WILL AITKEN SALES

WILL AITKEN SALES

The training I wish I had when I sucked at sales

Tactical coaching, training, and resources for B2B sales reps & teams who want to level up without falling asleep.

Smiling man with a beard wearing a dark jacket and green shirt against a plain background.

GAP PROSPECTING

The No-BS Framework for Getting Buyers to Engage, Building Pipeline, and Fixing Broken ProspectingBy Keenan & Will Aitken, creators of Gap Selling and Problem-Centric™ Prospecting

Cold outreach is broken. Buyers are overwhelmed, annoyed, and better at ignoring salespeople than ever before. GAP Prospecting shows you how to break through the noise without sounding like every other desperate rep spamming inboxes and praying for meetings.

Built on the principles of Gap Selling, this book teaches a modern, problem-centric approach to prospecting that helps sellers earn attention, create demand, and build pipeline that actually converts.

What You’ll Learn:

  • How to identify the real business problems buyers care about

  • Why most cold calls, emails, and LinkedIn messages fail, and how to fix them

  • How to write outreach that sparks curiosity instead of triggering rejection

  • The psychology behind buyer resistance, trust, and engagement

  • Tactical frameworks for cold calling, email, sequences, targeting, and messaging that work in today’s market

  • How to use AI without sounding like AI

WHo do I help?

B2B Sellers

Just got started at a new software company and want to hit the ground running? Or maybe you're looking to brush up on your discovery techniques?
I can help you learn in just 14 days.

Founders

Trying to take your product to market but having no luck? Or finding sales isn’t part of your founder skillset yet? I can help coach, train, and consult to help you sell more of your product/service faster.

Sales teams

Finding your team is struggling with outbound? Noticing that you’ve got too many reps to coach and not enough time? Work with me for workshops or done-for-you coaching to keep your team sharp.