Freemium · $0
Free ToolBox U education, STR news, general community and five total Jack uses per account, with no reset.
Explore this tool →Plans & pricing
Start where you are.
Build the tools around your next goal.
Learn for free, build a consistent marketing rhythm, then add pricing and video depth as your needs grow.
Market Smarter! Price Smarter! Book More!We don’t manage your property, we GROW it.
Choose your starting point.
Starter · $19.99/month
AI listing copy, templates, saved property media, content creation and supported social scheduling. $191.90 annually, paid upfront.
Explore this tool →Pro · $49.99/month
Starter’s core marketing tools plus pricing and revenue tools, full video editing and expanded Jack access. $479.90 annually, paid upfront.
Explore this tool →Premium · $99.99/month
Pro’s tools with higher data/video allowances and multi-property batch workflows. $959.90 annually, paid upfront.
Explore this tool →Annual prices include one 20% discount on twelve monthly payments. FOUNDING gives monthly subscribers 20% off their first three payments, then standard monthly pricing. Discounts do not stack. Advertising spend is separate.
See the tools behind each plan.
Here is the fuller breakdown, so auto-posting, our pricing tools and the smaller time-saving features do not disappear inside a single label.
| Feature or workflow | Freemium | Starter | Pro | Premium |
|---|---|---|---|---|
| All ToolBox U education | Free | Free | Free | Free |
| Current STR news | Included | Included | Included | Included |
| General host community | Included | Included | Included | Included |
| ToolBox Jack, our STR AI assistant | 5 total uses; no reset | Plan access | Expanded access | Expanded access |
| Property profiles and onboarding | — | Included | Included | Included |
| AI listing titles | — | Included | Included | Included |
| AI listing descriptions | — | Included | Included | Included |
| AI photo captions | — | Included | Included | Included |
| Social captions and headlines | — | Included | Included | Included |
| Hashtag and tone assistance | — | Included | Included | Included |
| Editable marketing templates | — | Included | Included | Included |
| Your own photo, video and logo uploads | — | Included | Included | Included |
| Reusable brand colors and fonts | — | Included | Included | Included |
| Media library and folders | — | Included | Included | Included |
| Photo crop and brightness controls | — | Included | Included | Included |
| Saved marketing designs | — | Included | Included | Included |
| Content Calendar | — | Included | Included | Included |
| Supported social scheduling | — | Included | Included | Included |
| Supported social auto-posting | — | Included | Included | Included |
| Paid Facebook and Instagram ads inside the app | — | Ask about access | Ask about access | Ask about access |
| Campaign building | — | Ask about access | Ask about access | Ask about access |
| Branded landing-page creation | — | Ask about access | Ask about access | Ask about access |
| Jack-assisted newsletter drafts | Within 5 uses | Plan access | Plan access | Plan access |
| Newsletter/email capability | — | Ask about access | Ask about access | Ask about access |
| Social Media ROI Estimator | — | Ask about access | Ask about access | Ask about access |
| Revenue Calculator | — | — | Plan allowance | Higher allowance |
| Dynamic Pricing Simulator | — | — | Plan allowance | Higher allowance |
| Smart Pricing Companion | — | — | Plan allowance | Higher allowance |
| Saved What If pricing scenarios | — | — | Plan allowance | Higher allowance |
| Mashvisor, PriceLabs and AirDNA resources | — | — | Plan allowance | Higher allowance |
| Full video editing: trim, cut, merge and split | — | — | Plan allowance | Higher allowance |
| Video text and branding | — | — | Plan allowance | Higher allowance |
| Video music, filters and effects | — | — | Plan allowance | Higher allowance |
| Video speed, frames and export options | — | — | Plan allowance | Higher allowance |
| Multi-property batch workflows | — | — | — | Included |
| Higher data and video allowances | — | — | — | Included |
| Support level | General help | Ask about support | Ask about support | Ask about support |
Plan detail: Specific limits, property counts, data coverage and supported connections apply. A dash means this plan does not include the listed paid workflow. Five Freemium Jack uses are lifetime uses, with no reset. All education is free.
Contact us for the current access and allowance details for the features marked “Ask about access.” Advertising spend is separate. Mashvisor, PriceLabs and AirDNA resources are subject to coverage and plan allowances.
Programs have their own terms.
Ambassadors, Creator Stays and invitation-only Featured Stays are separate programs. Read each program’s current participation requirements.
What to check before you subscribe.
Review your property count, supported social connections, paid Jack allowance, data usage and video export/storage limits in the released plan details. Ad spend remains separate. We do not describe a ToolBox plan as an unlimited standalone AirDNA, PriceLabs or Mashvisor subscription.
Put your next marketing idea to work.
Choose a tool, explore the workflow and find the plan that fits your next step. App-store downloads are coming soon; our launch-update page is the current way to stay informed.
Choose a plan for the work you want to do.
Our plans follow the same host-growth focus: free learning and news to get started, then marketing creation and publishing, with pricing and video tools in eligible plans. Compare the actual workflow, allowances and billing basis that matter to your business.
Choose the work you need, then compare the plan.
| Your starting point | What to compare |
|---|---|
| Learning and exploring | Free education, current news, general community and five total Freemium Jack uses with no reset. |
| A regular marketing routine | The actual listing, template, media, campaign and supported scheduling features in your plan. |
| More pricing and video work | Pricing/data coverage, full video-editing controls, export/storage allowances and paid Jack access. |
| Several properties | Included property count, portfolio/batch controls and higher allowances. |
A paid feature allowance is not the price of education. All ToolBox U learning remains free. Review the current purchase screen for exact included tools and limits, the billing period, renewal price and any applicable introductory offer. Advertising spend is separate.
A quick question for you
Which comparison tells you whether a plan is useful?
See the answer and why
The tasks and allowances you actually need. A smaller set of tools that supports your real work can be more useful than an allowance you never use.