

Ask a Chief of Staff: So You’ve Done Your Strategic Planning…Now What?
🗓️ Join us on March 25th!
After weeks of offsites and planning sessions, many teams dive into Q1 only to find themselves at the end of the quarter overwhelmed, misaligned, or simply unsure if their strategy is on track.
In this workshop, we're hosting Harry Siggins, one of our mentors and a former Chief of Staff at Quantive, as we explore how to bridge the gap between annual strategy and quarterly execution throughout the year—transforming lofty goals into real, measurable progress.
You’ll learn:
Why narrative and change-management principles (like ADKAR) are critical to keeping your team engaged and adaptive;
How to use KPIs (business health indicators) and OKRs (leading measures for change) together to stay nimble and accountable;
A simple, repeatable cycle ("operating system") that ensures your plan remains dynamic and relevant all year;
Come away with practical frameworks and tools to keep your strategy from gathering dust—and to truly harness the momentum of your annual planning efforts!
✅ You should attend this workshop if...
You’re concerned Q1 is almost over, and you want to ensure you’re still on track with your annual goals going into Q2;
You want a repeatable system to keep strategy alive every quarter (instead of “set and forget”);
You find yourself juggling multiple cross-functional initiatives and need a clear method to align everyone;
You’re interested in weaving together data (KPIs/OKRs) and human engagement (narratives, ADKAR) for better buy-in;
You want to step into a more strategic role and help your leadership team adapt quickly to change
🎟️ Please note, there will be a 100-person limit on this event. If you are unable to attend live, we will send a recording of the event afterwards.
🎙️ More about the Speaker
Harry Siggins brings his unique combination of 5+ years of Chief of Staff experience, coaching expertise, and professional workshop facilitation skills to guide these collaborative sessions. He'll ensure every challenge gets the structured attention it needs while keeping the energy high and the solutions flowing.
💜 Ask a Chief of Staff
Ask a Chief of Staff is a community and recruiting agency that specializes in matching Chiefs of Staff with executives. Founder and CEO, Clara Ma, is a former Chief of Staff who has spent the last 3 years building out an extensive Chief of Staff network and has successfully placed Chiefs of Staff at early-stage startups as well as public companies.
Learn more at askachiefofstaff.com