# Professional services billing software with the engagement attached.

> Professional services billing with the engagement attached: proposals, retainers, time, expenses, invoices and reporting. Plans from $29/month.

Canonical: https://workspace369.com/solutions/professional-services-billing-software/
Last updated: 2026-10-21

Workspace369 bills professional services from the engagement record: proposals, retainers, time tracking, invoices, and online payments are on every plan from $29 a month, and payment plans, expenses, and basic accounting start on Specialist ($149 a month, ten seats).

14-day free trial. Card required. After the trial: from $29/month. Renews automatically every month until you cancel. Cancel anytime in Settings → Billing.

[Talk to sales](https://workspace369.com/contact-sales/)

**Proposal**scope and commercial terms

**Bill**invoice, retainer, or payment plan

**Report**revenue, AR, expense, and project context

![Workspace369 Home: overdue invoices, proposals waiting on a reply, an AutoPilot briefing, revenue for the year and money coming in over the next 30 days](https://workspace369.com/images/solutions/dashboard-light-clean.webp)

Professional billing is shaped by scope, milestones, retainers, time, expenses, approvals, change requests, and client communication. Workspace369 keeps that commercial history beside the invoice and the work that produced it.

Key facts

Professional services billing software at Workspace369 covers 8 areas, including client CRM, proposals, retainers.

The workflow runs in 6 steps, from "define the commercial record" to "see the money position in one place".

Workspace369 starts at $29/mo for 1 seat, and the Commander plan includes 20 seats and 120,000 Tokens a month at $299/mo.

Additional seats cost $10 each; full pricing is public on the [Workspace369 pricing page](https://workspace369.com/pricing/).

## Why professional services billing becomes an operations problem

### The invoice does not explain the engagement

Scope, approved changes, milestones, files, time, expenses, and client decisions sit elsewhere when finance needs to bill accurately.

### Revenue waits for internal handoffs

Billing is delayed while delivery confirms status, account managers reconstruct approvals, and finance searches for the right amount and terms.

### Collections lose relationship context

An overdue balance is harder to resolve when messages, calls, project status, payment history, and account ownership are split across tools.

### Payment plans get assembled by hand

When a client needs installments or a retainer alongside a one-time fee, teams split schedules and pair templates by hand instead of sending one structured billing plan.

### Nobody can see who owes what

Outstanding balances and aging receivables sit outside the billing tool, so partners learn about a late account from a bank balance instead of a report.

## See the workspace your clients feel.

01

### Every channel in one inbox

Email lands beside the client record on every plan; texts, calls and voicemail join it from Voyager, with AI call summaries from Specialist.

![Workspace369 shared inbox showing email, SMS and voicemail conversations with an AI summary of the open thread](https://workspace369.com/home/screens/v2/shared-inbox-light.webp)

02

### Client work, organized as projects

Tasks, files, and status for every engagement — visible to the team and, through the client portal, to the client.

![Workspace369 project board showing client work organized into stages with owners and status](https://workspace369.com/home/screens/v2/projects-board-light.webp)

03

### Proposals to paid invoices

Send quotes, bill milestones or retainers, and let automated reminders chase anything outstanding.

![Workspace369 invoice editor showing line items, payment terms, and client details](https://workspace369.com/home/screens/v2/invoice-editor-light.webp)

04

### A portal clients actually check

Clients watch progress, files, and invoices in a branded portal instead of asking your team for updates.

![Workspace369 client record showing activity, messages, invoices and the next follow-up in one profile](https://workspace369.com/home/screens/v2/client-record-light.webp)

## From agreed scope to collected revenue

01

### Define the commercial record

Keep the client, proposal, service items, taxes, payment terms, deposit, retainer, milestone, and accepted scope together.

02

### Deliver with billing context

Connect projects, tasks, calendars, time, expenses, files, notes, communication, and approved changes to the engagement.

03

### Create the right billing event

Use proposals, invoices, recurring invoices, retainers, payment plans, payment links, and receipts where appropriate.

04

### Offer structured ways to pay

Present a deposit plus installments, a monthly schedule, or a single payment link, with card and bank payment options the client can use from the invoice or portal.

05

### Follow revenue through the operation

Review payment status, AR aging, expenses, project progress, client activity, reporting, and follow-up from one workspace.

06

### See the money position in one place

Pull outstanding balances, AR aging, and per-client totals beside the client record so collection decisions start from current numbers.

## Professional services billing coverage

- Workspace369 is built for operational billing and client-work continuity, not specialist tax preparation or payroll.
- The strongest fit is a firm that wants delivery, communication, billing, expenses, and reporting close to the same client record.
- Payment processing, carrier services, and advanced accounting requirements can have separate setup, usage, or compliance considerations.

Client CRM

Proposals

Retainers

Time tracking

Billable expenses

Invoices

Payment links and plans

AR and profitability reports

## What reviewers say about Workspace369.

★ 5.0 from 12 ratings on the App Store (as of 2026-10-26)

★★★★★

> **SMB Modernization**
>
> Great tool for modernizing small businesses. Ability to leverage AI without technical background.

Foreman345 · 2026-10-02 · [App Store review](https://apps.apple.com/us/app/id6475013419?see-all=reviews)

★★★★★

> **True all-in-one system**
>
> It beautifully combined my CRM, team calendar, and billing tools so I could finally stop paying for a bunch of separate software subscriptions

samimonroe · 2026-10-02 · [App Store review](https://apps.apple.com/us/app/id6475013419?see-all=reviews)

★★★★★

> **Best app for my construction business**
>
> Great app. This app solved all my needs! Not only did it help, but it is cheaper than other apps. I highly recommend this app if you want to start organizing and automating your business on another level. Also love the design

SebastianBroco · 2024-11-23 · [App Store review](https://apps.apple.com/us/app/id6475013419?see-all=reviews)

Quoted exactly as written, in the reviewer’s own language. This is a selection of reviews, not all of them. Reviews from our own team are left out of the selection, but the overall rating includes their ratings.

[Read more reviews](https://workspace369.com/customers/)[See all reviews on the App Store](https://apps.apple.com/app/id6475013419)

## See Workspace369 on your own client work.

Start a free trial or talk to sales — either way, you will see the whole loop: inbox, projects, portal, and billing.

[Talk to sales](https://workspace369.com/contact-sales/)

## Put the workflow into practice

## What buyers should verify before switching

### What is professional services billing software?

Professional services billing software manages proposals, retainers, time, expenses, milestones, invoices, payment terms, collections, and reporting for firms that sell expertise and client delivery.

### Can it bill retainers and milestones on a schedule?

Yes. Recurring invoices and payment plans (from Specialist) bill retainers automatically, and milestone schedules bill by phase or percentage — with automated reminders for anything outstanding and reporting per client and engagement.

### How does it handle late payments and follow-up?

Automated reminders run the follow-up cadence — a friendly note one day after the due date, a second at three days, and a firm note at ten — with the client portal carrying the invoice, the files, and the payment link in one place.

### Does Workspace369 support retainer and project billing?

Workspace369 supports proposals, invoices, retainers, recurring invoices, payment links, time, projects, and reporting on every plan, with payment plans and expenses from Specialist.

### How much does Workspace369 cost for billing?

Invoices and online payment links are included on every plan, starting with Cadet at $29/month for one seat. Payment plans and basic accounting start on the Specialist plan at $149/month for ten seats, and full accounting is on the Commander plan at $299/month for twenty seats. Annual billing takes roughly 20% off, and there is a 14-day trial.

### Can clients pay by card or bank transfer?

Yes. Clients pay from the invoice payment link or the client portal by card or ACH bank transfer. Workspace369 payments run on your own Stripe account, so payouts follow its payout schedule.

### Can I pull a report on outstanding balances?

Yes. Receivables reporting shows open and overdue invoices, AR aging buckets, and per-client totals, and the same numbers sit beside the client record, so follow-up starts from the current balance rather than a bank statement.

### Can Workspace369 replace accounting software?

Workspace369 can centralize operational billing, expenses, accounting context, AR, inventory, and reports. Firms with advanced tax, payroll, reconciliation, or accountant-led requirements may still keep a dedicated accounting system.

## Related pages

## See where Workspace369 fits into your client-work flow.

Start with the modules you need today, then turn on AI, automations, accounting, inventory, requests, and reporting as the operation grows.

[Request a demo](https://workspace369.com/contact-sales/)