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Description
Work 1:1 with an expert across the full spectrum of AI in sales and marketing, from foundational skills through advanced applications and career growth. Possible uses of coaching sessions, but not limited to: - AI fundamentals and outbound automation - Lead generation, scoring, and CRM automation - AI content creation and marketing automation - SEO and content strategy with AI - Personalization and segmentation at scale - Career advancement, interview prep, and salary negotiation - Building AI capabilities across your sales and marketing team
What you'll get from this package
A comprehensive skill upgrade across AI applications in sales and marketing
A stronger pipeline, better content, and more efficient campaigns through AI
A personalized development plan covering your highest-priority growth areas
The skills to position yourself as an AI-forward leader in your organization
Additional details
Coaching delivered via live sessions and .
Services included:
Freelancing
AI Fundamentals
AI Graphics Creation
AI Automation
Outbound Automation
Lead Generation & Scoring
CRM Automation
SEO & Content Marketing
Personalization & Segmentation
Email Marketing Automation
Marketing Analytics
Ad Copywriting
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
More packages from Caolan
Custom hourly · $133/hr
Get help with Freelancing, AI Fundamentals, and .
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