​🗓️ Join us on November 19th!

​Once your company grows past 100 employees, running your business rhythms and tracking progress on your commitments gets unwieldy to manage, and as a Chief of Staff, a lot of that lands on you. It becomes incredibly difficult to answer the simple question “Are we on track?” quickly enough to keep up with the pace of business today.

​With F.Y. 2027 planning around the corner, Chris Pitchford, CEO of Brev.io, is walking through his process for quarterly goal planning and running a tight rhythm of business that increases goal attainment. He’ll cover:

• ​Setting top-down direction while leaving real room for bottom-up ideas from departments and teams

• ​Running an execution cadence that keeps leadership aligned through the quarter, not just at the end of it

• ​Using AI to handle the busywork (status chasing, roll-ups, reporting) so your time goes to the conversations that move things forward

• ​Connecting projects and initiatives to the actual outcomes they contribute to

​Chris has seen Goals & OKRs run at scale more than almost anyone. He helped pioneer the OKR software category, growing Ally.io from 0 to 1,200 customers before its acquisition by Microsoft (Viva Goals), and supported implementations at Meta, Plaid, GitLab, Zillow, Niantic Labs, Riot Games, Slack, Ticketmaster, and more. His current company, Brev, is an AI system of action that keeps your whole company on track.

​Attendees will leave with:

• ​A solid framework you can use for FY2027 planning and running your execution cadences through Q1 and beyond

​Who is this session for?

• ​Chiefs of Staff, Heads of Biz Ops, Strategy & Operations executives, and COOs of companies with 100+ employees

​How should folks show up?

• ​Just bring a meeting note-taker to take notes for you!

​🎙️ More About the Speaker

​Chris Pitchford is a 2x founder, ex-Microsoft, and the Co-Founder & CEO of Brev.io, an AI-native system-of-action for business execution. Before launching Brev, Chris was the VP of Sales at Ally.io, where he grew the customer base from scratch to over 1,200 international clients, leading to a major nine-figure acquisition by Microsoft. He also co-founded Shyft (which raised over $10M) and served as an Entrepreneur in Residence at Techstars. Today, he’s leveraging his deep enterprise scaling experience to build the future of AI-driven business operations.

​💜 Ask a Chief of Staff

​Ask 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.

​Learn more at askachiefofstaff.com.