SEC EDGARSEP 221 min read$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 Desk Scoring methodology Report 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

Why it matters

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

Market read

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

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

AI estimates · verify against primary disclosures

$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.

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