Navigating Your Career Transition into Product Management – Insights from a Career Transition Coach
- June 24, 2025
- Career Conversation
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In a virtual meeting room, the candidate sat nervously, fidgeting with their notes. Across the screen, Rajesh Ramaswamy smiled warmly, ready to guide them through their career shift as a seasoned career transition coach. The candidate, a B.Tech and MBA graduate from IIT and IIM, had six years of product management experience, the last four at a leading SaaS supply chain planning company. Despite their impressive background, they felt stuck, unsure how to land their next big opportunity.
Mentor Profile
Rajesh Ramaswamy is a seasoned product management and strategy leader with a passion for building customer-centric, scalable products. Currently serving as a Product Management Specialist at Tesco, he previously held the role of Head of Product at Ooki and many more. With a strong foundation in leveraging data to develop actionable insights, Rajesh is adept at utilising innovative technologies such as Artificial Intelligence and Open Banking to solve customer problems. His impeccable cross-functional and stakeholder management skills have been instrumental in building successful commercial products. Rajesh holds a PGP from IIM Ahmedabad, further solidifying his expertise in the field.

The Conversation Begins
Candidate: I’ve got a B.Tech and an MBA, and six years in product management—four at [company], working on their RGM product.
Rajesh leaned in, his tone curious.
Rajesh: So, what draws you to product management? What’s got you hooked?
Candidate: I love it! I started out aiming for consulting, but when I joined [company], I found my groove with tech and problem-solving. Being a technical product manager just clicked.
Rajesh nodded approvingly.
Rajesh: That’s fantastic. Your technical background is a huge asset. Many MBA grads shy away from product management, thinking it’s too tech-heavy, but your skills set you apart.
The candidate felt a flicker of confidence. Maybe their unique mix of tech and business was their edge after all.
Tackling the Job Search
Rajesh: Non-technical product managers often stick to market research or UX design because they can’t dive deep with engineers or understand data flows and new tech trends. But you? You can lead discussions, assess products, and keep teams aligned.
Still uncertain, the candidate tilted their head.
Candidate: But how do I use that in my job search? I’ve applied to 200 jobs since February, no calls. Is my resume not ATS-friendly? Am I targeting the wrong roles?
Rajesh chuckled softly, his tone reassuring.
Rajesh: The job search grind is real. Let’s strategize. First, feel the market’s pulse. Some companies post jobs as backups, but hiring slows if people aren’t moving. Chat with your network, see what’s buzzing
The candidate furrowed their brow, thinking.
Candidate: I’ve noticed fewer postings lately. Should I upskill during this downtime?
Rajesh: Spot on, Certifications or webinars from Product School can keep you sharp. And here’s the kicker: job portals are brutal with competition and ATS filters. Referrals are gold. Reach out to product or engineering folks at companies you’re eyeing.
The candidate scribbled furiously, a spark of excitement replacing their nerves. Networking felt less intimidating now.
Crafting the Perfect Resume
They shifted to the resume.
They shifted to the resume.
Rajesh: For UK firms like Tesco, they love a detailed three-to-four-page CV with a story vibe. Prep two versions: a concise one-pager and a longer one. Add skills—Jira, Figma, agile methodologies.
Candidate: How do I know which to send?
Rajesh(grinning): Experiment! Try both and see what lands. Referrals or direct chats with teams beat portals every time.
The candidate leaned forward, hanging on every word. Their resume was a product—and they were about to pitch it right.
Relevance is key. When asking, How do I review my resume? select experiences that reflect skills like problem-solving or industry knowledge, and trim the rest for conciseness.
The candidate’s journey highlighted the power of career transition services of GoCrackIt and the guidance of a career coach transition expert. With the right strategies, their career transition was starting to feel less like a leap and more like a step forward.
In our next blog, we’ll explore advancing your product management career once you’ve landed that role. Stay tuned!
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