Insightly vs Streak: Complete Comparison (2026)

Updated: March 12, 20268 min read

Choosing between Insightly and Streak is a common decision for crm buyers in 2026. Both Insightly and Streak are established players, founded in 2009 and 2011 respectively. Insightly serves 25K+ orgs users while Streak has 750K+ users globally. Insightly differentiates with contact management and project delivery, while Streak leads with gmail integration and pipeline views. In this head-to-head comparison, Streak earns a higher hiltonsoftware.co score of 88/100 — but the right choice depends on your specific needs, budget, and team size.

🔍
Insightly
CRM
84
hiltonsoftware.co Score
VS
📧
Streak
CRM
88
hiltonsoftware.co Score
RECOMMENDED

Quick Comparison

Insightly
Streak
Starting Price
$29/user/mo
$15/user/mo
Free Plan
Yes
Yes
Users
25K+ orgs
750K+
Founded
2009
2011
Rating
4.2/5
4.4/5
Best For
Service businesses managing both sales and project...
Solopreneurs and small teams managing deals in Gma...

Feature-by-Feature Comparison

InsightlyStreak
82Ease of Use86
83Features94
84Value for Money92
84Customer Support90
81Integrations86
82Scalability89
83Learning Curve88

Pros & Cons at a Glance

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
AI Verdict

After comparing Insightly and Streak across features, pricing, and user satisfaction, Streak takes the lead with a score of 88/100 versus Insightly's 84/100. Streak's key advantages include "zero context switching from gmail" and "great for solopreneurs". That said, Insightly has its own strengths — particularly "crm plus project management" — making it a viable alternative for specific use cases.

Both Insightly and Streak offer free plans, lowering the barrier to entry. Insightly's paid plans start at $29/user/mo while Streak begins at $15/user/mo. Evaluate which paid features — Workflow automation, Reporting (Insightly) vs Email tracking, Mail merge (Streak) — justify upgrading for your team.

Bottom line: Choose Insightly if you need service businesses managing both sales and project delivery. Go with Streak if your priority is solopreneurs and small teams managing deals in gmail. Both are strong crm tools — we recommend trying the free plan of each before committing.

CHOOSE INSIGHTLY IF:

Service businesses managing both sales and project delivery.

CHOOSE STREAK IF:

Solopreneurs and small teams managing deals in Gmail.

Frequently Asked Questions

Is Insightly better than Streak in 2026?
Streak scores 88/100 on hiltonsoftware.co compared to Insightly's 84/100. Insightly stands out for "crm plus project management" and is best for Service businesses managing both sales and project delivery. Streak is known for "zero context switching from gmail" and suits Solopreneurs and small teams managing deals in Gmail. Your specific workflow and team size should guide the decision.
What is the pricing difference between Insightly and Streak?
Both offer free plans. Insightly starts at $29/user/mo and Streak at $15/user/mo. When comparing value, consider that Insightly (founded 2009, 25K+ orgs users) includes features like Contact management, Project delivery, Workflow automation. Streak (founded 2011, 750K+ users) offers Gmail integration, Pipeline views, Email tracking. The right choice depends on which features matter most to your team.
What are the main differences between Insightly and Streak?
The key differences come down to focus and approach. Insightly excels at Contact management, Project delivery, Workflow automation, while Streak focuses on Gmail integration, Pipeline views, Email tracking. Insightly's main advantage is "crm plus project management", though some users note "dated interface". Streak's strength is "zero context switching from gmail", but "limited to gmail users" can be a drawback. Both serve the CRM market but target different user profiles.
Can I switch from Insightly to Streak?
Switching between Insightly and Streak is possible since both operate in the CRM space. Before migrating, export your data from Insightly and check Streak's import capabilities. Key features to verify compatibility: Contact management, Project delivery, Workflow automation (Insightly) vs Gmail integration, Pipeline views, Email tracking (Streak). Consider running both tools in parallel during a trial period to ensure a smooth transition.
Which is better for small teams: Insightly or Streak?
Both tools offer free plans, so evaluate based on features. Insightly is ideal for Service businesses managing both sales and project delivery, while Streak fits Solopreneurs and small teams managing deals in Gmail. Try both during their trial periods to see which fits your team's workflow.

Explore More Comparisons & Tools