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Datadog vs Rapid7 InsightCloudSec comparison

 

Comparison Buyer's Guide

Executive SummaryUpdated on Oct 19, 2025

Review summaries and opinions

We asked business professionals to review the solutions they use. Here are some excerpts of what they said:
 

ROI

Sentiment score
6.4
Datadog boosts ROI by reducing downtime, enhancing reliability, optimizing resources, improving cost efficiency, and expediting issue resolution.
Sentiment score
6.0
Rapid7 InsightCloudSec saves costs, reduces risks, automates tasks, and streamlines compliance, enhancing security and operational efficiency.
Previously we had thirteen contractors doing the monitoring for us, which is now reduced to only five.
IT Manager at Liberty Mutual Insurance
Datadog has delivered more than its value through reduced downtime, faster recovery, and infrastructure optimization.
Sr. Cloud Infrastructure Engineer at a tech vendor with 51-200 employees
I believe features that would provide a lot of time savings, just enabling you to really narrow down and filter the type of frustration or user interaction that you're looking for.
QA Engineer at Townsquare Interactive
By catching issues early, Rapid7 InsightCloudSec helps us prevent costly breaches or regulatory fines; for example, automating patching and misconfiguration audits can save thousands in operational overhead.
Site Reliability Engineer at a comms service provider with 501-1,000 employees
It provides a good security posture and helps handle misconfigurations and day-to-day remediations.
Senior Cloud Security Engineer at a educational organization with 10,001+ employees
I can confirm money and time savings with Rapid7 InsightCloudSec, as we can scan the entire IP range simultaneously instead of manually checking each asset for vulnerabilities.
Junior systems engineer at a tech services company with 11-50 employees
 

Customer Service

Sentiment score
6.7
Datadog offers knowledgeable support but has variable ticket resolution and communication challenges, with limited direct engineer access.
Sentiment score
4.9
Rapid7 InsightCloudSec customer service receives mixed reviews, excelling in responsiveness but needing improvement in communication and local presence.
When I have additional questions, the ticket is updated with actual recommendations or suggestions pointing me in the correct direction.
Applications Web Services Technical Engineer at Ace Hardware
Overall, the entire Datadog comprehensive experience of support, onboarding, getting everything in there, and having a good line of feedback has been exceptional.
Systems Administrator at Townsquare Interactive
I've had a couple instances where I reached out to Datadog's support team, and they have been really super helpful and very kind, even reaching back out after resolving my issues to check if everything's going well.
Security Engineer at Invitation Homes
On a scale of 1 to 10, the customer support would be rated a 10, as responses are typically received within about half an hour to an hour when creating a ticket.
Senior Platform Engineer Lead at a tech services company with 1,001-5,000 employees
They have excellent support with internal Slack channels and are directly reachable through Teams.
Senior Cloud Security Engineer at a educational organization with 10,001+ employees
I interacted with customer support after an endpoint compromise incident, and they responded quickly and provided clear insights that were essential for resolving the situation.
Platform Engineer at Cedar Gate Technologies, LLC
 

Scalability Issues

Sentiment score
7.6
Datadog scales efficiently across diverse environments, handling increased workloads seamlessly, though costs may rise with extensive usage.
Sentiment score
5.8
Rapid7 InsightCloudSec is a scalable, adaptable SaaS tool providing reliable cloud visibility but may require specific configurations.
Datadog's scalability has been great as it has been able to grow with our needs.
IT Manager at Liberty Mutual Insurance
We did, as a trial, engage the AWS integration, and immediately it found all of our AWS resources and presented them to us.
Systems Administrator at Townsquare Interactive
Datadog's scalability is strong; we've continued to significantly grow our software, and there are processes in place to ensure that as new servers, realms, and environments are introduced, we're able to include them all in Datadog without noticing any performance issues.
Senior Custom Software Development Consultant at a tech vendor with 501-1,000 employees
I have not experienced performance issues as I add more assets, and everything operates smoothly within one console.
Junior systems engineer at a tech services company with 11-50 employees
 

Stability Issues

Sentiment score
8.0
Datadog is praised for its reliable performance with minimal downtime and quick resolution of occasional data import issues.
Sentiment score
8.0
Users are pleased with Rapid7 InsightCloudSec's stability, though some experience slight slowness due to its SaaS platform.
Datadog is very stable, as there hasn't been any downtime or issues since I've been here, and it's always on time.
Security Engineer at Invitation Homes
Datadog seems stable in my experience without any downtime or reliability issues.
Full Stack Developer at Townsquare Interactive
Datadog seems to be more stable, and I really want to have a complete demo before making a call to decide on this.
Enterprise solution architect at a manufacturing company with 10,001+ employees
Rapid7 InsightCloudSec works without any stability issues so far.
Junior Security Analyst at a financial services firm with 51-200 employees
 

Room For Improvement

Datadog struggles with complex pricing, customization needs, usability, and requires improved integration, training, and cost management for large organizations.
Rapid7 InsightCloudSec needs UI/UX improvements, better third-party integration, enhanced reporting, and refined risk prioritization and detection capabilities.
It would be great to see stronger AI-driven anomaly detection and predictive analytics to help identify potential issues before they impact performance.
Operations Manager at a financial services firm with 1,001-5,000 employees
We want to be able to customize the cost part, and we would appreciate more granular access control.
Service Manager at PwC
The documentation is adequate, but team members coming into a project could benefit from more guided, interactive tutorials, ideally leveraging real-world data.
Senior Software Engineer at Los Angeles Times Communications, LLC
If Rapid7 InsightCloudSec could support more third-party tools or modern CI/CD pipelines, integrating it into my developer workflow would reduce time to fix and foster a shift-left security mindset.
Site Reliability Engineer at a comms service provider with 501-1,000 employees
Rapid7 InsightCloudSec already provides us real-time feedback loops, but if it also provides real-time feedback to the developers, then it would help the application shift left, meaning the security will shift left as well.
Site Reliability Engineer at a comms service provider with 501-1,000 employees
Rapid7 InsightCloudSec needs improvements such as AI-driven risk prioritization, proactive cloud risk modeling, advanced IAM privilege analysis, multi-cloud attack path mapping, pre-built automated hardening, defining stronger policy as code support, better container and serverless coverage, and cost optimization insight along with safe auto-remediation with rollback improvements.
Cybersecurity analyst at Cornerstone OnDemand
 

Setup Cost

Datadog offers flexible pricing but can become costly with larger infrastructures; users appreciate low setup costs and initial free hosts.
Rapid7 InsightCloudSec offers competitive, cost-efficient cloud security management with reasonable pricing, seamless licensing, and straightforward setup.
The setup cost for Datadog is more than $100.
Senior Performance and Architecture Analyst at a manufacturing company with 10,001+ employees
Everybody wants the agent installed, but we only have so many dollars to spread across, so it's been difficult for me to prioritize who will benefit from Datadog at this time.
Applications Web Services Technical Engineer at Ace Hardware
My experience with pricing, setup cost, and licensing is that it is really expensive.
Senior Site Reliability Engineer at a wholesaler/distributor with 5,001-10,000 employees
It is cheaper.
Senior Cloud Security Engineer at a educational organization with 10,001+ employees
The more numbers you have, the less costly the product becomes, as licensing operates on volume.
Junior systems engineer at a tech services company with 11-50 employees
While it was not overly expensive, I do wish for more discounts for bulk purchases since we have implemented it widely across our cloud security posture.
Platform Engineer at Cedar Gate Technologies, LLC
 

Valuable Features

Datadog excels with real-time monitoring, integrations, intuitive dashboards, and analytics, enhancing observability and operational efficiency in complex environments.
Rapid7 InsightCloudSec enhances security with frameworks, threat detection, automation, and AI log searches, boosting efficiency and response speed.
Our architecture is written in several languages, and one area where Datadog particularly shines is in providing first-class support for a multitude of programming languages.
Senior Software Engineer at Los Angeles Times Communications, LLC
Having all that associated analytics helps me in troubleshooting by not having to bounce around to other tools, which saves me a lot of time.
Senior Site Reliability Engineer at a wholesaler/distributor with 5,001-10,000 employees
Datadog was able to find the alerts and trigger to notify our team in a very prompt manner before it got worse, allowing us to promptly adjust and remediate the situation in time.
Security Engineer at Invitation Homes
It has reduced the number of security incidents that used to happen by 40%, and the log management time has been reduced by 20 to 30%.
Site Reliability Engineer at a comms service provider with 501-1,000 employees
Using Rapid7 InsightCloudSec alongside our ManageEngine patch management module positively impacts my organization by scanning assets deeply and providing all identified vulnerabilities, from zero-day to any vulnerabilities on an asset, addressing those that ManageEngine might not identify.
Junior systems engineer at a tech services company with 11-50 employees
Rapid7 InsightCloudSec has helped us save thirty percent time in our log retrievals, and it completely changed log searching, making it really fast when we search for logs, with no prior knowledge required.
Site Reliability Engineer at a comms service provider with 501-1,000 employees
 

Categories and Ranking

Datadog
Ranking in Cloud Security Posture Management (CSPM)
5th
Ranking in AI Observability
1st
Average Rating
8.6
Reviews Sentiment
7.0
Number of Reviews
209
Ranking in other categories
Application Performance Monitoring (APM) and Observability (1st), Network Monitoring Software (3rd), IT Infrastructure Monitoring (2nd), Log Management (3rd), Container Monitoring (2nd), Cloud Monitoring Software (2nd), AIOps (1st)
Rapid7 InsightCloudSec
Ranking in Cloud Security Posture Management (CSPM)
14th
Ranking in AI Observability
10th
Average Rating
7.8
Reviews Sentiment
6.3
Number of Reviews
14
Ranking in other categories
Cloud Management (14th), Cloud-Native Application Protection Platforms (CNAPP) (10th)
 

Mindshare comparison

As of December 2025, in the Cloud Security Posture Management (CSPM) category, the mindshare of Datadog is 1.9%, up from 0.9% compared to the previous year. The mindshare of Rapid7 InsightCloudSec is 1.6%, up from 1.3% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Cloud Security Posture Management (CSPM) Market Share Distribution
ProductMarket Share (%)
Datadog1.9%
Rapid7 InsightCloudSec1.6%
Other96.5%
Cloud Security Posture Management (CSPM)
 

Featured Reviews

Dhroov Patel - PeerSpot reviewer
Site Reliability Engineer at Grainger
Has improved incident response with better root cause visibility and supports flexible on-call scheduling
Datadog needs to introduce more hard limits to cost. If we see a huge log spike, administrators should have more control over what happens to save costs. If a service starts logging extensively, I want the ability to automatically direct that log into the cheapest log bucket. This should be the case with many offerings. If we're seeing too much APM, we need to be aware of it and able to stop it rather than having administrators reach out to specific teams. Datadog has become significantly slower over the last year. They could improve performance at the risk of slowing down feature work. More resources need to go into Fleet Automation because we face many problems with things such as the Ansible role to install Datadog in non-containerized hosts. We mainly want to see performance improvements, less time spent looking at costs, the ability to trust that costs will stay reasonable, and an easier way to manage our agents. It is such a powerful tool with much potential on the horizon, but cost control, performance, and agent management need improvement. The main issues are with the administrative side rather than the actual application.
Arun Babu - PeerSpot reviewer
SOC analyst at a media company with 1,001-5,000 employees
Daily endpoint monitoring has improved investigations and saved time but detection rules still need tuning
It is important to note that Rapid7 InsightCloudSec's features are not 100% precise, but I find about 70% of the time it is satisfactory. I would like to suggest that you improve it to be more precise, ideally making it 100% if possible. Some cases in Rapid7 InsightCloudSec indicate that the log is not enough, as they mostly just generate alerts, and the synchronization between data connectors is often problematic, particularly in terms of not being in sync always, especially between the AD and Rapid7 alerts, which generates numerous false positives. Additionally, the traditional rules should be updated, as this is a main point worth mentioning since we spend a lot of time fine-tuning these traditional rules. I suggest improving the legacy detection rules. If there are any authentication cases, such as impossible travel activity where a user has their SharePoint hosted in a different location, Rapid7 can often trigger alerts, creating confusion as we cannot fine-tune it properly. Another issue is with honeypot access. We sometimes lack necessary logs because Defender's advanced threat protection scanning gets detected as honeypot activity by Rapid7, leading to annoying and noisy alerts that we need to constantly close. If you can improve the traditional detection rules to reflect current detection rules, it would make it significantly easier for us to manage, as we constantly need to check legacy rules to update or possibly turn them off. Updating the legacy rules should be a priority.
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Top Industries

By visitors reading reviews
Financial Services Firm
14%
Computer Software Company
13%
Manufacturing Company
7%
Healthcare Company
6%
Manufacturing Company
10%
Insurance Company
10%
Computer Software Company
10%
Retailer
8%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business80
Midsize Enterprise46
Large Enterprise98
By reviewers
Company SizeCount
Small Business5
Midsize Enterprise5
Large Enterprise8
 

Questions from the Community

Any advice about APM solutions?
There are many factors and we know little about your requirements (size of org, technology stack, management systems, the scope of implementation). Our goal was to consolidate APM and infra monitor...
Datadog vs ELK: which one is good in terms of performance, cost and efficiency?
With Datadog, we have near-live visibility across our entire platform. We have seen APM metrics impacted several times lately using the dashboards we have created with Datadog; they are very good c...
Which would you choose - Datadog or Dynatrace?
Our organization ran comparison tests to determine whether the Datadog or Dynatrace network monitoring software was the better fit for us. We decided to go with Dynatrace. Dynatrace offers network ...
What do you like most about Rapid7 InsightCloudSec?
The tool provides centralized visibility through dashboards and alerts, allowing customers to receive reports on cloud vulnerabilities and security posture. Rapid7 InsightCloudSec provides customer...
What is your experience regarding pricing and costs for Rapid7 InsightCloudSec?
The pricing, setup cost, and licensing for Rapid7 InsightCloudSec are reasonable, and since our organization is growing, I have observed that the more numbers you have, the less costly the product ...
What needs improvement with Rapid7 InsightCloudSec?
I would say that because Rapid7 InsightCloudSec does not have automatic patching capabilities, it provides recommendations, but it does not execute anything from within Rapid7 InsightCloudSec. It h...
 

Also Known As

No data available
DivvyCloud
 

Overview

 

Sample Customers

Adobe, Samsung, facebook, HP Cloud Services, Electronic Arts, salesforce, Stanford University, CiTRIX, Chef, zendesk, Hearst Magazines, Spotify, mercardo libre, Slashdot, Ziff Davis, PBS, MLS, The Motley Fool, Politico, Barneby's
Fannie Mae, 3M, PizzaHut, Spotify, Autodesk, Discovery
Find out what your peers are saying about Datadog vs. Rapid7 InsightCloudSec and other solutions. Updated: December 2025.
879,310 professionals have used our research since 2012.