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SEC EDGAR$UPWK

Kappus Anthony Ray sold $386K of UPWK

Kappus Anthony Ray (GM & Chief Operating Officer) sold 45,732 shares of UPWORK, INC (UPWK) at $8.45 ($0.39M total) on 2026-09-18.

Original reporting
SEC EDGAR · Kappus Anthony Ray
Published Sep 22, 2026, 8:19 PM UTC
Analysis
AlphAI AI DeskAI-generated
Added to AlphAI Sep 22, 2026, 8:46 PM UTC. Informational, not investment advice.
How this was made
AlphAI summarizes source reporting and applies a structured AI analysis for relevance, timing, sentiment and ticker impact. Always verify material claims with the original publisher.
About AlphAI AI DeskScoring methodologyReport an issue
AlphAI market briefInsider activity
Primary signal
$UPWK
Neutral
medium confidence
Mentioned
$UPWK
Relevance
4/10
AlphAI data visualization · based on SEC EDGAR
Decision brief

The 30-second read

$UPWKNeutralLow
01

Why it matters

The disclosed sale provides fresh data on insider holdings but is unlikely to affect market dynamics significantly.

02

Market read

A routine insider sale with modest size; limited trading relevance.

03

What to watch

COO may be diversifying holdings; no change in company strategy disclosed.

Relevance 4/10Novelty 4/10Timing: filing date 2026-09-22

Background

SEC Form 4 filing discloses insider transactions for public companies.

Company-level read

Ticker impact

$UPWKNeutralMedium confidence
Context

COO Anthony Ray sold 45,732 shares for $386,472, reducing his stake to 76,342 shares.

Expected impact

Potential slight downward pressure, unlikely to move price materially.

Evidence & confidence

Sale amount is under $0.5M and represents a small percentage of total shares; market may view it as routine.

Market effects

Sector

Minimal impact on the broader freelance platform sector.

Regional

No significant regional effect.

Global

Limited relevance beyond Upwork investors.

Counterpoint

What could challenge this read

Sale could be unrelated personal liquidity need, not a negative signal.

Key entities

  • Officer
    Anthony Ray

    Chief Operating Officer of Upwork, Inc.

Read at source← All news

Full insider trading history

This story covers one filing. See everything behind it: every insider buy and sell on record, 10b5-1 plans, late filings, and which officers and directors are trading.

UPWK insider trading history →

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