Complex Sales For Complete Idiots

Most teams don’t lose to competitors.They lose to complexity.

And most sellers were never taught how to handle it.

When you’re dealing with 8+ stakeholders, there are no rules.

Every deal is different.

Every stakeholder has their own agenda.

And most of the work happens in the chaos between the meetings.

I used to think enterprise sales was just “SMB with more buyers.”

Until I heard sellers say things like:

→ “I’m no longer finding projects. I’m building them.”

→ “The deal didn’t die in the meeting. It died between the meetings.”

→ “We didn’t lose to a competitor. The deal just lost momentum.”

That’s when it clicked:

Pipeline doesn’t die from bad pitches.

It dies from a lack of internal clarity.

So I started studying what actually works in complex sales.

I reviewed every closed-won deal over $60K.

Watched hundreds of hours of call recordings.

Tested Gong trackers until they were 75%+ accurate.

Then I worked with sellers to help buyers:

• Validate problems
• Explore solutions
• Build Consensus

That work led to this:

Complex Sales for Complete Idiots (Like Myself)

A 7-step, interactive guide built around real-world tradeoffs.

Each slide gives you two paths.

Only one moves the deal forward.

This is 5+ years of enterprise enablement distilled into 7 steps.

No fluff. No buzzwords.

Just a quick gut check on how you think about strategic selling.

👇 Let’s see where you land.

(BONUS points if you catch the obscure 90s TV reference in Slide 2.)