Study Plan

Jason De Oliveira

with Jason De Oliveira

A good study plan does more than organize your time. It helps you focus on the right things, build momentum, and make steady progress without burning out. This MentorCruise session … Read more

45 min Book a time instantly 5.0 15 reviews
Jason De Oliveira

Jason De Oliveira

CTO | VP | Advisor | Coach | Mentor

$119 one session
5.0 15 reviews 🇫🇷
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Limited spots Only 5 spots left

About this session

A good study plan does more than organize your time. It helps you focus on the right things, build momentum, and make steady progress without burning out. This MentorCruise session is designed to help you create a realistic, personalized learning plan based on your goals, current level, and timeline. Whether you are preparing for interviews, learning a new skill, changing careers, or trying to stay consistent, this session helps turn ambition into a clearer path forward.

You’ll work with an experienced mentor to map out what to learn, in what order, and how to approach it in a way that fits your life and learning style. Together, you can identify priorities, choose resources, structure your time, and avoid common mistakes like overloading yourself or studying without direction. The goal is to leave with a plan that feels practical, motivating, and easier to stick to.

Your mentor

Hello nice to meet you! I am a seasoned CTO with more than a decade of experience. But I am also a passionate developer and architect with even more years of experience. I promote a continuous learning approach and will be happy to help you structure your personal development and learning plan with real milestones that allow you to achieve your ambitious goals step-by-step.

What mentees say

5.0 (15 reviews)
“When I stepped into a new technical leadership role, the learning curve was steep. I was navigating corporate politics, stakeholder management, team dynamics, architecture decisions, and delivery timelines, all at once.…” “When I stepped into a new technical leadership role, the learning curve was steep. I was navigating corporate politics, stakeholder management, team dynamics, architecture decisions, and delivery timelines, all at once. I needed someone who had been there, done it, scaled it! and could help me think through it clearly. Jason was exactly that. What stood out most was how he helped me understand the perspective of senior executives. How they think, what they care about, how to position yourself effectively in the room. That shift in perspective alone changed how I approached difficult conversations and conflict with other technical leaders. Beyond the interpersonal side, he helped me stay grounded in what actually matters: being data-oriented, feature-focused, and eyes-on-the-goal while maturing the architecture alongside the product. That balance is hard to hold, and having a thought partner who has done it as a CTO made a real difference. The sessions were conversational, never prescriptive. Jason listened first, then shared. That made the advice stick better because it was tailored to my actual situation, not a generic playbook. I will carry what I learned here forward. Would book again without hesitation.”
Oluchi

Oluchi

Standard Plan · 5 months

“Jason is a knowledgeable and experienced mentor whose guidance over the past year has made a clear difference. He offers practical insights across topics such as soft skills, networking, strategy, execution, and leaders…” “Jason is a knowledgeable and experienced mentor whose guidance over the past year has made a clear difference. He offers practical insights across topics such as soft skills, networking, strategy, execution, and leadership, sharing them in steady, approachable discourse. He listens, brings thoughtful perspectives to my challenges, and his influence has supported my growth.”
Adnan

Adnan

Standard Plan · 1.5 years

“From our first session, it was clear Jason brought deep experience in the exact challenges I was navigating as an engineering leader. Every conversation left me with practical, actionable insights I could apply to my te…” “From our first session, it was clear Jason brought deep experience in the exact challenges I was navigating as an engineering leader. Every conversation left me with practical, actionable insights I could apply to my team and projects immediately. He's also genuinely easy to talk to, so sessions never felt like work. They were fun. I'd recommend Jason to any engineering leader looking for mentorship that's both substantive and enjoyable.”
Sylvester

Sylvester

Standard Plan · 2 months

“Great mentor, excellent insight into team and strategy management. Highly recommended for CTOs or Directors of engineering.”
akram

Akram

Standard Plan · 9 months

“Thank you again for taking the time to discuss with me. I truly enjoyed our conversation - it was simple, honest, and really inspiring. The way you see system architecture, your professional journey, and how you hand…” “Thank you again for taking the time to discuss with me. I truly enjoyed our conversation - it was simple, honest, and really inspiring. The way you see system architecture, your professional journey, and how you handle complex topics gave me a lot of motivation to take my learning more seriously. I'm really looking forward to learning more from you. Any advice or direction you can share would mean a lot to me. Thanks again for your support and kindness!”
Tien

Tien

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 Jason'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.

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