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Gloo × Wycliffe Investigation Board

Reconstructed as a detective wall — pinboards, string-lines, case files, and suspects.


???? Persons of Interest & Organizations

Gloo360

Wycliffe IT Team

Leadership

???? Case Summary

  • Wycliffe IT staff mass-transitioned to Gloo360 suddenly.
  • Gloo360 begins offering free IT support immediately afterward.
  • No contract or financial disclosure explains the connection.
  • Gloo’s S‑1 does not reference Wycliffe at all.
  • Possible silent partnership or undisclosed donor subsidization.

???? Timeline of Notable Events

Early 2025: Gloo360 hires groups of Wycliffe IT staff.

Early 2025: Gloo markets free enterprise IT support.

2025: Wycliffe IT job postings disappear.

2025: No outsourcing agreement published.

Late 2025: Gloo’s S‑1 shows no Wycliffe reference.

????‍???? Staff Movements (Confirmed)

  • Doug Hennum → CSO at Gloo360 (14 yrs Wycliffe)
  • Joshua Witzenburger → Dir. Networking at Gloo (8 yrs Wycliffe)
  • Daniel Cawley → IT Support at Gloo (Wycliffe IT)
  • Kevin Rexroad → Systems Engineer at Gloo
  • Robin Arroyo → Program Manager at Gloo
  • Emily Santa‑Cruz → Program Manager at Gloo

???? Financial Irregularities & Red Flags

Gloo

  • Revenue ~$41M; Loss ~$128M
  • Free IT services → economically irrational unless subsidized
  • No disclosure of mass staff absorption

Wycliffe

  • $150M–$200M annual revenue
  • 990s show no major payments to Gloo
  • No outsourcing announcements

???? Hypotheses Board

  • Silent Strategic Partnership
  • Donor Subsidy
  • Covert Talent Acquisition
  • Centralized Data Infrastructure Strategy
  • Loss‑Leader Expansion

????️ Evidence Needed

  • Wycliffe 990s for 2022–2024
  • Look for donor pass-throughs or hidden payments
  • Deep S‑1 keyword scan
  • Complete staff transition map
  • Archived job listing timeline

???? Preliminary Conclusion

The Gloo × Wycliffe movements resemble a coordinated but undisclosed operational merger — the type typically announced publicly, but absent here.

Further data collection required to confirm the nature and drivers of this relationship.

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