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Package Description:
Work 1:1 with an AI career coach to map out your transition into an AI career, using your existing expertise and professional background to land roles that value what you already know. Possible uses of coaching sessions, but not limited to: - Identifying AI-focused roles that leverage your existing domain expertise - Understanding the minimum technical skills needed for your target roles - Resume and LinkedIn positioning to bridge your background to a career in AI - Developing a compelling narrative for your career transition - Networking strategy for career changers building credibility in a new field - Job search and application strategy for non-traditional AI candidates
What you'll get from this package
A clear map of AI roles that fit your specific professional background and strengths
A compelling transition narrative that makes your career change a strength, not a liability
A resume and LinkedIn profile that bridges your background to AI credibly
A practical, personalized plan for breaking into AI from a non-technical starting point
Additional details
Coaching delivered via live sessions and .
Services included:
Interview Prep
Skill Building
LinkedIn Review
Cover Letters
Networking Strategy
Resume
Job Search Strategies
AI Fundamentals
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 Jenny
Custom hourly · $125/hr
Get help with Cover Letters, AI Fundamentals, and .
Jenny also coaches for Product Management, AI Strategy & Transformation, and Technical Program Management. View all.
Offered by Jenny Y.
Joined March 2026
Decode AI career paths: expert guidance to navigate and break into AI
With over 6 years of experience at Microsoft as a Product Manager, I have extensive experience leading cross-functional teams and aligning on hard problems while ensuring all voices are heard, especially in innovation spaces like AI and agentifying products. I work directly in the AI space to define and build AI features, as well as build the underlying system to support AI. I've successfully coached over 30 individuals across varying levels of experience and backgrounds, where they have landed roles in Apple, Microsoft, Google, Slack, and more. I have also been closely involved with recruiting to bring in interns/new grads and industry hires for our next wave of talent. Whether you're looking to break into AI, understand the various opportunities available to you based on your background, advance your career, or more, I'm here to provide tailored guidance and support. Please feel free to reach out, I would love to be part of your journey~
$593.75 - $950
5h - 8h of coaching