PocketBoss
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Pick the plan that fits your crew.

Solo starts at $19.99 a month for one person. Essentials, Pro, and Boss add crew tools, integrations, and AI as you grow, and Enterprise covers teams of 26 or more. Every self-serve plan starts with a 14-day free trial.

14-day free trialCard required, not chargedChange plans any timeCancel anytime

Solo

Get paid and scheduled

One-person operations

$19.99/month
Start free trial

14-day free trial included

  • 1 user
  • AI Assistant on prepaid credit
  • 50 text segments a month

Includes:

  • Customers and CRM
  • Estimates with e-signature approval
  • Invoices, online payments, and tips
  • Customer portal
  • Appointments and calendar
  • Inventory and price book
  • Mileage tracking
  • AI Assistant (requests included vary by plan)
  • Jobs, recurring visits, and the job timer
  • Two-way texting, text reminders and On My Way texts
  • Your own website (online booking comes with Essentials)
MOST POPULAR

Essentials

Run your schedule and your crew

Crews of up to 5

$29.99/month
Start free trial

14-day free trial included

  • Up to 5 users
  • 100 AI Assistant requests a month
  • 300 text segments a month

Everything in Solo, plus:

  • Dispatch board and crew assignments
  • Workforce time and GPS punches
  • Projects and job costing
  • Subcontractors by text link, no seats needed
  • QuickBooks Online sync
  • Online booking page
  • Receipts and expense records
  • Workflows and tasks
  • Reports

Pro

Run the business

Teams of up to 10

$49.99/month
Start free trial

14-day free trial included

  • Up to 10 users
  • 500 AI Assistant requests a month
  • 600 text segments a month

Everything in Essentials, plus:

  • Tiered and sectioned estimate templates
  • Smart routing
  • Advanced dashboard analytics
  • SMS campaigns (600 segments a month)
  • Banking and reconciliation

Boss

PocketBoss helps run it

Teams of up to 25

$99.99/month
Start free trial

14-day free trial included

  • Up to 25 users
  • 750 AI Assistant requests a month
  • 1,500 text segments a month

Everything in Pro, plus:

  • AI Receptionist with a dedicated local number
  • 100 AI Receptionist minutes a month included
  • 1,500 text segments a month

Enterprise

For teams of 26 or more

Everything in Boss, with the users your team needs. Tell us how many people need PocketBoss and what you run today, and we will send a price for your team.

Contact us for pricing

Contact us

or email [email protected]

What each plan includes

Every plan has the core platform. Higher plans add crew tools, integrations, and AI.

FeatureSolo$19.99/moEssentials$29.99/moPro$49.99/moBoss$99.99/moEnterpriseContact us
Users1Up to 5Up to 10Up to 2526 or more
Customers, estimates, invoices, payments, portalIncludedIncludedIncludedIncludedIncluded
Appointments, inventory, price book, mileageIncludedIncludedIncludedIncludedIncluded
AI Assistant requests a monthPrepaid credit100500750750
Jobs, recurring visits, job timerIncludedIncludedIncludedIncludedIncluded
Dispatch board and crew assignments–IncludedIncludedIncludedIncluded
Workforce time and GPS punches–IncludedIncludedIncludedIncluded
Projects and job costing–IncludedIncludedIncludedIncluded
Subcontractors by link, no seats–IncludedIncludedIncludedIncluded
Your own websiteIncludedIncludedIncludedIncludedIncluded
Online booking page–IncludedIncludedIncludedIncluded
Receipts and expense records–IncludedIncludedIncludedIncluded
Workflows and tasks–IncludedIncludedIncludedIncluded
Text messaging (segments a month)503006001,5001,500
Reports–IncludedIncludedIncludedIncluded
QuickBooks Online sync–IncludedIncludedIncludedIncluded
Tiered and sectioned estimate templates––IncludedIncludedIncluded
Smart routing––IncludedIncludedIncluded
Advanced dashboard analytics––IncludedIncludedIncluded
SMS campaigns––IncludedIncludedIncluded
Banking and reconciliation––IncludedIncludedIncluded
AI Receptionist number and minutes includedAdd-onAdd-onAdd-onNumber + 100 minNumber + 100 min

Text segments are how carriers bill messages; a long text can use more than one. Allowances reset monthly and do not roll over.

AI usage

One AI credit wallet, two AI services.

The AI Assistant is in every plan. Ask it in plain words to set up a customer, build an estimate or invoice, schedule a job, or send a document; review and confirm the proposed business action on its card. Essentials, Pro, and Boss include monthly requests. Solo requests, and requests beyond an allowance, draw on prepaid AI credit. Usage is separate from confirming an action.

The AI Receptionist answers the calls you forward to it, collects what the caller needs, and puts it in your CRM. Talk time is billed by the minute from the same credit. Boss includes the number and 100 minutes a month.

See the AI AssistantSee the AI Receptionist
AI Assistant, past your allowance
5 cents per request
AI Receptionist talk time
25 cents per minute
With website knowledge on
+10 cents per minute
Managed local number
$5/month, included on Boss
Credit packs
$5 to $25, at face value

The only addition to a credit pack is the card processing fee (2.9% + 30 cents), shown before you pay. Purchased AI credit is generally non-refundable except where required by law or expressly approved by PocketBoss.

Switching from another platform? See how we compare: Pocket Boss vs Jobber · Jobber pricing breakdown · Pocket Boss vs ServiceTitan

Why Owners Switch to Pocket Boss

Rated 5.0 on Google (7 reviews) · 5.0 on Capterra (2 reviews)
“I was a longtime Jobber user and honestly stuck with it for years… but the monthly cost just kept climbing to the point where I couldn't justify it anymore. All the core features I relied on with Jobber were here, and the pricing actually made sense for a business my size. At one point I reached out about a feature I wished the platform had… the owner personally called me, walked through exactly what I was looking for, and then actually went and implemented it. I've never had a software company treat me like that. Couldn't be happier that I made the switch.”

— Justin G., via Google Reviews

“The whole thing just works seamlessly end to end. From the time I create a client and estimate or invoice it just works… and I never have to hunt for client info.”

— Ashlynne M., Owner, Construction — via Capterra (excerpt)

“This software does everything all the big-named apps do plus more: expenses, tools, inventory, mileage, profit margin, invoices, estimates, job timers, and more, for a fraction of the cost. [The owner] is quite possibly the most responsive person I've ever communicated with.”

— Matt K., Owner/Operator, Construction — via Capterra

“I am extremely impressed with ThePocketBoss. No other program I've used is as user friendly or, in all honesty, as easy to use. Love it!”

— Kenneth B., via Google Reviews

Read all reviews →

Frequently Asked Questions

Do I need a credit card to start?

A credit card is required to start your free trial, but it is not charged during the 14-day trial. You are only charged if you continue after the trial ends.

Which plan should I start with?

Solo fits one person who needs customers, estimates, invoices, payments, jobs, a calendar, and their own website. Essentials adds dispatch, crew time, projects, QuickBooks Online, the online booking page, and reports for crews of up to five. Pro adds tiered estimates, smart routing, analytics, SMS campaigns, and banking for teams of up to ten. Boss adds the AI Receptionist with a dedicated number and 100 minutes a month for teams of up to 25. Teams of 26 or more get everything in Boss on Enterprise, priced for the team: contact us. Every plan includes texting: 50 text segments a month on Solo, 300 on Essentials, 600 on Pro, and 1,500 on Boss.

Can I change plans later?

Yes. You can move up or down a plan at any time from Billing in the app. Your data and settings stay exactly as they are.

What counts as an AI Assistant request?

One message you send to the assistant. Whatever it looks up or proposes from that message, and confirming the card it shows you, is part of the same request.

What happens when I use up my AI Assistant requests?

The assistant keeps working from your prepaid AI credit at 5 cents a request. You can add credit any time from the assistant, the AI credits page, or Billing. With no allowance left and no credit, it pauses until you add credit or your allowance resets next month.

How much does AI Receptionist cost?

Talk time is 25 cents a minute, billed from your AI credit, plus 10 cents a minute while website knowledge is turned on. The managed local number is $5 a month. Boss includes the number and 100 minutes a month. Every other plan can add the receptionist and pay for the number and the minutes.

How does AI credit work?

One prepaid wallet per business covers both the AI Assistant and the AI Receptionist. Buy credit in packs from $5 to $25. Packs are sold at face value; the only addition is the card processing fee (2.9% + 30 cents), shown before you pay. Purchased credit is generally non-refundable except where required by law.

Are there any fees on payments I collect?

Yes. When a customer pays you through PocketBoss, PocketBoss takes 0.5% of a card payment, or 0.25% of a bank transfer capped at $25. It is deducted from your payout. It is never added to your customer's invoice, so your customer pays the invoice total and nothing more. Stripe charges its own processing fee on top, currently about 2.9% plus $0.30 per card transaction, also deducted from your payout. If you never collect payments through PocketBoss, you never pay either fee.

Can I cancel anytime?

Yes, you can cancel your subscription at any time. There are no contracts or cancellation fees. You keep access until the end of your billing period.

What happens to my data if I cancel?

Review your export needs before cancelling and contact support about account deletion. Data retention varies by record type under our Privacy Policy; cancellation does not mean every record is automatically deleted after 30 days.

Ready to streamline your business?

Start with the plan that matches your team today. Move up when the crew grows.

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