COMPARE · CHECKED OCTOBER 19, 2026
JobsiteBoss vs Peak
JobsiteBoss is built for crews and machines, with careful AI rules, job costing and production rates learned from your own jobs. Peak covers leads through payment free, with an assistant under rules you can see.
TL;DR
Pick JobsiteBoss if you run crews and machines and want job costing and production rates now. Pick Peak if you want the full lead-to-paid flow free, with an assistant under rules you can see.
Sign-up opens soon. The demo is open now, with made-up data, no sign-up needed.
SIDE BY SIDE
JobsiteBoss and Peak, row by row.
What JobsiteBoss's own pages said on October 19, 2026, next to what Peak does today.
| JobsiteBoss | Peak |
|---|---|
| What it covers | |
| Estimating from your own crews, machines and production rates, job costing, and scheduling ranked by profit per crew day. Max adds a public website. | Leads and customers, estimates with e-sign and change orders, invoices, projects, crews, a dispatch board, a time clock, job photos and daily logs, plus Sherpa. |
| Pricing model | |
| Three plans by headcount: $49, $99 and $199 a month. Yearly billing gives two months free. | The software is free. No per-user fee and no contract. You pay your own texting, email, AI and payment providers directly. |
| AI | |
| AI turns a plain-language job description into a draft scope. It never sets a price, and nothing is saved until you accept the draft. | Sherpa looks things up and makes changes in every Peak tool, from chat or from your own AI assistant. Anything that reaches a customer or moves money waits for your OK. It runs on your own AI key. |
| Phone app | |
| Runs in your phone's browser. No app store app. | Installs from your phone's browser to your home screen. The crew app works offline. No App Store or Google Play app yet. |
| Your data | |
| We didn't find an export, an API or an AI connector on its public pages. | When sign-up opens, your customer data lives in a database you own, not ours. Export contacts as a spreadsheet or download the whole database any time. |
| Getting started | |
| Start a free trial on your own. Answer six setup questions, then you can bid. | Sign in and start. Bring contacts and your price book over from spreadsheets. Texting, email, AI and payments start when you connect your own accounts, or we connect them for you (Get set up, $997 one-time). |
WHAT IT COSTS
Their published price, and ours.
JobsiteBoss
- Basic: $49/mo (1 person)
- Premium: $99/mo (up to 5 people)
- Max: $199/mo (unlimited people)
- Yearly: $40.83, $82.50 and $165.83 a month ("two months free")
14-day trial with no card. You can change plans any time, and downgrading keeps your data.
From getjobsiteboss.com, checked October 19, 2026. Prices change, so confirm on their site.
Peak tools
$0
Free when sign-up opens (soon). You bring your own accounts for AI, texting, email and payments. Today the tools come with every Peak service plan.
Want our team to run your marketing or lead follow-up? That's a paid service, and the tools come with it. See service pricing.
WHERE JOBSITEBOSS IS STRONG
Credit where it's due.
- Published AI rules: the AI never sets a price, asks for missing quantities and saves nothing until you accept
- Wages, machine costs and margins are kept out of the AI
- Production rates learned from your own jobs, suggested only after 3 jobs, never changed on their own
- Ranking jobs by gross profit per crew day
- Margin shown as a share of the price, not a markup
WHERE JOBSITEBOSS IS AHEAD
What Peak doesn't do yet.
If one of these is a must-have, take it seriously.
- Job costing and profit-per-crew-day scheduling
- Learned production rates
- Equipment hour tracking (Premium and up)
Everything not in the Peak tools yet
- iPhone and Android apps in the app stores (the tools install from your phone's browser today)
- QuickBooks and Xero sync
- Full job costing, estimate vs actual on every line
- Payroll
- A built-in AI phone receptionist
- AI takeoff from plans
WHERE PEAK IS DIFFERENT
What you get with Peak that JobsiteBoss doesn't do.
- The Peak tools are free. JobsiteBoss starts at $49 a month.
- Sherpa's rules cover every kind of action, and you can see all of them. Anything that reaches a customer or moves money waits for your OK, and you can undo a change within 10 minutes.
- Peak also covers leads, texting and invoices, next to estimating and scheduling.
The software is free
No per-user fee and no contract for the tools. You bring your own accounts for AI, texting, email and payments, and pay those companies directly at their prices. We don't mark them up.
Your data, your accounts
When sign-up opens, your customer data lives in a database you own, not ours. Export it any time. If you leave, you take everything with you.
Sherpa does the work, inside rules
Tell Sherpa "add a note to Susan Park: gate goes on the north side." It finds her and adds it, or asks you to reply YES first when the rules say so. Anything that reaches a customer or moves money waits for your approval. You can see every rule, and you can only make them stricter.
A team if you want one
You can run the tools on your own. If you'd rather have help, our team runs the marketing, lead follow-up and AI setup for you on a paid plan.
Read every Sherpa rule on what Sherpa will and won't do.
SWITCHING
Moving from JobsiteBoss to Peak.
Most of it is two spreadsheets. Run both side by side for a week if you like.
Step 1
Export from JobsiteBoss
We didn't find an export guide in JobsiteBoss's public pages. Ask its team for a spreadsheet of your customers and work types before you cancel.
Step 2
Import your customers
In Peak, open Contacts and choose Import. Upload the spreadsheet and match the columns. Rows with the same email or phone merge instead of making duplicates.
Step 3
Bring your price book
The Estimator imports your items and prices from a spreadsheet. There's a template to fill in if your old export doesn't line up.
Step 4
Connect your own accounts
Hook up your texting number, email, AI key and Stripe when you're ready to send and get paid. Nothing goes out until you do.
Step 5
Finish open jobs, then switch
Let jobs already in progress finish where they are, and start new ones in Peak. Rather not do the move yourself? Our team can help.
WHAT YOU SET UP
What works the day you sign in.
The tools are free. Texting, email, AI and payments run on accounts you own, so you pay those companies directly.
Works when you sign in
- Customers, deals, notes and tasks
- Estimates with options, change orders and invoices, shared by link
- Projects, phases, crew schedules, photos and daily logs
- A customer page for each job
Needs your own account
- Texting
- Two-way texts, missed-call text-back, text review requests and texting Sherpa. Connect your own texting account (such as Twilio), with your number registered with the carriers. Nothing sends or charges until you do.
- Sending estimates, invoices and messages by email. Connect your own email sending account. Nothing sends or charges until you do.
- AI
- Sherpa and AI drafts. Connect your own AI key (Anthropic, OpenAI, Google or a compatible provider). Nothing sends or charges until you do.
- Payments
- Card and bank payments on invoices. Connect your own Stripe account. Nothing sends or charges until you do.
Rather not do it yourself? Get set up: we connect all four and import your contacts and price book, $997 one-time.
Pick JobsiteBoss if
You run crews and machines and want job costing and production rates now.
Pick Peak if
You want the full lead-to-paid flow free, with an assistant under rules you can see.
JOBSITEBOSS VS PEAK
Common questions.
When we checked on October 19, 2026, JobsiteBoss was $49, $99 or $199 a month depending on how many people use it, with two months free on yearly billing. The Peak tools are free when sign-up opens.
Its AI rules were on its homepage when we checked on October 19, 2026. Its /trust address showed a sign-in page when we checked on October 16. Peak publishes Sherpa's rules at peak-engine.com/sherpa.
No. Peak doesn't learn production rates today, and full job costing isn't in the tools yet. If that's what you need right now, JobsiteBoss has it.
Yes. Get a spreadsheet of your customers from JobsiteBoss, then import it in Peak's Contacts and bring your prices into the Estimator. Our team can help with the move.
MORE BUILDER AND REMODELER SOFTWARE
Sources for this page (3)
- Plans, people per plan, yearly prices, trial, plan changes: www.getjobsiteboss.com/pricing (read October 19, 2026)
- AI rules, runs in the phone browser, six-question setup: www.getjobsiteboss.com (read October 19, 2026)
- Learned production rates, profit per crew day, margin not markup, equipment hours on Premium, /trust showing a sign-in page: getjobsiteboss.com (read October 16, 2026)
How we checked: we read JobsiteBoss's public pages, pricing and help center on October 19, 2026, without signing up or logging in. JobsiteBoss is a trademark of its owner, used here only to identify the product. Peak Engine isn't affiliated with or endorsed by JobsiteBoss. Spot a mistake? Email hello@peak-engine.com and we'll fix it.
Try Peak next to JobsiteBoss.
Leads, estimates, invoices, jobs and photos, with Sherpa doing the office work.
Sign-up opens soon. The demo is open now, with made-up data, no sign-up needed.