Career Roadmap & Promotion Strategy
with Jay Demetillo
Career growth rarely happens by accident. This MentorCruise session is designed to help you build a clearer roadmap for where you want to go next and how to get there. … Read more
Scheduling conflict? No-show? Cancel session & get your money back instantly.
Only 4 spots left
About this session
Career growth rarely happens by accident. This MentorCruise session is designed to help you build a clearer roadmap for where you want to go next and how to get there. Whether you are aiming for a promotion, preparing for a bigger role, or feeling stuck in your current position, this session helps you turn broad ambition into a practical career strategy.
You’ll work with an experienced mentor to define your next step, identify the skills and signals that matter, and create a plan for making progress inside your current company or beyond it. Together, you can assess your strengths, spot gaps, map out promotion criteria, and think through how to build visibility, ownership, and momentum over time. The goal is to leave with more clarity, better direction, and a concrete plan to move your career forward with intention.
Your mentor
What's your experience with this?
I've mentored designers throughout my 10+ year career at companies like Twitter, Pinterest, and Canva. I was also an adjunct professor at California College of the Arts and have lectured internationally, so I have both formal teaching experience and hands-on industry mentorship.
Why are you qualified to do the session?
I bring real-world experience from launching products like Canva Sheets, GrabFood, AudioProtect, The Bay Lights, and branding for Gaspar Brasserie. Combined with my formal teaching background, I'm passionate about inclusive design and helping others build empathy for users. My global experience across different markets gives me diverse perspectives to share with mentees.
When are you usually conducting these sessions?
I'm flexible with scheduling and can accommodate different time zones based on my experience working internationally.
What mentees say
“I highly recommend Jay’s portfolio review and mentorship sessions. I’ve always wanted to improve my presentation and storytelling skills, and Jay’s experience in public speaking and design makes him the perfect mentor. …”
Emma
Session
“Jay was instrumental in clarifying my next career move, helping me sort through existing opportunities and obstacles with precision. He consistently challenged and encouraged me, enabling meaningful progress, a recon…”
Pritika
Session
“I came to Jay seeking guidance on how to better position myself as a UX Researcher in today’s market after relocating from the EU to SEA. From the start, Jay has been a great mentor, offering thoughtful and current advi…”
Rachel
Session
“Before we started our session, Jay gave me questions to reflect on to better understand who I am, my goals, and what energizes / doesn't energize me. I sent my answers, Jay read them before, and, in our session, we imme…”
Caroline
Session
Frequently asked questions
What exactly is a session?
A session is a focused one-on-one call with your mentor. Use it to get feedback, work through a specific problem, review your work, or get unstuck. You reserve up to 45 min of their time.
How do I pick a time?
After checkout you pick a slot from Jay's live availability, and it's confirmed on the spot.
How does the session take place?
Sessions happen over video call. Your mentor shares the meeting link ahead of time, so all you need is a quiet spot and a stable connection.
Can I reschedule?
Yes, up to 24 hours before the session. Message your mentor and find a new time that works for both of you.
What if my mentor doesn't show up?
You're protected. If a mentor is a no-show, it takes one click to cancel and get your money back, no questions asked.
How do refunds work?
You pay securely by card at checkout. If the session can't go ahead, you can cancel and get your money back instantly from your dashboard.
Still have questions? Visit our Help Center.
Our pledge to you
We're committed to a safe and reliable mentorship experience with quality mentors.
Protected
If you don't hear from a mentor, it only takes one click to get your money back.
Top-rated
All mentors are pre-vetted and continuously evaluated based on their ratings.
Easy scheduling
We find the easiest way to schedule your session with your mentor.
Scheduling conflict? No-show? Cancel session & get your money back instantly.
Only 4 spots left