“The homework should start a lot earlier than that. The person looking for a particular role should already be moving in that direction before they even start the journey.” – Wasim Osman
Wasim never planned to become a Scrum Master. He trained in finance and stock markets in the UK, but the pull toward software—and even 3D animation—had been there since he was young. When he realized the finance world wasn’t for him, he made a move that looked like a detour and turned out to be a runway: he joined the people team at a tech company in Bangladesh, a branch of a New York-based firm.
He didn’t have the leverage to be picky, so he took the opportunity, learned how the engineering teams actually worked, and made himself useful. When the company started shifting from waterfall to agile and hosting Scrum certification events, Wasim was in the room organizing them. One day the head of engineering asked a “random question”—would he consider becoming a Scrum Master? For Wasim, it was an easy yes, because it was the direction he’d quietly been aiming at all along.
He shadowed a senior engineer for a quarter, then took over a team of senior-most engineers who were patient with his mistakes. That patience built his confidence, and his willingness to keep his prior curiosity alive made the transition feel organic rather than forced.
Self-reflection Question: What direction are you quietly moving toward right now, and what “homework” could you start today so the next opportunity feels organic instead of accidental?
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About Wasim Osman
Wasim Osman is a seasoned Agile Coach and a Product Owner at Orkestra SCS. He launched his agile career at a Silicon Valley startup based in New York, then spent years coaching teams across Canada, helping organizations transform how they deliver value. Wasim brings a rare blend of agile discipline and product thinking. He’s passionate about building technology that drives real business impact.
You can link with Wasim Osman on LinkedIn.
