Who is Will Aitken?

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Will Aitken: The sales creator turning hard lessons into high-impact learning

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Will Aitken is one of the most recognizable faces in modern sales content. His videos are sharp, funny, and painfully accurate for anyone working in tech sales. He combines humor with practical frameworks, making him a go to creator for reps trying to get better without the fluff. Will doesn’t just entertain the sales world, he teaches it.

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1. Who he is

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Will Aitken is a sales coach, keynote speaker, and content creator known for bringing sales education to life through humor and relatable storytelling. Before becoming a full time creator, he worked in B2B sales and experienced the same objections, awkward calls, and messy pipelines he now jokes about in his videos. He built a strong foundation through partnerships with respected sales leaders like Keenan and through his own coaching programs focused on methodology driven selling. His career evolved from individual contributor to trainer, and eventually into one of the most influential creators in the sales arena. Today he positions himself as a hybrid educator entertainer who helps teams sell smarter while having fun doing it.

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2. A network of heavyweights

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Will’s network covers the entire modern sales ecosystem. He is surrounded by creators, trainers, and operators from companies like Sell Better, Sales Feed, ZoomInfo, and Salesloft. His orbit also includes respected sales leaders, startup founders, and operators who shape the future of B2B selling. The presence of well known industry experts like Keenan and leading content creators elevates his credibility even further. This network gives him a front row view into sales innovation and keeps his content aligned with real industry needs.

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3. Why people listen

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People listen to Will because he explains the realities of sales exactly as they are. No buzzwords. No corporate voice. Just real experiences delivered with humor and clarity. His content blends tactical advice with clever observations about sales culture, making it feel both useful and deeply relatable. He speaks the language of reps who live in CRM dashboards and cold call trenches, and his honesty makes every lesson feel earned. Will is the creator who can coach you while making you laugh at the chaos you deal with daily.

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4. Authenticity that resonates

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Will has an impressive 94 out of 100 Authenticity Score, supported by consistent, natural signals across every category. His follower growth from 50k to 68k over two years shows healthy progression with no artificial spikes. His comments are filled with real sales professionals offering examples, disagreements, and success stories inspired by his content. Will shares personal anecdotes, behind the scenes moments, and sales fails openly, keeping his tone human and grounded. His humor never feels forced and his personality shows through in every video.

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5. Numbers that back it up

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With an Influence Score of 7,496 points, Will ranks in the Top 2 percent in Canada and Top 1 percent in the world for Sales. His content regularly reaches hundreds of thousands of views across multiple platforms, especially through Sales Feed. Engagement quality sits at a strong 88 Natural, supported by meaningful discussions rather than empty praise. His annual follower growth of around 18k shows clear trust from the sales community. Posting rhythm is steady across TikTok, LinkedIn, Instagram, and video shorts that consistently perform.

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6. Collaborations that matter

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Will collaborates with major sales communities and training programs through speaking engagements, workshop led series, and educational content. His work with Sales Feed made him one of the most influential sales entertainers online. He also partners with SaaS companies, coaching programs, and consulting groups to produce actionable training sessions for reps and teams. His collaborations often merge education with entertainment, creating content that resonates across all levels of sales experience.

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7. Why brands should partner with Will Aitken

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Working with Will brings brands a rare blend of credibility, humor, and sales expertise that audiences trust.

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• Co-created tactical videos breaking down sales strategies or workflows

• Educational workshops or team training built around GAP Selling or objection handling

• Sponsored series using storytelling and humor to showcase product value

• Event appearances, keynote talks, or panel discussions on modern sales culture

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8. What causes he defends

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Will advocates for causes that elevate the sales profession. He focuses on sales education, helping new reps understand the real skills needed to thrive. His content highlights sales performance by teaching practical frameworks and exposing bad practices that hold teams back. He also supports diversity in sales, amplifying voices and creators from different backgrounds within the industry. Through his platform, he pushes for better training, better representation, and a healthier sales culture overall.

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9. Why Will Aitken is relevant in 2026

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The sales world is changing fast with AI, automation, and shifting buyer psychology. Reps need creators who help them adapt without losing the human side of selling. In 2026, Will stands out because he translates complex sales challenges into clear, relatable lessons. He bridges entertainment with real tactical knowledge at a time when teams are overwhelmed with tools and information. Will continues to be a voice reps trust as they navigate the new era of smart, human centered selling.

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Conclusion: Leading with humor and honesty

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Will Aitken is more than a content creator. He is a teacher who understands what sales professionals go through and knows how to make them better. His mix of humor, expertise, and authenticity turns everyday sales struggles into real learning moments. As the sales landscape continues to evolve, Will’s voice will remain influential for anyone committed to mastering the craft with confidence and joy.

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