Selling With ADHD: Confidence Without the Sleaze or Burnout (with Wes Schaeffer)

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Feb 9, 2026

Wes Schaeffer, sales trainer known as The Sales Whisperer, helps entrepreneurs sell without sleaze. He talks about why money talk triggers avoidance, using scripts to reduce stress, and preparing for surprise sales moments. He covers honest early pricing, mapping multi‑stakeholder deals, automations to save attention, and small habits that build steady confidence.

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ADVICE

Diagnose Before Prescribing

Ask diagnostic questions to help prospects discover and quantify their pain before offering solutions.
Guide them to hear their own problems so they can justify spending to fix them.

ADVICE

Use Scripts, Then Make Them Yours

Use scripts when starting until reading the room becomes second nature through practice.
Customize scripts for different roles and keep practising fundamentals daily to avoid desperation.

ADVICE

Prepare For Surprise Opportunities

Prepare for surprise high-stakes moments by practising core responses and processes in advance.
Steer conversations with honest options instead of improvising under pressure.

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If sales feels heavy, awkward, or mentally exhausting, it’s probably not because you’re bad at it.

It’s more likely because you’ve been trying to sell using advice that relies on pressure, performance, or rigid systems - the exact things that make ADHD brains freeze, overthink, or avoid the conversation altogether.

In this episode, Skye sits down with Wes Schaeffer (The Sales Whisperer) to talk about how to sell in a way that actually feels calm, grounded, and sustainable — without hype, manipulation, or forcing yourself into a persona that doesn’t fit.

This isn’t about “loving sales” or magically becoming confident.

It’s about:

reducing anxiety around money conversations
having something to lean on when your confidence dips
and building just enough structure so sales stops living rent-free in your head

Wes breaks down why money talk feels so uncomfortable, how scripts can reduce stress instead of making you sound robotic, and why avoiding systems usually creates more chaos — not less.

If you’ve ever known you should follow up, talk about pricing, or ask for the sale… and still found yourself procrastinating, this conversation will feel uncomfortably accurate — in a good way.

No hustle. No sleaze. No “just be confident” advice.

In this episode, we talk about:

Why sales feels uncomfortable for ADHD entrepreneurs and what is actually happening underneath that resistance
How to talk about money and pricing without sounding pushy or rehearsed
When scripts and systems help ADHD brains and when they make things worse
A calmer approach to follow-ups that does not rely on pressure or guilt
How small sales systems reduce burnout, decision fatigue, and avoidance over time

Connect with Wes Schaeffer

Learn more about Wes and his programs: https://12weekstopeak.com
Free habit tracker and practical sales resources available on the site
Text or book time directly via the site

P.S. If your ADHD symptoms turn every business day into chaos, with unfinished tasks piling up and revenue stuck, it's not you. It's your operating system. Click here to book an operational strategy session with Skye.