutting down your old business

  • Cut lifestyle costs early so you don’t freak out when cash slows

  • Document your vision clearly, your founding team needs to see it too

Connect with Garrett

Check out Garrett’s full interview on Youtube, Spotify, or Apple Podcasts.

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