Softwr

Insurance · head to head

Bold Penguin vs Pie Insurance

Bold Penguin logo

Bold Penguin

Insurance

Business insurance marketplace for brokers

From
Free
Rated
-
Pie Insurance logo

Pie Insurance

Insurance

Small business workers compensation and commercial insurance sold by online quote

From
On request
Rated
-

The short version

  • Only Bold Penguin has a free tier, so it costs nothing to try first.
  • Each has a real cost: Bold Penguin no public pricing available; entirely quote-based sales model; Pie Insurance no pricing published on website; custom quotes required based on coverage needs
  • Prices and features above were last checked on 30 August 2026.

Where they differ

Only the attributes on which Bold Penguin and Pie Insurance actually diverge.

Attributes where Bold Penguin and Pie Insurance differ
AttributeBold PenguinPie Insurance
Starting priceFreeOn request
Pricing modeltransactionquote
Free tierYesNo
PlatformsWeb, Ios, AndroidWeb
Founded2019Unknown

Identical on both: user rating (Not yet rated), category (Insurance).

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 Bold Penguin

  • Multi-carrier quoting
  • Instant quotes
  • Online binding
  • Customer portal
  • Commission tracking
  • Mobile app
  • API access
  • Reporting

Only in Pie Insurance

Nothing recorded that Bold Penguin does not also cover.

What people use each for

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

Bold Penguin

  • Routing and triaging commercial insurance submissionsnot Pie Insurance
  • Automating submission to bind through the Terminal platformnot Pie Insurance
  • Handling complex middle market submissions with SubmissionLinknot Pie Insurance
  • Policy checking with ClauseLinknot Pie Insurance

Pie Insurance

  • Workers compensation insurancenot Bold Penguin
  • Business liability coveragenot Bold Penguin
  • Commercial property insurancenot Bold Penguin

Where each one falls short

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

Bold Penguin

  • No public pricing available; entirely quote-based sales model
  • B2B enterprise solution with custom pricing based on organizational needs
  • No published tiers or plan features; feature set and cost determined during sales consultation

Pie Insurance

  • No pricing published on website; custom quotes required based on coverage needs
  • Savings claims (up to 30%) vary by individual quote and are unavailable for Workers' Compensation policies in Wisconsin
  • Discounts and pricing vary among insurers underwriting specific policy types

Pricing, plan by plan

Bold Penguin

Free
  • Broker AccessFree
    • Multi-carrier quotes
    • Instant quoting
    • Commission tracking

Pie Insurance

On request

No published plan breakdown. See the Pie Insurance review.

Which should you pick?

Choose Bold Penguin if

  • You need multi-carrier quoting.
  • You want to start without paying.
  • You work on Web, Ios, Android.
  • You also want instant quotes.

Choose Pie Insurance if

Nothing in the data separates Pie Insurance from Bold Penguin on the points above - pick on price and on how each one feels to use.

Questions people ask

Is Bold Penguin or Pie Insurance better?
Neither clearly leads. Bold Penguin starts at Free and Pie Insurance at On request, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Bold Penguin or Pie Insurance?
Bold Penguin has a free tier; the other does not. Paid plans start at Free for Bold Penguin and On request for Pie Insurance.
Does Bold Penguin or Pie Insurance run on more platforms?
Bold Penguin runs on Web, Ios, Android. Pie Insurance runs on Web.
Can I use Bold Penguin for free?
Yes. Bold Penguin has a free tier, so you can try it without paying. Pie Insurance starts at On request.
What is Bold Penguin best used for?
Bold Penguin is most often used for routing and triaging commercial insurance submissions, automating submission to bind through the terminal platform, handling complex middle market submissions with submissionlink, policy checking with clauselink. Of those, routing and triaging commercial insurance submissions and automating submission to bind through the terminal platform are not what Pie Insurance is typically brought in for.
What can Bold Penguin do that Pie Insurance cannot?
Bold Penguin covers Multi-carrier quoting, Instant quotes, Online binding, Customer portal.

Answered from the vendors’ own pages

Bold Penguin: What is Bold Penguin's pricing model?

Bold Penguin uses a custom, quote-based pricing model. Specific costs and billing periods are not published publicly; pricing is determined through consultation with the sales team based on organizational needs.

Source
Pie Insurance: How much does Pie insurance cost?

Pie Insurance does not publish specific pricing on its website. Customers must request a personalized quote through their online portal to receive pricing, which takes approximately 3 minutes.

Source
Bold Penguin: Does Bold Penguin offer standard subscription plans?

Bold Penguin does not publish standard pricing tiers or subscription plans. The company directs interested parties to book a demo or contact sales through 'Let's Talk' forms to discuss custom solutions and pricing.

Source
Pie Insurance: How does Pie Insurance determine pricing?

Pie uses data-driven insurance technology to ensure competitive pricing. Individual quotes and coverage determinations are made on a case-by-case basis after customers provide business information.

Source
Bold Penguin: How can I get a Bold Penguin price quote?

To obtain pricing information, visit the Bold Penguin website and submit a demo request or contact form. A sales representative will assess your needs and provide a customized pricing proposal.

Source
Share

Related pages

Other head to heads