Insightly vs Streak: Complete Comparison (2026)

By Alex Chen, SaaS & Productivity Analystยท8 years of experienceยทUpdated 2026-04-24ยท8 min read

In comparing Insightly and Streak in 2026, Streak is the stronger choice for solopreneurs and small teams managing deals in gmail due to zero context switching from gmail. Insightly excels for service businesses managing both sales and project delivery with crm plus project management. Insightly offers Contact management, Project delivery, Workflow automation starting at $29/user/mo with a free plan. Streak provides Gmail integration, Pipeline views, Email tracking from $15/user/mo with a free tier. For teams prioritizing value, Streak delivers a hiltonsoftware Score of 75/100. Insightly and Streak compete in the crm segment of the SaaS market, where cloud-native solutions, API integrations, and workflow automation drive enterprise and SMB adoption. Other leading crm tools include Salesforce, HubSpot CRM, Pipedrive. Insightly serves 25K+ orgs users globally (founded 2009) while Streak reports 750K+ active users (founded 2011).

Insightly vs Streak at a Glance

Insightly
Streak
Starting Price
$29/user/mo
$15/user/mo
Free Plan
Yes
Yes
User Rating
4.2/5
4.4/5
Best For
Service businesses managing both sales and project...
Solopreneurs and small teams managing deals in Gma...
Users
25K+ orgs
750K+
Founded
2009
2011
hiltonsoftware Score
69/100
75/100
Pricing verified: March 2026 ยท Based on official vendor data
๐Ÿ”
Insightly
CRM
69
hiltonsoftware.co Score
VS
๐Ÿ“ง
Streak
CRM
75
hiltonsoftware.co Score
RECOMMENDED

What are the main differences between Insightly and Streak?

Insightly and Streak differ across ease of use, features, value, support, integrations, scalability, and learning curve. Streak leads in 7 of 7 categories.

InsightlyStreak
81Ease of Use83
74Features76
68Value for Money70
64Customer Support71
61Integrations66
60Scalability65
69Learning Curve71

What are the pros and cons of Insightly vs Streak?

Insightly
+CRM plus project management
+Good for service businesses
-Dated interface
-Reports need improvement
Streak
+Zero context switching from Gmail
+Great for solopreneurs
-Limited to Gmail users
-Less powerful than full CRMs

Which is better, Insightly or Streak?

After evaluating Insightly and Streak across features, pricing, integrations, and user satisfaction, Streak earns a higher hiltonsoftware Score of 75/100 versus Insightly at 69/100. Streak stands out for "zero context switching from gmail" and "great for solopreneurs". Insightly delivers competitive advantages in "crm plus project management", making Insightly a viable alternative.

Both Insightly and Streak offer free plans. Insightly paid plans start at $29/user/mo while Streak begins at $15/user/mo. ROI depends on which features justify upgrading.

Bottom line: Choose Insightly for service businesses managing both sales and project delivery. Choose Streak for solopreneurs and small teams managing deals in gmail. Both Insightly and Streak are established crm platforms.

CHOOSE INSIGHTLY IF:

Service businesses managing both sales and project delivery.

CHOOSE STREAK IF:

Solopreneurs and small teams managing deals in Gmail.

Insightly vs Streak: Frequently Asked Questions

Is Insightly better than Streak in 2026?
Streak outperforms Insightly in the 2026 hiltonsoftware.co analysis with a score of 75/100 compared to 69/100. Insightly excels in Contact management, Project delivery, Workflow automation, making Insightly the better choice for Service businesses managing both sales and project delivery. Streak is the stronger option for Solopreneurs and small teams managing deals in Gmail due to zero context switching from gmail. For teams needing gmail integration, hiltonsoftware.co recommends Streak.
How does Insightly pricing compare to Streak in 2026?
Insightly starts at $29/user/mo and includes a free plan. Streak starts at $15/user/mo and offers a free plan. Insightly includes features like Contact management, Project delivery, Workflow automation. Streak provides Gmail integration, Pipeline views, Email tracking. Insightly serves 25K+ orgs users while Streak serves 750K+ users. Evaluate total cost of ownership based on team size and required integrations.
What are the main differences between Insightly and Streak?
Insightly specializes in Contact management, Project delivery, Workflow automation, earning a 69/100 hiltonsoftware Score. Streak focuses on Gmail integration, Pipeline views, Email tracking, scoring 75/100. Insightly is best for Service businesses managing both sales and project delivery. Streak is best for Solopreneurs and small teams managing deals in Gmail. Both Insightly and Streak serve the CRM market but target different user profiles.
Can I migrate from Insightly to Streak?
Migrating from Insightly to Streak is possible since both operate in the CRM space. Export data from Insightly and verify Streak import capabilities. Key features to evaluate: Contact management, Project delivery, Workflow automation (Insightly) versus Gmail integration, Pipeline views, Email tracking (Streak). Running both Insightly and Streak in parallel during a trial period ensures a smooth transition.
Is Insightly or Streak better for small business?
Both Insightly and Streak offer free plans. Insightly (69/100) is ideal for Service businesses managing both sales and project delivery. Streak (75/100) fits Solopreneurs and small teams managing deals in Gmail. Evaluate both during trial periods.

Reviewed by Alex Chen, SaaS & Productivity Analyst. Last updated: 2026-04-24. Pricing verified: March 2026.

Read our scoring methodology to understand how the hiltonsoftware Score is calculated.

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