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Calendar & scheduling support for law firms that can't afford a missed date

In legal practice, a missed court date or a scheduling conflict around a deposition isn't an inconvenience — it's a liability. Trusty Oak's US-based fractional EAs and specialists manage the full scheduling load for law firms and solo practitioners, from tracking statute of limitations deadlines in Clio to booking client intake appointments through Calendly. If your calendar is currently living in your head or across three disconnected systems, this is the work we're built for.

300+ tasks completed in this service category across our client base.

Fractional calendar & scheduling support for lawyers and law firms

How Trusty Oak handles calendar & scheduling for lawyers and law firms

A Trusty Oak EA working with your firm will typically start by getting access to your practice management platform — most commonly Clio — and mapping out your active matters, upcoming court dates, and any standing deadlines that need to be tracked. From there, they own the day-to-day: confirming deposition schedules with opposing counsel, coordinating availability across attorneys and court reporters, and keeping your Calendly intake links configured so prospective clients can book without creating a back-and-forth email chain. If your firm uses LawConnect for client communication, they can work within that system as well. Your role is to flag new matters, approve major scheduling decisions, and show up where you need to be — the EA handles the logistics in between.

Tools our team works with:

Clio · Calendly · LawConnect

What your EA takes off your plate

The most common mistake attorneys make when first delegating calendar work is handing over access without a clear picture of which deadlines are already in the system and which ones are still in their inbox or their head. Before your EA starts, do a single walkthrough of your active matters in Clio and flag anything time-sensitive that hasn't been entered yet — that 30-minute conversation will prevent the first two weeks from being spent on cleanup instead of coverage. Going forward, establish a simple habit: any new matter or court notice gets forwarded to your EA the same day you receive it.

1

Court Date Tracking in Clio

Monitor and maintain all upcoming hearing, trial, and filing dates within Clio, with calendar reminders set at appropriate intervals so nothing surfaces as a surprise.

2

Deposition Scheduling Coordination

Coordinate availability between attorneys, witnesses, court reporters, and opposing counsel to confirm deposition dates, send calendar invites, and follow up on confirmations.

3

Client Intake Appointment Booking

Manage Calendly scheduling links for new client consultations, including setting availability windows, sending confirmation emails, and rescheduling when conflicts arise.

4

Statute of Limitations Deadline Monitoring

Cross-reference active matters against applicable SOL deadlines and flag upcoming critical dates to the responsible attorney with enough lead time to act.

5

Attorney Calendar Management and Conflict Resolution

Maintain daily and weekly calendar views for one or more attorneys, identify scheduling conflicts across matters, and proactively resolve them before they create problems.

Tools our team works with

We adapt to your existing stack — no forced migrations.

Microsoft Teams
Calendly
Acuity Scheduling
Google Calendar
Microsoft Outlook
Zoom

...and many more!

Trusted by lawyers and law firms

Trusty Oak supports lawyers and law firms including Advantage Evans, La Firma Inmigrantes Primero, Rupal Law — handling everything from calendar & scheduling to broader operational support.

What calendar & scheduling support costs for lawyers and law firms

Drag the sliders to build a monthly plan that fits your workload.

Executive Assistants
~$35/hour
25 hours $875
Specialists
~$50/hour
5 hours $250
Fractional Executives
~$95/hour
0 hours $0
Your monthly budget
$1,125

Starting at $1,000/month. One-time $300 onboarding fee includes your Strategic Delegation Plan.

Book a Discovery Call

Frequently Asked Questions

Yes. EAs who support legal clients are familiar with Clio's calendar and matter management features and can work within your existing setup. You'll grant them appropriate user access, and they'll operate inside the system rather than creating a parallel process you have to reconcile.
Trusty Oak EAs sign NDAs and are accustomed to working within professional confidentiality expectations. For legal clients specifically, they're trained to handle matter names and client information with discretion and to follow whatever communication protocols your firm already has in place.
Your EA can be the first point of contact for rescheduling requests — they'll update Clio, notify all relevant parties, and flag any downstream conflicts the change creates. You set the communication boundaries upfront during onboarding, so they know exactly when to handle something independently and when to loop you in before acting.

Stop managing your calendar around your caseload

Trusty Oak's legal-experienced EAs are available at $35/hr with a dedicated Client Success Manager to build your delegation plan from day one. Start with a $1,000/month budget and a clear system — not a guessing game.