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Sid
Wilson
Associate Vice President, Sales Enablement
McLean & Company
Sid Wilson is Associate Vice President of Sales Enablement at McLean & Company - a leading HR advisory firm, where he has led enablement since 2022. He began his career at McLean on the product side, supporting clients with research on employee engagement, leadership, learning, and development. That foundation still shapes how he approaches enablement today: developing sales leaders, helping the practices of top performers spread across the sales team, and creating shared learning experiences that build culture and engagement. Sid has helped McLean's maturing sales team maintain double-digit growth every year, and his favourite part of the job is seeing professionals he onboarded celebrate their first President's Club.
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13 November 2026 09:15 - 09:45
Why your sales team still needs to learn together
Most learning has quietly gone asynchronous, modules, videos, self-paced certifications, all easy to scale and easy to skip. What gets lost in that shift is harder to measure but just as costly: the shared moments that actually build a sales team's culture. Sid built an enablement function from scratch, scaling a sales team from roughly 30 reps to 150 over four years, and has seen firsthand what happens to team cohesion when learning becomes purely individual. This session makes the case for bringing group learning back into the mix deliberately, not as a nostalgia play, but as a practical lever for culture and retention that async training can't replace. Key takeaways: - Why asynchronous, individual learning quietly erodes team culture over time - What group learning moments actually do for cohesion that self-paced training can't - How to bring group learning back into a scaled enablement program without slowing everything down