Whether you're breaking into tech or levelling up to senior/lead roles, I'll help you build a strategy that actually works.
From a quick career question to a full 3-month mentorship programme. Pick what fits your needs.
28 five-star reviews from people who've taken the leap.
"I truly enjoyed our conversation, and I appreciate the insights and direction you provided for starting my cloud engineering journey. Your advice was clear, actionable, and very encouraging, and I feel more confident about the next steps I need to take."
"I had an amazing virtual meeting with Olushola! He was incredibly friendly, patient, and truly took the time to get to know me. His feedback was specific, thoughtful, and directly tied to my learning path. I left with much more clarity and confidence."
"This was nothing short of a life changing call. We didn't even go halfway and it seems like my 2025 is set. I'm looking forward to more from Shola!"
"I had a general chat about choosing a career path and Olushola offered great advice on what I could explore given my personal circumstances. He was very positive and encouraging and I feel more confident."
"I had a very helpful phone session with Olushola, and I'm grateful for his time and insights. His guidance was practical and encouraging, and I highly recommend him to anyone seeking mentorship."
"Olushola is an incredibly friendly and helpful person who's happy to guide people on how to achieve their goals based on his industry knowledge and best practices."
"I just had a productive call with Olushola, where we discussed strategies for landing my first role in the AWS cloud field. He provided clear guidance on how to approach my career path."
"The session was great, helpful and insightful. Olushola gave a deep dive into my queries and clarified all misconceptions I had."
Practical guidance from someone who's been there.
I'm Olushola Oladipupo, an AWS and Azure certified cloud and DevOps professional with years of hands-on industry experience. I've helped dozens of people navigate their cloud careers — from complete beginners making their first career change, to mid-career professionals pushing for senior and lead roles.
My approach is practical and no-fluff. I don't just point you to a list of courses. We build a real strategy together — covering skill gaps, certification choices, project portfolio, interview prep, and networking. Every session ends with clear, actionable next steps you can start implementing immediately.
Whether you're a career changer breaking into cloud and tech, a certification seeker who wants a strategy (not just a study plan), or someone eyeing a promotion to senior/lead/CTO — I've worked with people in your exact position.
I also write Shola's Tech Notes, a free weekly newsletter helping people navigate cloud and DevOps careers. Subscribe for free career insights, certification guides, and industry analysis.
Everything you need to know before booking.
Stop wondering and start building. Book a session and let's create your roadmap together.
Not sure which session is right? Start with a Priority DM (£10) and I'll point you in the right direction.