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For CPOs and CTOs leading organizations scaling AI without cohesion. This 2-day intensive workshop plus self-serve playbook gives product and engineering leaders a shared language, a prioritized AI portfolio, and a milestone-driven transformation roadmap they can act on immediately. This program is designed specifically for senior product and engineering leaders — CPOs, VPs of Product, CTOs, and VPs of Engineering — at organizations that have moved beyond early AI experiments but lack a coherent strategy for what comes next. Participants are experiencing one or more of the following: Multiple AI initiatives running in parallel with no shared prioritization framework Disconnect between what product and engineering see as the most important AI investments Difficulty articulating the AI strategy to boards, investors, or executive peers A sense that AI work is producing output, but not transformation
AI Landscape Map: A shared view of all active AI work, gaps, and strategic alignment by initiative
AI Portfolio Map: Prioritized initiative list with kill, scale, or incubate classification and rationale
AI Strategy Canvas: One-page strategic artifact: bets, constraints, success metrics, and moats
12-Month Transformation Roadmap: Phased, milestone-driven plan with owners and success criteria per phase
Coaching delivered via live sessions and .
Services included:
Skill Building
Execution
Strategy & Vision
Frameworks
AI Fundamentals
AI Agents
AI Automation
AI Roadmap Development
Prototyping with AI
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
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Rana also coaches for Startup Founders and MBA. View all.

Joined February 2026
Wharton MBA | Master Product Market Fit with a Former Head of Product
Welcome to my profile! With extensive experience as a CPO/SVP of Product & UX, I've led product growth and strategy at various startups, driving significant improvements in user onboarding, conversion, and monetization. My background includes advising AI and SaaS startups on their journey from 0 to 1, and I have a proven track record of achieving product-market fit and launching successful products. As a guest lecturer at Section School, I teach aspiring product managers about product ideation and market fit. Additionally, my role as a Fast Track Product Mentor at First Round Capital has allowed me to guide early-stage entrepreneurs in strengthening their product strategies. If you're looking to excel in product management, let's connect and create a tailored plan for your success!
12h of coaching