Box vs SendNow
A side-by-side look at pricing plans, free tiers, features, pros and cons, updated for 2026. Box starts at See pricing page and SendNow starts at See pricing page. Check both pricing pages for current plans.
At a glance
Best for
Category
Pricing model
Starting price
Free plan
Made by
Based in
Rating
Key features
- Box AI document Q&A
- Box Extract data extraction
- Box AI Agents
- E-signatures
- Workflow automation
- Content APIs and MCP server
- Page-level analytics
- Branded deal rooms
- NDA and password gates
- Dynamic watermarks
- Data rooms via Claude or ChatGPT
| Feature | Box | SendNow |
|---|---|---|
| Best for | Cloud content management with Box AI for questions, extraction and agents | Tracked document sharing and data rooms you can build from Claude |
| Category | Productivity | Productivity |
| Pricing model | Freemium | Free trial |
| Starting price | See pricing page | See pricing page |
| Free plan | Yes | No, 1-day trial |
| Made by | Box, Inc. | SendNow |
| Based in | United States | United States |
| Rating | No ratings yet | No ratings yet |
| Key features |
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Pricing compared
Box starts at See pricing page and SendNow starts at See pricing page. Check both pricing pages for current plans.
Free plan
Cheapest paid plan
Top plan
Free trial
3 plans
Lite
$6.25/mo billed yearly
- 5 documents
- 2 GB storage
- Basic analytics
Pro
$9/mo billed yearly
- 100 documents
- Custom branding
- NDA agreements
Business
$20/mo billed yearly
- 300 documents
- Native PPTX support
- Dynamic watermark
Prices in USD, checked Nov 5, 2026 or later. Plans change often, so confirm on each tool's site before you buy.
Pros and cons
Box
- AI answers respect existing file permissions
- Choice of OpenAI, Anthropic and Google models
- Strong security and compliance controls
- Most AI features sit on business tiers
- Pricing is not listed in the fetched pages
- Broad suite can be more than small teams need
SendNow
- Low starting price
- Detailed per-viewer reading data
- Strong access controls by default
- Trial lasts only 24 hours
- Lite allows just 5 documents
- Payments are non-refundable
Which one should you choose?
Choose Box if you want:
- AI answers respect existing file permissions
- Choice of OpenAI, Anthropic and Google models
- Strong security and compliance controls
Watch out: most ai features sit on business tiers.
Choose SendNow if you want:
- Low starting price
- Detailed per-viewer reading data
- Strong access controls by default
Watch out: trial lasts only 24 hours.
Box vs SendNow FAQ
What is the difference between Box and SendNow?
Box: Cloud content management with Box AI for questions, extraction and agents. SendNow: Tracked document sharing and data rooms you can build from Claude. Both are productivity tools.
Is Box or SendNow cheaper?
Box starts at See pricing page and SendNow starts at See pricing page. Check both pricing pages for current plans.
Do Box and SendNow have free plans?
Box: Yes. SendNow: No, 1-day trial.
Who makes Box?
Box is made by Box, Inc., based in United States.
Who makes SendNow?
SendNow is made by SendNow, based in United States.
Which should I choose, Box or SendNow?
Choose Box if you value ai answers respect existing file permissions and choice of openai, anthropic and google models. Choose SendNow if you value low starting price and detailed per-viewer reading data.