Softwr

E-Commerce · head to head

Drip vs Square

Drip logo

Drip

E-Commerce

Ecommerce email marketing and automation priced purely on contact count

From
$39/month
Rated
-
Full reviewWebsite
Square logo

Square

E-Commerce

Powering the economy

From
Free
Rated
-
Full reviewWebsite

The short version

  • Only Square has a free tier, so it costs nothing to try first.
  • Each has a real cost: Drip drip SMS is closed to new accounts and was US-only when it was open, so the multichannel positioning that competitors offer is not actually available to a new customer.; Square plus plan pricing not specified in documentation
  • They diverge on capability: Drip covers Ecommerce data sync, Square covers Payment processing.
  • Prices and features above were last checked on 31 August 2026.

Where they differ

Only the attributes on which Drip and Square actually diverge.

Attributes where Drip and Square differ
AttributeDripSquare
Starting price$39/monthFree
Pricing modelPer month by contact countfreemium
Free tierNoYes
PlatformsWeb, APIPOS (Mobile app), Web
FoundedUnknown2009

Identical on both: user rating (Not yet rated), category (E-Commerce).

What each one covers

Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.

Only in Drip

  • Ecommerce data sync
  • Visual workflow builder
  • Behavioural segmentation
  • Onsite forms and popups
  • Unlimited sends
  • No feature gating
  • Product recommendations
  • A/B testing

Only in Square

  • Payment processing
  • Point of sale
  • Invoicing
  • Payroll
  • Banking
  • QuickBooks
  • WooCommerce
  • Wix

What people use each for

The jobs each tool is most often brought in to do.

Drip

  • A Shopify retailer wants abandoned cart, winback and post-purchase automation without the tier-by-tier feature gating that makes Mailchimp and ActiveCampaign quotes unpredictable.not Square
  • A store with a mid-sized list finds Klaviyo expensive for the volume it sends and wants a comparable ecommerce data model at a lower monthly cost.not Square
  • A marketer needs onsite capture forms and popups included rather than paying separately for a popup tool alongside the email platform.not Square
  • A team sends high email volume to a modest list, such as daily deals or frequent restocks, where unlimited sends on a contact-based price is materially cheaper than send-metered plans.not Square

Square

  • Accept payments with all-in-one POS applicationnot Drip
  • Online ordering and basic website creationnot Drip
  • Invoicing and appointment bookingnot Drip
  • Staff scheduling and loyalty programmesnot Drip

Where each one falls short

Documented limitations, not opinions. Every one is a constraint you would hit in normal use.

Drip

  • Drip SMS is closed to new accounts and was US-only when it was open, so the multichannel positioning that competitors offer is not actually available to a new customer.
  • Pricing scales on total contacts regardless of engagement, so an unpruned list of lapsed subscribers costs the same as an active one and list hygiene becomes a direct budget item.
  • Analytics and revenue attribution are thinner than Klaviyo, with no predictive lifetime value or churn scoring, so a data-led ecommerce team hits the ceiling on measurement before it hits it on sending.
  • The integration catalogue is far smaller than Klaviyo or Mailchimp, and outside the main ecommerce platforms and Zapier you will often be writing against the API yourself.
  • It sits inside Leadpages rather than being an independent company, and as the smaller of the two products its roadmap is subject to a parent whose primary business is landing pages rather than ecommerce email.

Square

  • Plus plan pricing not specified in documentation
  • Processing fees differ by tier but exact rates not detailed
  • Free plan pricing mentioned but specific features for Plus unclear
  • Text marketing charged at 3¢ per message after first 500 included

Pricing, plan by plan

Drip

$39/month
  • Up to 2,500 contacts$39/month
    • Unlimited email sends
    • All workflows and segmentation
    • Onsite forms and popups
  • Up to 5,000 contacts$89/month
    • Identical feature set
    • Unlimited email sends
  • Up to 10,000 contacts$154/month
    • Identical feature set
    • Unlimited email sends
    • Price continues to scale with contact count above this

Square

Free
  • FreeFree
    • Accept payments with all-in-one POS app
    • Online site builder (ordering profiles, basic websites, online stores, booking sites)
    • Item library and inventory tracking
  • Plus$null/mo
    • All Free plan features
    • Advanced POS features for food, retail, and appointments
    • Lower processing fees on card transactions

Which should you pick?

Choose Drip if

  • You need ecommerce data sync.
  • You work on Web, API.
  • You also want visual workflow builder.
Drip review

Choose Square if

  • You need payment processing.
  • You want to start without paying.
  • You work on POS (Mobile app), Web.
  • You also want point of sale.
Square review

Questions people ask

Is Drip or Square better?
Neither clearly leads. Drip starts at $39/month and Square at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Drip or Square?
Square has a free tier; the other does not. Paid plans start at $39/month for Drip and Free for Square.
Does Drip or Square run on more platforms?
Drip runs on Web, API. Square runs on POS (Mobile app), Web.
Can I use Square for free?
Yes. Square has a free tier, so you can try it without paying. Drip starts at $39/month.
What is Drip best used for?
Drip is most often used for a shopify retailer wants abandoned cart, winback and post-purchase automation without the tier-by-tier feature gating that makes mailchimp and activecampaign quotes unpredictable., a store with a mid-sized list finds klaviyo expensive for the volume it sends and wants a comparable ecommerce data model at a lower monthly cost., a marketer needs onsite capture forms and popups included rather than paying separately for a popup tool alongside the email platform., a team sends high email volume to a modest list, such as daily deals or frequent restocks, where unlimited sends on a contact-based price is materially cheaper than send-metered plans.. Of those, a shopify retailer wants abandoned cart, winback and post-purchase automation without the tier-by-tier feature gating that makes mailchimp and activecampaign quotes unpredictable. and a store with a mid-sized list finds klaviyo expensive for the volume it sends and wants a comparable ecommerce data model at a lower monthly cost. are not what Square is typically brought in for.
What can Drip do that Square cannot?
Drip covers Ecommerce data sync, Visual workflow builder, Behavioural segmentation, Onsite forms and popups. Square covers Payment processing, Point of sale, Invoicing, Payroll.

Answered from the vendors’ own pages

Drip: Does Drip do SMS?

Not for new customers. Drip SMS is closed to new accounts and was only ever available in the United States, so treat Drip as an email and onsite platform.

Square: Does Square offer a free plan?

Yes, Square's free plan includes an all-in-one POS app, online site builder, item library and inventory tracking, invoicing, appointment scheduling, staff calendars, and checking and savings account access. No subscription fees are charged.

Source
Drip: How is Drip priced?

Entirely by contact count, from 39 US dollars a month for 2,500 contacts. Email sends are unlimited and no features are held back on lower tiers.

Square: What does Square Plus add compared to the free plan?

Square Plus adds advanced POS features for food and retail, lower processing fees on card transactions, custom loyalty programs, unlimited email marketing campaigns, text messaging, and staff scheduling and attendance tracking.

Source
Drip: Who owns Drip?

Leadpages, which acquired it in 2016. Drip retains its own name, site and product.

Drip: How does it compare to Klaviyo?

Cheaper at small and mid list sizes with a similar ecommerce data model, but weaker on analytics, predictive segmentation and the breadth of its app ecosystem.

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