Investment Management & Financial Planning News - Timeline

Meet Pennee: Timeline’s new AI assistant for financial planners

Written by Thomas Hogg | May 14, 2026 12:00:01 PM
AI is everywhere right now.

AI is everywhere right now, but for financial advisers, the real opportunity is not generic AI tools or disconnected chatbots.

It’s connected AI - powered by the client data, workflows and systems advisers already use every day.

That’s why we built Pennee.

Pennee is Timeline’s new AI assistant for financial planners, designed to help advisers unlock the full power of Timeline’s integrated ecosystem through a simple chat experience.

Prepare meetings. Draft reports. Build cashflows. Send FactFinds. Trigger workflows.

All powered by the connected data already inside Timeline.

Built for the way advice firms actually work

Most AI tools start with a blank page.

Pennee doesn’t.

Because Pennee works across Timeline’s ecosystem - including planning, platform, portfolios, reports, workflows and client records - it can bring together the right information before it answers or acts.

That means less time navigating systems, rekeying data or piecing together information manually.

And more time focused on clients.

From instruction to review-ready work

Pennee is designed to help advisers move from instruction to review-ready output in minutes.

For example, advisers can ask Pennee to:

  • prepare for an annual review
  • summarise meeting notes
  • draft client communications
  • send FactFinds
  • help structure financial plans
  • trigger follow-up workflows
Rather than replacing advisers, Pennee helps accelerate the work around advice.

Built for regulated advice firms

AI in financial planning carries real responsibility.

That’s why Pennee is designed around adviser oversight and explicit approval.

Pennee can prepare drafts, suggest actions and assemble workflows - but it never sends, submits, changes or triggers anything independently.

Every output is reviewed by the adviser first. Every action requires explicit approval.

Your firm remains in control at all times.

Connected AI inside Timeline

The real power of Pennee comes from connection.

Planning. Platform. Portfolios. Reports. Workflows. Client records.

Instead of jumping between systems, advisers can simply ask Pennee to help get the work done.

This is not AI bolted onto a disconnected tech stack.

It’s AI embedded directly into Timeline’s integrated ecosystem.

See Pennee in action

On 4th June at 11am, we’re hosting a live walkthrough of Pennee in action.

Join us to see how advisers are already using Pennee across:

  • meeting preparation
  • report drafting
  • financial planning
  • workflow automation
  • client servicing
Watch our CPO, Thomas Hogg, demonstrate how Pennee works

Or explore more about Pennee here: Visit the Pennee webpage