ToolStack

Smartsheet vs Datadog

Side-by-side comparison · Updated 2026-03-30

Our VerdictSmartsheet wins overall

On G2 data, Smartsheet comes out ahead (4.4 vs Datadog's 4.5). But Datadog wins on price — so read the breakdown before deciding.

Choose Smartsheet if…

Choose Smartsheet if your team focuses on project tracking and resource management and fits a scaleup, enterprise profile. Starting at $9/user/mo/user/mo with a free tier. Spreadsheet-familiar interface makes adoption easy for teams transitioning from Excel — minimal training needed for basic use

Choose Datadog if…

Choose Datadog if your team focuses on infrastructure monitoring and application performance monitoring and fits a scaleup, enterprise profile. Free tier available. Unified observability platform — infrastructure monitoring, APM, logs, RUM, synthetics, and security all in one place, reducing tool sprawl

Smartsheet
by Smartsheet
4.4
out of 5 · 21k+ G2 reviews
Visit Smartsheet ↗
Datadog
by Datadog
4.5
out of 5 · 600 G2 reviews
Visit Datadog ↗

Feature Comparison

FeatureSmartsheetDatadog
Category
work_management
monitoring
G2 Score
4.4 / 5.0
4.5 / 5.0Better
G2 Reviews
21000
600
Free Tier
Starting Price
$9/user/mo
—
Mobile App
AI Features
API Access
SSO / SAML
SOC 2
Learning Curve
moderate
steep
Platforms
web, mac, windows, ios, android
web, ios, android

Pros & Cons

Smartsheet

Pros
✓ Spreadsheet-familiar interface makes adoption easy for teams transitioning from Excel — minimal training needed for basic use
✓ Extremely powerful Gantt chart and dependency tracking capabilities, ideal for traditional project management and waterfall methodologies
✓ Robust automation engine with conditional logic, approval workflows, and automated notifications that scale across the organization
✓ Strong portfolio-level dashboards and reporting allow PMOs to aggregate data across dozens or hundreds of projects
Cons
✗ Not designed for agile/Scrum teams — lacks native sprint planning, backlog management, and velocity tracking
✗ Pricing can escalate quickly at scale since every collaborator who edits needs a licensed seat
✗ Sheet-based architecture creates data silos — cross-sheet references and formulas become complex and brittle at scale

Datadog

Pros
✓ Unified observability platform — infrastructure monitoring, APM, logs, RUM, synthetics, and security all in one place, reducing tool sprawl
✓ 750+ out-of-the-box integrations covering virtually every cloud service, database, framework, and DevOps tool in modern stacks
✓ Watchdog AI automatically detects anomalies and correlates issues across the entire stack, significantly reducing mean time to resolution
✓ Best-in-class custom dashboards and visualization with real-time data, enabling product teams to build business-level KPI views alongside technical metrics
Cons
✗ Costs can escalate rapidly at scale — usage-based pricing across multiple modules (hosts, logs, traces, RUM sessions) makes budgeting difficult and bills unpredictable
✗ Steep learning curve for the full platform — teams often use only a fraction of capabilities due to the breadth of features and configuration options
✗ Log management pricing per ingested GB can become prohibitively expensive for high-volume environments without aggressive filtering and exclusion rules

Frequently Asked Questions

It depends on your needs. Smartsheet scores 4.4/5 on G2, while Datadog scores 4.5/5. Smartsheet is better for project_tracking and resource_management, while Datadog excels at infrastructure_monitoring and application_performance_monitoring.
Smartsheet starts at $9/user/mo per user/month with a free tier. Datadog starts at N/A per user/month with a free tier.
Smartsheet supports 150 integrations, while Datadog supports 750.
Full Smartsheet Review →Full Datadog Review →
Data verified 2026-03-30. Some links may be affiliate links — see disclosure.