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Accounts Receivable Assistant

Manage outreach on overdue invoice payments using AI-powered phone calls and email.

Features Below Available To: ✅ Grow Plan ✅ Track Plan ❌ Free Plan

This feature requires Stripe to be enabled before it can be used.

The Accounts Receivable Assistant (aka AR Assistant) helps firms with overdue invoice payments by automatically following up with clients through AI-powered phone calls and email.

Instead of manually tracking overdue invoices and managing outreach, firms can use the AR Assistant to follow up on unpaid invoices while maintaining a professional, relationship-focused experience for clients.


How AR Assistant Works

When an invoice becomes overdue, the AR Assistant can automatically engage with clients regarding outstanding balances.

The assistant works on your firm's behalf to:

  • Contact clients through email and AI-powered phone calls

  • Share payment links

  • Track outreach activity

  • Escalate conversations that require human involvement

  • Automatically stop outreach when payment is received

The AR Assistant uses available invoice, payment, and client information to determine how to engage with clients regarding unpaid invoices.

Eligibility Requirements

The AR Assistant can only be enabled when all of the following conditions are met:

  • At least one payment method is enabled for the invoice

  • The invoice status is Past Due

  • AR Assistant has been enabled for the invoice

  • The invoice balance exceeds the configured minimum threshold

  • The client has contact information, including a phone number

  • The client has consented to the communication channel being used

  • The client has not opted out of automated communications

  • The invoice is not disputed

If any of these requirements are not met, the AR Assistant cannot be activated or may stop outreach automatically.


Enable AR Assistant

Once an invoice becomes eligible, the AR Assistant can be enabled directly from the invoice, or within the invoice's AR Assistant page directly when viewing the invoice.

  1. Open the invoice.

  2. Locate the AR Assistant section and enable by using the toggle.

  3. Select the contacts that should receive communications.

  4. Enable the AR Assistant.

Once enabled, the assistant begins monitoring the invoice and initiating communication/activity when appropriate.

Automatic Activation

Instead of enabling the AR Assistant one invoice at a time, firms can enable the prompt to appear automatically at the global or project level. When enabled, Monograph will ask whether the AR Assistant should follow up each time an invoice is opened - no outreach begins until it is confirmed for that invoice.

Use the toggles below to learn more about enabling at the global and project levels:

Enabling Automatic Activation in Global Settings

  1. Navigate to Settings → App Defaults.

  2. Locate the AR Assistant past-due section.

  3. Enable the toggle and set the number of days past due before outreach should begin.

To note: Turning this on does not start any outreach by itself. Each invoice is confirmed individually, with its contacts and cost, before anything is sent.

Enabling Automatic Activation in Project Settings

Projects can follow different rules than the firm default - for example, switching automatic activation on for the one project whose client is always late.

  1. Open the project and navigate to the Details page.

  2. Locate the AR Assistant section beside automatic invoice generation and late fees.

  3. Adjust the toggle or days past due threshold as needed.

Changing a value away from the firm default creates the override for that project. Matching the firm default again returns the project to inheriting the global settings, so future changes to the firm default continue to apply.

To note: Editing these settings requires both Edit Projects and Manage Settings permissions.

Confirming AR Assistant When Opening Invoices

When Automatic Activation is enabled and an invoice is marked open, a step will appear after sending the invoice to the client, prompting you to follow up on the invoice automatically.

  1. Review the suggested contacts and the days past due threshold. Both can be adjusted for this invoice before confirming.

  2. Click Turn on follow-ups to confirm, or Not this invoice to decline.

The terms agreed to at confirmation - the threshold, the fee, and the selected contacts - are saved with the invoice. Later changes to the firm's settings will not change arrangements already confirmed.

To note: If "Not this invoice" is selected, the AR Assistant will not be enabled. It can still be enabled manually at any time from the invoice directly.

Once confirmed, no outreach occurs until the invoice becomes past due by the agreed number of days. The AR Assistant then activates automatically and begins the standard outreach workflow.

If a contact opts out between confirmation and activation, that contact is dropped and outreach continues with the remaining eligible contacts.

The confirmation step will not appear if Stripe is not fully set up, no contact on the invoice can be reached, or the invoice was opened using the batch open-and-send option. A warning will display on the settings screen if Stripe needs to be completed.

Disabling Automatic Activation

Automatic activation can be turned off at the global level or per project. Before switching it off, a warning will display how many pending arrangements will be withdrawn.

To note: Invoices where outreach has already begun are not affected. Campaigns already contacting clients will continue. To stop an active campaign, pause the AR Assistant or mark the invoice as uncollectible.


Selecting Contacts

Before the AR Assistant can begin outreach, at least one eligible contact must be selected. Depending on the contacts associated with the invoice, and if any have opted-out from AR Assistant communications, you may encounter one of the following scenarios.

➡ All Contacts Eligible

If all associated contacts are eligible for AR Assistant communications, you can select the contacts that should receive outreach and enable the AR Assistant.

➡ Some Contacts Have Opted Out

If some contacts have opted out of automated AR Assistant communications, only eligible contacts can be selected. The AR Assistant will only contact the selected eligible contacts.

➡ All Contacts Have Opted Out

If all contacts associated with an invoice have opted out of automated AR Assistant communications, the AR Assistant cannot be enabled. A warning message will indicate that no eligible contacts are available.

Editing Contacts After Activation

Contacts selected for AR Assistant outreach can be changed at any time while the assistant is actively working on an invoice. There is no need to pause or restart outreach.

To edit contacts:

  1. Open the invoice.

  2. Navigate to AR Assistant in the sub-menu.

  3. In the contacts section, click Edit contacts.

  4. Select the contacts that should receive communications. The dialog will display: "Choose who the AR Assistant may reach out to, removing them stops future outreach for this invoice."

  5. Click Save.

Once saved, the AR Assistant will only contact the newly selected contacts going forward. If a contact who was receiving outreach is removed, the assistant will automatically continue with the next eligible contact on the list. All contact changes are recorded in the invoice activity history.

➡ All Contacts Eligible

If all associated contacts are eligible for AR Assistant communications, you can select any combination of contacts and save.

➡ Some Contacts Have Opted Out

If some contacts have opted out of automated AR Assistant communications, only eligible contacts can be selected. Contacts who have opted out will not appear as available options.

➡ Contacts Flagged by the AR Assistant

If the AR Assistant has determined that a contact is the wrong person, has been referred elsewhere, or is unresponsive, that contact cannot be re-added through the Edit contacts dialog. This prevents the assistant's findings from being accidentally undone.

Additional Considerations:

  • At least one contact with a usable phone number must remain selected. If removing a contact would leave no one the assistant can reach by phone, the change cannot be saved.

  • Contacts must also have an email address or phone number on file, and must be associated with the invoice's client, to be selected.

  • Editing contacts is available to any firm user who can edit the invoice. Once the invoice is paid or marked uncollectible, contacts can no longer be edited, as outreach has ended.


AR Assistant Workflows

The AR Assistant follows a series of stages once an invoice becomes overdue.

Reminder Stage

After the configured grace period has passed, the AR Assistant sends a reminder to the client regarding the outstanding invoice balance.

Clients may be provided with payment information and a direct payment link when available.

Voice Outreach Stage

If the invoice remains unpaid, the AR Assistant may place AI-powered phone calls to the client.

During these conversations, the assistant may:

  • Discuss outstanding invoice balances

  • Confirm payment intent

  • Provide payment instructions

  • Offer payment link delivery

Escalation Stage

If an invoice remains unresolved or requires human assistance, the invoice is escalated for review.

Escalation options may include:

  • Continue outreach

  • Pause outreach

  • Mark the invoice as uncollectible

  • Refer the invoice externally


Monitoring AR Assistant Activity

Once enabled, the AR Assistant tracks all outreach activity associated with the invoice. This can be found by opening the invoice and navigating to AR Assistant in the sub-menu.

Details may include:

  • Current status

  • Next scheduled action

  • Activity history

  • Client communication history

  • Call recordings and transcripts

  • Escalation status

This information provides visibility into outreach efforts without requiring firm users to manually manage every interaction.


Invoice Statuses

The after enabling the AR Assistant, different statuses will be displayed depending on the state of outreach.

Status

Description

Enabled

AR Assistant is actively managing outreach.

Paused

AR Assistant has been temporarily suspended.

Escalated

Manual review is required before AR Assistant can continue.

Uncollectible

AR Assistant activity has been permanently stopped for the invoice.

Paused Status

AR Assistant outreach can be paused when outreach should temporarily stop.

While outreach are paused:

  • No additional outreach is sent

  • Existing AR Assistant workflows are suspended

  • Outreach history remains available for review

AR Assistant outreach can be resumed later if outreach should continue.

Escalated Status

When an invoice is escalated, firm users can review the situation and determine the appropriate next step.

Available actions may include:

  • Continue outreach

  • Pause outreach

  • Mark the invoice as uncollectible

  • Refer the invoice externally

Marking an Invoice as Uncollectible

If AR Assistant efforts should stop permanently, invoices can be marked as uncollectible.

When an invoice is marked as uncollectible:

  • The AR Assistant is disabled

  • Future outreach stops

  • Outreach activity remains available for historical reference


Client Opt-Outs and Communication Rules

Clients can opt out of AR Assistant communications at any time.

A client may opt out by:

  • Requesting that calls stop during a phone conversation

  • Replying to an email requesting that communications stop

  • Marking an email as spam

  • Having a firm user manually request an opt-out

When a client opts out:

  • All AR Assistant activity immediately stops

  • The client is excluded from future AR Assistant outreach

  • The invoice is moved to the Escalation Queue

  • Firm users are notified

  • The opt-out event is recorded in the invoice activity history

The AR Assistant also follows communication safeguards when placing phone calls. Phone calls are only placed on weekdays between 8:00 AM and 9:00 PM based on the client's local time zone. If a client's time zone cannot be determined, the AR Assistant will not place a phone call.

❗ Opting out only affects AR Assistant communications. Standard invoice and payment communications will continue to function normally.

If all client contacts associated with an invoice have opted out, the AR Assistant cannot be enabled for that invoice.


Internal Notifications

The AR Assistant can notify firm users when important events occur, including:

  • A client engages with outreach

  • A dispute is raised

  • An escalation threshold is reached

  • Manual review is required

These notifications help ensure that any issues receive attention when firm involvement is needed.


Frequently Asked Questions

What does "AR" stand for?

For this context, AR stands for Accounts Receivable, which refers to outstanding invoice payments owed to your firm by clients.

Does Accounts Receivable Assistant automatically stop when an invoice is paid?

Yes. Once payment is received, AR Assistant activity automatically stops and no additional outreach is sent for that invoice.

How often does Accounts Receivable Assistant contact clients?

Accounts Receivable Assistant uses a dynamic outreach schedule rather than a fixed cadence.

The timing of follow-up communications may vary based on factors such as client responsiveness, payment activity, and whether the conversation requires escalation.

Can I control how often the AI follows up or what it says?

At this time, firms cannot customize the frequency, tone, or wording of messages sent by Accounts Receivable Assistant.

The assistant uses available project and invoice information, along with the context of the conversation, to determine how to respond. If a client asks a question that it cannot confidently answer or requires additional assistance, it will offer to involve someone from your firm. If the client agrees, an escalation will be created for your team to review and respond to directly.

While responses may vary based on the conversation, the assistant is limited to sharing known project and invoice information and escalating conversations when human assistance is needed.

Can I edit a scheduled email before it is sent?

No. At this time, scheduled outreach cannot be edited before it is sent.

Can I pause a single email or phone call for an invoice?

No. Individual outreach activities cannot be paused. AR Assistant outreach can only be managed at the invoice level.

What happens if a client asks a question that the assistant cannot answer?

If the assistant cannot confidently answer a question or determines that firm involvement is needed, it will offer to connect the client with someone from your firm.

When human assistance is required, the conversation will be escalated for review and follow-up.

What happens if a client disputes an invoice?

Disputed invoices are escalated for manual review and may require firm involvement before AR Assistant activity can continue.

Can clients opt out of Accounts Receivable Assistant communications?

Yes. Clients can opt out of supported AR Assistant communications. Once an opt-out occurs, all Accounts Receivable Assistant activity immediately stops and the invoice is escalated for review.

Can I change who the AR Assistant contacts after it's enabled?

Yes. While the AR Assistant is actively working on an invoice, open the invoice, navigate to AR Assistant in the sub-menu, and click Edit contacts to update who receives communications. Removing a contact stops future outreach to them for that invoice.

Is Monograph Payments required?

Yes. Stripe/Monograph Payments must be enabled before Accounts Receivable Assistant can be used. Learn more about signing up for Stripe for payments.

Why can’t I turn on the Accounts Receivable Assistant for an invoice?

You can turn on the Accounts Receivable Assistant only for invoices that meet all eligibility requirements. If the option isn’t available for an invoice, one or more of these requirements have not been met. Review the full list of eligibility requirements here.

I turned on automatic activation; why wasn't I asked about using the AR Assistant when opening an invoice?

The confirmation step is skipped when Stripe is not fully set up, when no contact can be reached, or when the invoice was opened through the batch open-and-send option. Invoices opened before the setting was enabled also will not prompt for confirmation.

Does turning off automatic activation stop active outreach?

No. Switching it off withdraws pending arrangements only. Campaigns already in progress continue until paused, paid, or marked uncollectible.

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