Training Example: Wingspan – Review the Data, Give Your Score & Compare to the Real AI Evaluation

[H1]
Modern payroll for businesses that run on contractors

Wingspan helps companies save time, improve retention, and stay compliant by
automating the contractor lifecycle.  Invoice clients, onboard contractors,
send payments, and offer benefits. All in one place.
Take interactive demo Book a meeting
[IMG: The Future of Flexible Work report cover]
[H2]
Contractor Management & Hiring Trends

New data from 500+ Finance, HR & Operations leaders reveals how contractors are
reshaping the workforce — and the operational gap most companies are failing
to close.
Download the report
[IMG: Wingspan contractor management dashboard]
Wingspan is a financial technology company, not a bank. Banking services are
provided by Lead Bank, Member FDIC. The Wingspan Visa® Debit Card is issued by Lead
Bank pursuant to licensing by Visa® U.S.A. Inc., both only available to eligible
commercial entities. Terms and conditions apply.
Trusted by businesses that run on contingent work.Read their stories ->
[IMG: CRU GROUP]
[IMG: Pacesetter]
[IMG: AFIRM]
[IMG: Belay]
[H2] Wingspan is the only purpose-built platform for businesses that run on contractors
OnboardingPaymentsComplianceWorker BenefitsOnboardingStreamline and control onboarding and eligibility.Stop wasting time chasing W-9s and give your workers an easy way to get verified.Painless, comprehensive contractor onboardingSelf-service contractor portal that frees up your timeRobust policy management for multiple contractor groups
[IMG: Onboarding dashboard in Wingspan]
Explore the Platform
[H2]
Wingspan Flexible Work Cloud.

[IMG: PCI-DSS certified]
[IMG: SOC 2 certified]
[IMG: HIPAA compliant]
Payables Automation
Automatically compute payment amounts.
Rapid Payments
Multiple, instant payment options, like card, ACH, and wire.
Contractor Lifecycle
Initiate onboarding with an email, plus ongoing compliance control.
Tax Compliance
W-9 and 1099 for you. Automated tax withholding for contractors.
Billing
Generate invoices for you or your contractors with line item detail.
Contractor Verification
Built-in background checks and eSignature.
Contractor Help Desk
Dedicated support for your contractors across benefits, taxes, and more.
Contractor Benefits
Options for your contractors to purchase health benefits.
[IMG: Wingspan Flexible Work Cloud platform diagram]
Payables Automation Automatically compute payment amounts. Rapid Payments Multiple, instant payment options, like card, ACH, and wire. Contractor Lifecycle Initiate onboarding with an email, plus ongoing compliance control. Tax Compliance W-9 and 1099 for you. Automated tax withholding for contractors. Billing Generate invoices for you or your contractors with line item detail. Contractor Verification Built-in background checks and eSignature. Contractor Help Desk Dedicated support for your contractors across benefits, taxes, and more. Contractor Benefits Options for your contractors to purchase health benefits.
[H2] Meet the finance and operations leaders raving about Wingspan.
“
The Wingspan system is incredibly seamless and has completely transformed the way Teladoc manages 1099 Provider Payroll.
[IMG: Tricia McGimpsey]
Tricia McGimpsey VP of Payroll, Teladoc
Industry
Telehealth
No. of Workers
10,000
“
Our partnership with Wingspan has been transformational.
[IMG: Lisa Zeeveld]
Lisa Zeeveld CFO, BELAY Solutions
Industry
Virtual Staffing Solutions
No. of Workers
7,000
“
The best freelance payroll solution I've come across.
[IMG: Jimmy Daly]
Jimmy Daly CEO, Superpath
Industry
Media & Marketing
No. of Workers
100
“
We’re growing our network of 1099s using Wingspan.
[IMG: Srini Srinivasan]
Srini Srinivasan CFO, Fizz Social
Industry
Social Network Platform
No. of Workers
2,000
“
Wingspan helps us significantly cut the number of calls we receive from our 1099 adjusters.
[IMG: Bret Peiffer]
Bret Peiffer COO, CRU Group
Industry
Insurance Claims
No. of Workers
1,000
“
Wingspan helps us save costs on financial reporting, tax compliance and invoice management.
[IMG: Bill Brassfield]
Bill Brassfield CEO, Pacesetter Claims Service
Industry
Insurance Claims Adjusting
No. of Workers
3,000
[H2] 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.

[H1] Contractor Lifecycle
Initiate onboarding with just an email and Wingspan handles the rest with a modern app experience 80% reduction in time spent onboarding. 4x faster onboarding. 50% reduction in ongoing data management.
[H2] Automated onboarding
Kick-off onboarding for a new contractor with just an email address - one off or in bulk with bulk upload. Wingspan customers regularly start onboarding for 100s or 1000s of contractors at a time.Wingspan handles your entire process, including W-9 collection, TIN verification and bank verification.Track progress along the way. Like magic, your contractors are ready to work in less time and with less of your effort.
[IMG: Automated contractor onboarding workflow]
[IMG: Group-based onboarding policies configuration]
[H2] Group-based policies
Queue onboarding for any number of workers, and automatically have them complete all the steps when they get staffed on a project.And easily step up verification or add onboarding requirements for healthcare and government workers.Wingspan's group-based policy allows you to set different onboarding policies for different groups of workers. Assign groups based on their onboarding status, or any attribute in a worker's profile.
[H2] Self-service updates
Managing worker profiles and eligibility doesn't stop once they're onboarded. Wingspan gives workers an easy way to update their personal data or entity type on their own.Changes are synchronized into integrated business systems and automatically reflected on billing and tax docs.Track progress along the way. Like magic, your contractors are ready to work in less time and with less of your effort.
[IMG: Contractor self-service profile updates]

[H1] Billing
Save time and reduce errors with Wingspan automatically generating invoices for your contractors with line item detail 50+ hours of admin work saved monthly 25% reduction in IT/HR tasks
[H2] Automatic or manual contractor invoices
One place for contractors to generate all their invoices. Leveraging payable automation, Wingspan can auto-generate invoices. Contractors can easily approve automated invoices for payment. Corrections can be submitted and resolved all within the Wingspan app.
[IMG: Automatic and manual invoice options]
[IMG: Line item invoice detail view]
[H2] Line item detail
With automated invoices, Wingspan pre-populates line item detail for each job worked. Only Wingspan integrates to all your key systems for 1099 workers, enabling an unparalleled level of intelligence about worker pay.
[H2] Client billing for built-in accounts receivable
Fully optimize the financial operations of flexible work with Wingspan's integrated client billing. Wingspan integrates your billing data into your accounting system. By handling client billing in Wingspan, you maximize efficiency and ensure you always have the best data possible across the entire value chain of your business.
[IMG: Client billing and accounts receivable dashboard]

[H1] Payables Automation
Wingspan automatically cross-tabulates worker pay across your business systems 90% reduction in admin hours calculating worker pay 50% reduction in time spent resolving pay discrepancies
[H2] Automatically compute payment amounts
Wingspan provides automatic tabulation of contractor pay based on data within the platform and from multiple connected systems. Wingspan can do this with its unique data set that includes your client receivables and work that your contractors have been assigned.
[IMG: Automatic payment computation dashboard]
[IMG: Auto-generated payables view]
[H2] Automatically generate payables
With accurate pay data, Wingspan can auto-generate your contractor invoices. This ensures there's always a payable for each payment, eliminates manual work and reduces errors.