Outdoorsy 1099-K Issuance

In October 2021, Outdoorsy had a compliance liability: the company needed to provide 1099-K forms to RV hosts who had reached IRS income thresholds.

Working within a three-month timeline, our design solution successfully met two important milestones for the company and hosts on the platform:

  1. W-9 collection by end-of-tax-year — We needed complete W-9 data before annual transaction totals were finalized. If a host crossed the threshold on December 31, we needed their tax info already on file.

  2. 1099-K filing by January 31 — Once we knew who qualified and had their information, we had one month to generate, file with the IRS, and deliver forms to hosts.

    • Daryle M. // Lead Designer

    • Ilario H. // Product Manager

    • Garrett M. // Senior Front-End Developer

    • Sarah W. // Senior Content Designer

  • Close collaboration on owner information collection and completed form issuance flows, along with compliance deadline messaging.

  • The resulting experience affected every active host on the platform, leading to collecting W-9 tax information from ~20,000 hosts and full compliance for four consecutive tax years.

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Outdoorsy RV Handoff Flow