

Ask a Chief of Staff: Scaling Teams and Organizations
βποΈ Join us on April 30th!
βGrowth sounds exciting β until you're the one responsible for making it actually work. Scaling a team or organization isn't just about hiring more people; it's about building the systems, culture, and operational infrastructure that can hold it all together as things move fast.
βJoin us for a facilitated, AMA-style discussion with Sarah Sheikh β built around your questions. We'll kick things off with a few framing questions to set the context, and then it's an open floor. No lecture, no rigid agenda, just a candid conversation shaped by what matters most to you.
βSarah is an operational leader with over 15 years of experience in fintech, banking, and higher education across Canada, the USA, and the UK. As Chief of Staff at Loop, she's spent her career working across teams to drive growth, streamline operations, and scale businesses with intention. She brings a rich cross-sector perspective on what scaling actually looks like in practice β and what tends to break when you get it wrong.
βββ You should attend this session if...
βYou're managing a growing team and feeling the operational strain
βYou're trying to build scalable systems without losing what makes your culture work
βYou're a CoS supporting a leader through a period of rapid growth
βββ¨ How to show up:
βFully present and engaged
βReady to ask questions
βOpen to sharing your own insights and experiences where they might benefit the group
ββποΈ More about the Speakers
βSarah Sheikh is an operational leader with over 15 years of experience spanning fintech, banking, and higher education in Canada, the USA, and the UK. Currently serving as Chief of Staff at Loop Financial, she has spent her career working across teams to drive growth, streamline operations, and scale businesses β bringing a grounded, cross-sector lens to what it really takes to grow well.
ββπ Ask a Chief of Staff
βββAsk a Chief of Staff is a premier executive search and career development platform dedicated to placing top-tier Chiefs of Staff and empowering professionals in strategic leadership roles. We serve ambitious professionals and high-growth companies by offering executive recruiting, mentorship programs, and career resources tailored to Chiefs of Staff. By addressing the lack of structured career paths for this role, we provide guidance, connections, and opportunities that accelerate leadership development and organizational success.
ββββββββLearn more at askachiefofstaff.com.