Insightly vs Keap vs Less Annoying CRM

These three take almost opposite approaches to small-business CRM pricing and depth. Keap offers the deepest built-in marketing automation and invoicing but…

Insightly

Subscription · From $29/user/month (billed annually)

Best for: Small and mid-sized businesses that need CRM and post-sale project delivery combined in one system and are comfortable with tiered per-user pricing.

Keap

Subscription · From Approximately $249/month (Pro plan, billed annually)

Best for: Solo entrepreneurs and small service businesses that want the deepest built-in marketing automation plus invoicing and payments, and can absorb a higher starting price and a mandatory onboarding fee.

Less Annoying CRM

Subscription (flat, single tier) · From $15/user/month

Best for: Small businesses and independent professionals who want the simplest, most predictable CRM pricing without hunting through tiers to find the feature they need.

At a Glance

 InsightlyKeapLess Annoying CRM
Primary categoryCRMCRMCRM
RatingNot documentedNot documentedNot documented
Pricing modelSubscriptionSubscriptionSubscription (flat, single tier)
Starting price$29/user/month (billed annually)Approximately $249/month (Pro plan, billed annually)$15/user/month
Free planNot documentedNot documentedNot documented
Free trialYesYesYes
PlatformsWeb, iOS, AndroidWeb, iOS, AndroidWeb, iOS, Android
Team collaborationNot documentedNot documentedNot documented
AI featuresYesNot documentedNot documented
Public APIYesYesYes

Standout Differences

Less Annoying CRM is the only single flat-price option

Less Annoying CRM charges one flat $15/user/month for every customer with no feature gating, while both Insightly and Keap use multi-tier plans that unlock more capability at higher prices.

Less Annoying CRM

Keap has the deepest marketing-automation engine, at a real cost

Keap's Infusionsoft-derived automation engine handles multi-step email/SMS campaigns, invoicing, and payments natively, but plans start around $249/month for two users and most new Pro/Max customers must also buy a one-time Kickstart onboarding package.

Keap

Insightly is the only one with native project management

Insightly is the only tool of the three that converts a won deal directly into a tracked delivery project inside the same platform, a capability neither Keap nor Less Annoying CRM documents.

Insightly

AI is documented for only one of the three

Insightly's AI Copilot is available starting on its $49/user/month Professional tier; neither Keap's nor Less Annoying CRM's provided data documents an AI assistant feature, and Less Annoying CRM explicitly lists the lack of AI as a known tradeoff.

Insightly, Keap, Less Annoying CRM

Mobile access differs: native apps versus browser-only

Insightly documents dedicated native iOS and Android apps, while Less Annoying CRM's provided data describes mobile access through a browser rather than a dedicated native app.

Insightly, Less Annoying CRM

Feature-by-Feature

Core CRM and Mobile

FeatureInsightlyKeapLess Annoying CRM
Contact and pipeline managementAvailableAvailableAvailable
Native iOS/Android appAvailableAvailableLimited

Automation and Marketing

FeatureInsightlyKeapLess Annoying CRM
Marketing automation / multi-step campaignsAvailableAvailableUnavailable
Built-in AI assistantAvailableNot documentedUnavailable
Landing pages / web formsAvailableAvailableNot documented
Invoicing and paymentsNot documentedAvailableNot documented

Project Delivery and Pricing Model

FeatureInsightlyKeapLess Annoying CRM
Native project managementAvailableNot documentedNot documented
Single flat price with no tiersUnavailableUnavailableAvailable

Pricing Compared

Starting price reflects the lowest paid tier, not the full cost for every team size or usage level.

Insightly

Plus — $29/user/month Annual
Professional — $49/user/month Annual
Enterprise — $99/user/month Annual

Keap

Pro — Approximately $249/month Billed annually
Max — Approximately $299/month Billed annually
Ultimate — Approximately $349/month Billed annually

Less Annoying CRM

Standard — $15/user/month Monthly, cancel anytime

Pros & Cons

Insightly

Pros

  • Combines CRM and project management natively in one platform
  • Three clear pricing tiers with a free 14-day trial
  • Native iOS and Android mobile apps
  • AI Copilot and workflow automation available on mid-tier plans
  • Strong reporting with pre-built business intelligence dashboards

Cons

  • REST API and webhooks require the Professional tier or above
  • Some reviews note additional onboarding and premium support fees beyond listed pricing
  • Recent private-equity acquisition and Unbounce merger create some brand and roadmap uncertainty
  • AI Copilot query limits on lower tiers may be restrictive for heavy users
  • Entry-level Plus plan lacks workflow automation and API access

Keap

Pros

  • Deep, purpose-built automation engine for small business workflows
  • Combines CRM, marketing and invoicing and payments in one platform
  • Long track record of over twenty years refined specifically for small business needs
  • Mobile app supports on-the-go contact and communication management
  • Backed by Thryv's resources following the 2024 acquisition

Cons

  • Relatively high starting price for a small-business tool
  • Mandatory one-time Kickstart onboarding fee for new Pro and Max customers
  • Additional user seats and contact-tier upgrades add up quickly
  • Steeper learning curve than lighter competitors like ActiveCampaign
  • Text and voice marketing capacity is metered with overage charges

Less Annoying CRM

Pros

  • Single, transparent flat price with no feature gating or upsells
  • 30-day free trial with full feature access and no credit card required
  • Simple enough for non-technical small business owners to set up themselves
  • Highly rated, responsive customer support
  • Bootstrapped and profitable, reducing risk of sudden pricing or ownership changes

Cons

  • Lacks advanced automation and AI features found in larger CRMs
  • Limited native integrations compared to Salesforce or HubSpot
  • Reporting is basic relative to enterprise-grade CRM analytics
  • Not designed for large, complex enterprise sales organizations
  • No free tier, only a time-limited trial

Use Cases

Choose Insightly: Small and mid-sized businesses that need CRM and post-sale project delivery combined in one system and are comfortable with tiered per-user pricing.
Choose Keap: Solo entrepreneurs and small service businesses that want the deepest built-in marketing automation plus invoicing and payments, and can absorb a higher starting price and a mandatory onboarding fee.
Choose Less Annoying CRM: Small businesses and independent professionals who want the simplest, most predictable CRM pricing without hunting through tiers to find the feature they need.

Insightly

  • Sales pipeline management — Sales teams track leads and opportunities through a Kanban-style pipeline from first contact to close.
  • Post-sale project delivery — Teams convert closed deals directly into tracked delivery projects without switching to a separate project management tool.
  • Marketing and CRM integration — Businesses combine Insightly's CRM with Unbounce's landing-page tools for connected lead capture and pipeline management.

Keap

  • Solo entrepreneur automation — Coaches and consultants automate follow-up and nurture sequences without needing a marketing team.
  • Service business lead-to-invoice workflow — Contractors and agencies manage leads through to invoicing and payment in one connected system.
  • Small business marketing automation — Non-technical small business owners run sophisticated automated campaigns without hiring developers.

Less Annoying CRM

  • Small sales team tracking leads and deals — A small business uses custom pipelines to track leads from first contact through closed deals without a dedicated CRM administrator.
  • Independent professional managing client relationships — An insurance or real estate agent uses the CRM to log client interactions, tasks and follow-ups from a mobile device.
  • Nonprofit tracking donor and contact relationships — A small nonprofit uses custom fields and pipelines to track donor relationships and outreach without complex setup.

Frequently Asked Questions

Which of the three is cheapest?

Less Annoying CRM at a flat $15/user/month is the cheapest of the three. Insightly starts at $29/user/month, and Keap starts around $249/month for a bundle covering two users, plus a typically mandatory one-time Kickstart onboarding fee.

Which has the most powerful marketing automation?

Keap, whose automation engine descends from Infusionsoft and handles multi-step email/SMS campaigns, landing pages, and invoicing natively. Insightly offers workflow automation on its Professional tier and above; Less Annoying CRM explicitly does not offer marketing automation.

Does Less Annoying CRM have a native mobile app?

The provided data describes Less Annoying CRM's mobile access as browser-based rather than a documented dedicated native app, unlike Insightly, which offers dedicated iOS and Android apps.

Which one combines CRM with project management?

Insightly is the only one of the three that natively converts a won deal into a tracked delivery project within the same platform.

Are there hidden fees to watch for?

Keap typically requires a mandatory one-time Kickstart onboarding fee (roughly $499-$999) for new Pro/Max customers and meters SMS/voice add-ons separately. Insightly gates its REST API and webhooks to the Professional tier or above. Less Annoying CRM has a single flat price with no add-on fees.

Do all three offer a free trial?

Insightly and Less Annoying CRM both publish free trials, 14 days and 30 days respectively, neither requiring a credit card. Keap's provided details do not document specific free-trial terms.

Read the full Insightly review · Read the full Keap review · Read the full Less Annoying CRM review