Choosing a work management tool always happens in the context of what is already in the company. Nobody buys monday.com or Jira into an empty organisation. There is usually already Microsoft 365 or Google Workspace, a finance system, a CRM, a chat platform. The question is which tool plays better with all of this.
monday.com has a marketplace with more than a thousand integrations. The strongest ones are with business tools: Slack, Microsoft Teams, Outlook, Gmail, Google Drive, Dropbox, Salesforce, HubSpot, Mailchimp, Zoom. Connections are usually configured in five minutes, without a developer.
Jira also has a marketplace, even larger, because it was created for a world where integrations are critical. GitHub, GitLab, Bitbucket, Slack, Microsoft Teams, Confluence (native), Tempo, Zephyr for testing, BambooHR. Many integrations require some configuration or admin support.
A practical observation: if your organisation lives mostly in Microsoft 365, both tools integrate well, but neither natively. Microsoft Planner, Microsoft Project and Microsoft Loop remain a better option if native Outlook and Teams integration matters most. A fuller picture of that option is in our article on Microsoft 365 as a project management platform.