10/10 GTM
Why Your AI Strategy is Failing with Josh Solomon, VP Sales, at Ask-AI
Apr 8, 2025
Josh Solomon, VP of Sales at Ask-AI, brings over a decade of leadership experience from Ada and BioConnect. He shares insights on how revenue leaders must embrace an AI-first approach and reshape their playbooks. The discussion highlights the evolving B2B landscape, where enhancing customer experience with AI is paramount. Solomon also addresses the pitfalls of rapid tech adoption and the importance of a grounded strategy. With AI tools optimizing sales processes, he emphasizes the need for hands-on experience to truly transform team productivity.
32:00
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Quick takeaways
- Revenue leaders must adapt to rapid market changes by prioritizing exceptional customer experiences over traditional product features.
- To maximize AI's impact, organizations should focus on integrating it into daily workflows while training teams to leverage its capabilities effectively.
Deep dives
Journey to Revenue Leadership
The guest shares his unexpected journey into sales leadership, starting from a part-time job at Future Shop during his university days. This experience sparked his interest in sales, leading him to a startup where he played a crucial role in its development from a small team to servicing major companies like Facebook. His exposure to AI began when his team initiated a partnership with Facebook, focusing on building automation solutions that catered to modern workforce needs. This laid the groundwork for his evolving career in AI-driven sales solutions and ultimately led to his current role at Ask AI.
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