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Wingspan vs. Rippling

The best Rippling alternative for 1099 onboarding, payments & compliance

Rippling is an all-in-one HR platform designed for W-2 employees, it is not designed to handle the complexities of 1099 contractor management. Wingspan is a platform specifically designed to streamline the management of contractors, offering you tools to automate contractor onboarding, invoicing, payments, and tax compliance. If you are managing a larger-scale group of contractors and need a comprehensive solution for the entire contractor lifecycle, Wingspan could be a better fit. 

  • Contractor-Centric Onboarding: Wingspan provides specialized contractor onboarding, including TIN verification and professional license validation, which Rippling does not offer.
  • Seamless Invoicing and Payments: Wingspan integrates client invoicing with contractor payments, eliminating the need for external tools, whereas Rippling only handles internal contractor invoicing and batch payments.
  • Full 1099 Lifecycle Support: Wingspan automates the entire 1099 process, from creation to amendments, while Rippling lacks an integrated correction workflow for contractors.
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Get your contractors paid ASAP
See how easy it is to switch from Gig Wage to Wingspan
Book a Demo with Wingspan
Schedule a demo to explore how Wingspan’s contractor management tools differ from Rippling and how we can help streamline your contractor lifecycle.
Thanks for your submission. Please book your demo using our Calendly schedule
Trusted by businesses that run on contingent work.

Wingspan vs. Rippling

Contractor Onboarding (basic W-9 collection)
Provider Payments (ACH, batch)
Real-time TIN Matching During Onboarding
Full 1099 Lifecycle (filing, corrections, delivery, support)
Custom Policy-Based Onboarding Flows (per contractor group)
Automated Pay Tabulation from CRM/PM Tools
Flexible Contractor Payouts (Instant Payouts, Card Splits, Wallet)
Provider Experience Portal
Banking + Benefits for Providers
Tax Assistance for Contractors
Handles Complex Contractor Types & Pay Rules at Scale
Transparent Pricing (No Per-Transaction Fees)
COI Collection & Verification
Built for HR-Led Employee Systems
Rippling
Contractor Onboarding (basic W-9 collection)
Provider Payments (ACH, batch)
Real-time TIN Matching During Onboarding
Full 1099 Lifecycle (filing, corrections, delivery, support)
Custom Policy-Based Onboarding Flows (per contractor group)
Automated Pay Tabulation from CRM/PM Tools
Flexible Contractor Payouts (Instant Payouts, Card Splits, Wallet)
Provider Experience Portal
Banking + Benefits for Providers
Tax Assistance for Contractors
Handles Complex Contractor Types & Pay Rules at Scale
Handles Complex Contractor Types & Pay Rules at Scale
Handles Complex Contractor Types & Pay Rules at Scale
Handles Complex Contractor Types & Pay Rules at Scale
Handles Complex Contractor Types & Pay Rules at Scale
Handles Complex Contractor Types & Pay Rules at Scale
Wingspan
Contractor Onboarding (basic W-9 collection)
Provider Payments (ACH, batch)
Real-time TIN Matching During Onboarding
Full 1099 Lifecycle (filing, corrections, delivery, support)
Custom Policy-Based Onboarding Flows (per contractor group)
Automated Pay Tabulation from CRM/PM Tools
Flexible Contractor Payouts (Instant Payouts, Card Splits, Wallet)
Provider Experience Portal
Banking + Benefits for Providers
Tax Assistance for Contractors
Handles Complex Contractor Types & Pay Rules at Scale
Handles Complex Contractor Types & Pay Rules at Scale
Handles Complex Contractor Types & Pay Rules at Scale
Handles Complex Contractor Types & Pay Rules at Scale
Handles Complex Contractor Types & Pay Rules at Scale
Handles Complex Contractor Types & Pay Rules at Scale

Wingspan is the only platform that handles all the unique processes of contingent work at scale.

Onboarding

Payments

Compliance

Worker Benefits

Onboarding

Streamline and control onboarding and eligibility.

Stop wasting time chasing W-9s and give your workers an easy way to get verified.

Painless, comprehensive contractor onboarding
Self-service contractor portal that frees up your time
Robust policy management for multiple contractor groups

Payments

Automate invoicing and payments from AR to AP.

Save time making payments, ensure accurate payments, and enhance contractor satisfaction.

Auto-tabulate contractor pay and automate payments
Handle multiple payment rules and schedules
Fast, flexible payment options

Compliance

Offload 1099 creation, filing, and delivery.

Reclaim your January with Wingspan managing your entire 1099-NEC process.

Convenient contractor help desk for questions and corrections
Automatically generate 1099-NEC forms
Secure, compliant filing and delivery

Worker Benefits

Provide access to big company benefits.

Offer the perks of full-time employment, without adding classification risk. Keep workers engaged and satisfied.

Free business checking accounts and debit cards for all workers
Licensed broker, curated insurance options
Financial tools to run their business

An all-in-one flexible work platform 
that delivers real results.

Streamline your operations
$25,000

saved offloading busy season work and automating your critical workflows.

Attract and retain talent
20%

reduced churn by paying your workers faster and more conveniently.

Ensure compliance
$50,000

avoided for each compliance breach related to misclassification.

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Alternatives

Looking for an alternative to Rippling?

The best Rippling alternative for 1099 onboarding, payments & compliance

Rippling is an all-in-one HR platform designed for W-2 employees, it is not designed to handle the complexities of 1099 contractor management. Wingspan is a platform specifically designed to streamline the management of contractors, offering you tools to automate contractor onboarding, invoicing, payments, and tax compliance. If you are managing a larger-scale group of contractors and need a comprehensive solution for the entire contractor lifecycle, Wingspan could be a better fit. 

Start free trialRequest demo
Rippling
Wingspan
Contractor Onboarding (basic W-9 collection)
Limited
$
Provider Payments (ACH, batch)
Limited
$
Real-time TIN Matching During Onboarding
Limited
$
Full 1099 Lifecycle (filing, corrections, delivery, support)
Limited
$
Custom Policy-Based Onboarding Flows (per contractor group)
Limited
$
Automated Pay Tabulation from CRM/PM Tools
Limited
$
Flexible Contractor Payouts (Instant Payouts, Card Splits, Wallet)
Limited
$
Provider Experience Portal
Limited
$
Banking + Benefits for Providers
Limited
$
Tax Assistance for Contractors
Limited
$
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get going

Set yourself up for success. And your business too.

Get personalized help setting up your business and your brand.  Not sure if an LLC is the right move, or wondering how  much to charge clients? We’ve got your back.
Explore registration
get paid

Get paid your way, on your time.

Send invoices effortlessly with tools that make it easier for clients to pay up (and harder for them not to).
Explore payments
scheduled for autopay
Apr 7, 2021
Invoice 1 of 4
$2,409.08
deductible
deductible
personal
deductible
get organized

Bookkeeping you can bank on.

Hold onto more of your hard earned money. Wingspan automatically handles bookkeeping, expenses, and even finds tax deductions for you.
Explore bookkeeping
get covered

Big company benefits for you and yours.

Get the coverage you need and the perks you want with custom insurance and benefits packages.
Explore benefits
Your Benefits
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community reviews
I love having the choice to choose the projects I work on and the freedom to create my own work schedule.
Abby Carlson
Graphic Designer
I feel that I can really control my income now that I don’t have to worry about fees being take from my invoices.
Raydene Hansen
Creative Director + Designer
Wingspan vs. Rippling

The best Rippling alternative for 1099 onboarding, payments & compliance

Rippling is an all-in-one HR platform designed for W-2 employees, it is not designed to handle the complexities of 1099 contractor management. Wingspan is a platform specifically designed to streamline the management of contractors, offering you tools to automate contractor onboarding, invoicing, payments, and tax compliance. If you are managing a larger-scale group of contractors and need a comprehensive solution for the entire contractor lifecycle, Wingspan could be a better fit. 

  • Contractor-Centric Onboarding: Wingspan provides specialized contractor onboarding, including TIN verification and professional license validation, which Rippling does not offer.
  • Seamless Invoicing and Payments: Wingspan integrates client invoicing with contractor payments, eliminating the need for external tools, whereas Rippling only handles internal contractor invoicing and batch payments.
  • Full 1099 Lifecycle Support: Wingspan automates the entire 1099 process, from creation to amendments, while Rippling lacks an integrated correction workflow for contractors.
Request demo
Book a demo
Schedule a 30-minute product demo with expert Q&A.
Thanks for your submission. Please book your demo using our Calendly schedule
Book a Demo with Wingspan
Schedule a demo to explore how Wingspan’s contractor management tools differ from Rippling and how we can help streamline your contractor lifecycle.
Thanks for your submission. Please book your demo using our Calendly schedule
Trusted by businesses that run on contingent work.

Stripe Connect was not designed for B2B flexible work

Not built for contingent staff use cases
  • Payment freezes due to unnecessary KYC requirements
  • No self serve portal
  • No contractor features like benefits and help desk
  • No mapping of your org structure or entities
  • Missing lifecycle capabilities (e.g. background checks, automated calculation of pay, wage garnishment, 1099 dispute resolution)
Designed for developers, not finance teams
  • Developer required for customization
  • Must build TIN verification with separate API 
  • Disconnected 1099 workflow
  • No personalized support
Hidden costs that add up
  • 1-7 business day delay in funding your account requiring extra cash deposits in Stripe
  • >0.25% fee on all payment volume
  • 1.5% processing fee for instant payments
  • Up to $5 per ACH payment
  • Double currency conversions in Canada, Europe and UK

The cost of Stripe can get out of control as you scale

Stripe pricing levers accelerate your costs
  • % of payouts volume
  • $ per active account per month
  • Incremental fees (e.g., tax filings)
Wingspan scales linearly or better with volume
  • Flat $ per provider paid per month (unlimited payments per month)
  • Volume discounts

Wingspan vs. Rippling

Stripe Connect
Wingspan
Streamline and control onboarding and eligibility
Background checks
Background checks
None
Background checks
Built-in
W9 collection and TIN verification
W9 collection and TIN verification
Separate W9 collection and TIN verification API
W9 collection and TIN verification
Built-in and real-time
Policies by entity
Policies by entity
None
Policies by entity
Sophisticated - configured during setup
Automate invoicing and payments from AR to AP
Payment cost
Payment cost
Many transactional fees that scale unpredictably
Payment cost
One fee that scales predictably with your business
Time to fund your account
Time to fund your account
1-7 business days to fund your account
Time to fund your account
2 business days max to fund your account
Payment volume fees
Payment volume fees
>0.25% fee on all payment volume
Payment volume fees
No payment fees
Payment transaction fees
Payment transaction fees
Up to $5 per ACH payment and 1% fee for instant payments
Payment transaction fees
No fees for ACH and instant payments to Wingspan Wallet
Currency conversions
Currency conversions
All foreign currency transactions must go through a Stripe USD account and incur fees
Currency conversions
Direct payment via local rails in US, Canada, EU and UK with no currency conversion fees
Offload 1099 creation, filing and delivery
1099 filing workflow
1099 filing workflow
Disconnected
1099 filing workflow
Seamless and automated
1099 dispute resolution
1099 dispute resolution
None
1099 dispute resolution
Built-in
Contractor help desk
Contractor help desk
None
Contractor help desk
Included - fully offload Tier 1 support for tax season
Health and financial contractor benefits
Health and financial contractor benefits
None
Health and financial contractor benefits
Free accounting software
Discounted insurance plans
Dozens of additional benefits available

“The contractor help desk and support is where Wingspan really outshined Stripe.”

Keith Diamond
Keith Diamond
Managing Partner, Pourtastic Tastings
Read case study