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pricing

Compare plans

pay monthly
pay annually
Individuals
Free
One stop shop for your business of one.

Free for individuals

  • Send or pay unlimited invoices
  • Tax withholdings & IRS payments
  • Income & expense management
  • Access to insurance products
Teams
$100
$1,000
Per month,
billed monthly.
Per year,
billed annually.
For when you’ve scaled, and your business backend needs to scale too.

Everything in Individuals, plus

  • Splits and contractor payroll
  • Form W-9 & 1099 compliance
  • Multiple businesses/entities
  • Unlimited users, invite your CPA
Enterprise
Talk to sales
For teams that require more capabilities including custom integrations and API

Everything in Teams, plus

  • Custom approval flows
  • API integrations
  • Dedicated onboarding
  • Co-branding
Individuals
Teams
Enterprise
Invoicing
For members
Customizable invoices
Unlimited
Unlimited
Unlimited
Accept cards & ACH
Safe, secure, and compliant
Personal pay link
Payment notifications
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
No fees on payments
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Talk to sales
Retainers on autopilot
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Payments
For members
Split invoice payments
Contractor payroll
Form W-9 & 1099 compliance
Automatic contractor expense deductions
Invite teammates to account
Finances
For members
Income & expense tracking
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Tax estimates
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Transaction import from banks, cards and PayPal
Automatic tax withholding
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Company formation
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
IRS tax payments
S-Corp payroll
Add-on
Add-on
Add-on
Benefits
For members
Benefits portal
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Add-on
Health Insurance
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Dental Insurance
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Vision Insurance
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Life Insurance
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Health Advocate
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Add-on
Add-on
Add-on
Documents
For members
Checklists & Resources
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Tax Documents
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Secure upload
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Business admin templates
File sharing
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
eSignature
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Support
Lifetime portal access
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Team sharing
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Concierge support
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
Vetted CPAs and Lawyers
Expert accounting and legal support from vetted CPAs and lawyers at special rates for you
faq's

Frequently Asked Questions

What's the main difference between plans?
Our Teams plan allows you to pay other contractors and invite users to your account. The Enterprise plan is best for companies hiring many contractors.
Do I have to use all parts of Wingspan?
We designed Wingspan to provide you the essential tools and support you need to start freelancing. Since everyone's journey is unique, our product is fully customizable to suit your needs.
Can I switch between plans later?
You can upgrade or downgrade plans anytime based on your evolving needs.
Is Wingspan tax-deductible?
Yes! Wingspan is tax deductible and pays for itself within months. We can help you find other tax savings you deserve.
Who pays processing fees?
Wingspan does not charge processing fees for you to get paid or for your clients to pay you. Our simple and secure billing is included in your membership.

We believe in flexibility and making it as easy as possible for your clients to pay you quickly. Your clients have the option to pay with a credit card (i.e. to earn rewards or hold on their cash).

Said another way, your payout amount will remain the same as originally billed, no matter how your client chooses to pay.
Can I try Wingspan before buying?
Yes! We have a 14 day free trial so feel free to sign up and explore on your own - no credit card required.
wingspan works together

The smartest way to work for yourself.

We think you’ll agree. Try Wingspan free for 14 days, no strings attached.