Workspace369 Pricing 2026: Cadet, Voyager, Specialist or Commander?

Workspace369 pricing: Cadet $29, Voyager $74, Specialist $149, Commander $299, Enterprise $699 a month. Which one do you need? And at ten people, the bigger plan costs less. Those are monthly prices. Pay yearly and save 20%: Cadet works out to $23.

25 a month, Voyager $59.25, Specialist $119.25, Commander $239.25. Seats included: one on Cadet, two on Voyager, ten on Specialist, twenty on Commander, fifty on Enterprise.

Need more people? Extra seats are $10 a month each, from Voyager up. We'll go plan by plan: what each one unlocks, what a team really pays, who fits which, and when another tool costs less. Every plan includes proposals and invoices, a client portal, retainers, and client-scoped access for contractors. Cadet is $29 a month for one person.

Proposals with themes are on every plan: pick one, try another, restyle it, then see the client view. Clients get a portal on Cadet too: share the project, they verify, see progress, and find their invoices. Retainers as well: choose the client and coverage, set the monthly amount, and turn on auto-invoicing. Cadet also connects to Claude and ChatGPT through MCP, like every plan. Price your services in the catalog: set the price, enter the delivery cost, and read the gross margin.

Then send the invoice: the client opens it, pays online by card through Stripe, it is marked paid, and everything syncs. And email workflows, up to three active: pick the trigger, add the reminder, and switch it on. One limit to know: Cadet holds five projects. Voyager makes them unlimited. Cadet fits people working alone, like freelancers, consultants and designers, with a handful of active projects.

Voyager is $74 a month, with two seats. Texting starts here: email and texts land in one client thread, with an AI summary, and you reply right there. So does time tracking: start the timer, stop it, bill the entries, and they land on the invoice. And Requests: a lead fills in your form, it arrives in Workspace369, and you convert it into a client. Voyager also adds a shared inbox, unlimited projects, and up to ten workflows with text steps.

Two people pay $74. A third person makes it $84, and a fourth, $94. Specialist is $149 a month, with ten seats included. Client self-booking pages start here: they pick the service, choose a time, it's booked, and it's on your calendar. Deposits on acceptance too: send the proposal, they view it, sign through a link, and pay the deposit.

Specialist also adds voice calls and voicemail, expenses and basic accounting, payment plans, and webhooks and API integrations. And up to 25 active workflows. Need an eleventh person? That seat is $10. Commander is $299 a month, with twenty seats.

It adds full accounting, unlimited workflows drafted with AI, and dedicated support. Enterprise is $699 a month for fifty seats, plus two additional workspaces. Changing plans is simple: upgrades apply right away, downgrades at the next billing cycle. Team totals as you grow: one person, five, ten. At ten, Specialist stays $149.

Five people on Voyager is $104. At ten, Voyager reaches $154, and Specialist is $149. Cadet is one seat only, so a second person means moving to Voyager. At twenty people: Specialist plus ten seats is $249. Commander is $299.

So choose Commander for full accounting and AI-drafted workflows, not for seats. Match the plan to the business: solo on Cadet, a small studio on Voyager, a ten-person agency on Specialist. Three questions settle it: do you bill hours, text clients, or let clients book themselves? Hours or texting means Voyager. Booking or deposits means Specialist.

A coach selling sessions? Specialist, even alone: the client picks a session, a time, it's booked, and it's on the calendar. Whichever plan, it runs on laptop, tablet and phone, in sync, as one app. Working alone on the basics? Moxie starts at $12, Plutio at $19, and Cadet at $29.

An invoicing-first team of ten? FreshBooks Plus with nine team members is $142. Specialist is $149. For those jobs, they win on price. So pick by the work you run.

Pick by the job: solo basics, invoicing first, or the whole client relationship. That last lane is ours. Our picks: Cadet if you work alone, Voyager for a small team that tracks time, Specialist from ten people. Coming from another tool? Upload your client CSV, map the columns, and your clients are in, on every plan.

Then the work comes to you: a new lead, a proposal accepted, a client reply, an invoice paid. Use the trial on one real client: the proposal, the work, the invoice, the payment, end to end. Start on the smallest plan that runs your week, and move up when you need to. Every plan has a 14-day free trial. Plan details and the written guide are in the description.