2026 Industry Report · Delivery & Courier Networks

The seven-tool stack is becoming a compliance risk.

Delivery and courier networks ranked highest on tool fragmentation, contractor-support hours, and payment clarity complaints. The report shows why confidence trails the operational load.

Wingspan Survey of 500+ leaders

Delivery & Courier Networks

41%

run seven or more tools across dispatch, settlement, MVR, and 1099.

The highest fragmentation rate of any industry Wingspan surveyed.

What's inside

  • 01 Where delivery and courier networks rank against the full survey sample.
  • 02 How tool fragmentation affects settlement, support, and classification records.
  • 03 What leading owner-operator networks are doing differently.
Delivery respondents
75
Total sample
500+
Company size
~43% have 1,000-4,999 employees
Source
2026 Future of Flexible Work Report

Who this is for

For teams running 1099 owner-operator networks.

Built for delivery, courier, final-mile, and auto-transport operators at scale.

Operations

Dispatch, onboarding, settlement, and driver support.

Finance

Per-stop settlement, reconciliation, and pay clarity.

Compliance

MVRs, credentials, classification records, and 1099s.

Network leaders

Tool consolidation, audit readiness, and contractor confidence.

Full report

Get the full Delivery & Courier Networks report.

Use the PDF to see the full benchmark table, rank context, methodology, and operating priorities for delivery & courier networks.

From page 1

Delivery leads on fragmentation and trails on confidence.

The first data page shows a fragmented operating model: settlement, credentialing, support, and tax records often sit in different tools.

41%

run seven or more tools across contractor operations.

+15 pts above the cross-industry baseline.

24%

spend 81+ hrs/month on contractor support alone.

Three times the next-closest industry rate.

75%

flag 2+ misclassification-risk indicators.

The audit-anxiety signal in the report.

The takeaway

A fragmented stack buries classification documentation and makes settlement statements harder for contractors to verify.

Download the delivery & courier networks report
Get the benchmark tables, methodology, and operating priorities for delivery and courier networks.

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