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Description
Work 1:1 with an expert to develop the AI skills and career strategy needed to grow faster, take on more impactful work, and advance in sales and marketing. Possible uses of coaching sessions, but not limited to: - Identifying the AI skills that matter most for your career goals in sales or marketing - Building AI capabilities that differentiate you from peers - Career strategy and positioning for advancement - Transitioning into more senior or AI-focused sales and marketing roles - Building a personal brand as an AI-forward sales or marketing professional - Leadership development and communicating AI impact to stakeholders
What you'll get from this package
A clear AI skill-building plan aligned to your specific career goals
Differentiated capabilities that set you apart from peers in sales and marketing
A stronger career strategy and positioning for advancement
The confidence to be seen as an AI-forward professional in your organization
Additional details
Coaching delivered via live sessions and .
Services included:
AI Fundamentals
AI Automation
Outbound Automation
Lead Generation & Scoring
CRM Automation
SEO & Content Marketing
Email Marketing Automation
Marketing Analytics
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
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Caolan also coaches for Master’s Programs, MBA, Career Coaching, Communication & Public Speaking, and Marketing. View all.
Offered by Caolan H.
Joined January 2026
5.0
Boost Sales with AI | Ex-Head of Content at On Running's Strategy
I help sales and marketing leaders use AI in ways that actually improve clarity, speed, and strategic output, not just generate more noise. My background is in storytelling, brand strategy, and international leadership. I have led global content and narrative at companies including On, AKQA, and Ogilvy, and now work with leaders and teams through coaching, strategy, and communication support. What makes my approach different is that I do not treat AI as a gimmick or a shortcut. I help clients think clearly about where AI can strengthen decision-making, sharpen messaging, accelerate execution, and support better collaboration across teams and markets. Whether you are figuring out how to use AI in your marketing workflows, adapt your communication strategy, or lead a team through change, I bring both strategic perspective and practical application. If you want to use AI in a way that is genuinely useful and credible, I can help.
Starting at $1,330
10h+ of coaching