How Ironclad's ops team eliminated dual calendar updates and accelerated annual planning with 2sync
Operations & HRAn executive operations lead at a 700-person legal tech company syncs the EPD team's operating calendar from Google Calendar to Notion, cutting planning effort and keeping 70+ people aligned automatically.
Google Calendar
Key Results
70+
People relying on synced data
Leadership and EPD team members depend on the synced operating calendar
Minimal
Planning effort
Annual planning practically runs itself with automatic sync
250+
Expansion planned
Release train and GTM org adoption will extend sync across EPD and beyond
About Ironclad
Ironclad is a contract lifecycle management platform that helps legal teams manage NDAs, statements of work, and procurement contracts. The company has raised over $300M and employs approximately 700 people. Ashley Owens leads executive operations for the Engineering, Product, and Design (EPD) team of roughly 245 people, responsible for keeping teams aligned, running the right meetings, and maintaining operational cadences.
The challenge: one calendar, two places to update
Ironclad's EPD team runs on operational cadences planned months in advance. The operating calendar lived in Google Calendar, but the team's planning database lived in Notion. Every time something changed, Ashley had to update both places manually, and changes made in one system were invisible to the other.
Calendar changes didn't reach Notion
When meetings moved or new cadences were added in Google Calendar, the Notion planning database stayed stale. Ashley had to manually mirror every change, and anything missed meant the team was working with outdated information.
Annual planning required constant manual effort
Building the six-month to one-year operating plan meant creating entries in both Google Calendar and Notion separately. For a team of 245 people, this was significant overhead that compounded with every schedule adjustment.
No single source of truth for operations
Leadership needed to check both Google Calendar and Notion to get the full picture. Some people lived in the calendar, others relied on the Notion database, and neither view was guaranteed to be current.
Other departments wanted the same workflow but couldn't share one account
Operators outside EPD saw the value and wanted to replicate the setup for their own teams, but a single-user account meant Ashley would have to own and manage every integration herself.
The solution: Google Calendar to Notion, always in sync
Ashley connected the EPD operating calendar in Google Calendar to a Notion database using 2sync. Two-way sync means changes flow in both directions automatically. When someone adds an event to the calendar, it appears in the Notion database as "not started." When Ashley updates a timeline in Notion, the calendar reflects it.
Operating calendar updates flow automatically
Calendar events sync into the Notion planning database without manual intervention. New events show up with the right status, and moved dates update in both places.
Annual planning practically runs itself
Because cadences are set up on the calendar and sync automatically, the six-month to one-year planning view in Notion stays current without dedicated planning sessions.
Team alignment without extra work
Leadership and team members see the same information whether they check Google Calendar or the Notion database. No more wondering which source is current.
Activity log catches changes from other editors
Ashley gave a few people edit access to the calendar. When they add events, she can see what was added in the Notion database log without checking the calendar directly.
Implementation: Operating calendar first
Ashley started with the core use case, connecting the EPD operating calendar to a Notion database. Setup was straightforward, and the integration ran reliably from day one.
Connected EPD operating calendar to Notion
Set up two-way sync between the team's Google Calendar and the operating plan database in Notion. Events, dates, and statuses flow automatically in both directions.
Configured status tracking for new events
Set up the sync so that events added to the calendar by other team members appear in Notion with a "not started" status, making it easy to spot new additions and triage them.
The results: no more dual updates, planning on autopilot
Ashley's operating calendar sync eliminated the manual overhead of maintaining two systems. The EPD team now runs a planning process that stays current automatically, and the setup is compelling enough that other departments are adopting it.
"I don't really do a whole ton of planning anymore. The way that the integration is set up, it just keeps updating on Notion and on the calendar automatically."
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