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8-K ·Filed Jul 16, 2026

UPWK

UPWORK, INC
NEUTRAL
Impact 2/10
Horizonweeks Processed3mo ago SEC0001627475-26-000042
8-K context-dependent: Items 5.02
Actionable Insight • Neutral

Monitor for any delay in Gessert's return beyond Q4 2026, which could signal a more permanent change. The CFO leave is temporary and the CEO's assumption of the role is a standard contingency — no immediate trading signal.

DirectionNeutral
Confidencehigh
Horizonweeks
Final — all horizons settled through T+60d
UPWK ▼ -4.97% at T+60d
NEUTRAL call -4.97% · α vs SPY -9.65% · entry $9.06 → $8.61
Entry = T+0 close
Jul 16, 2026
via day close
T+1d
+2.98%
call +2.98% · α +3.14%
$9.33
settled 3mo ago
T+5d
-3.75%
call -3.75% · α -3.07%
$8.72
settled 3mo ago
T+20d
-6.35%
call -6.35% · α -10.79%
$8.49
settled 3mo ago
T+60d
-4.97%
call -4.97% · α -9.65%
$8.61
settled 18d ago

Price Chart

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Executive Summary

Upwork CFO Erica Gessert is taking a temporary medical leave effective July 14, 2026, with an expected return in Q4 2026. CEO Hayden Brown will serve as interim principal financial officer without additional compensation. This is a routine personnel disclosure with no financial impact or red flags.

Key Facts

  • CFO Erica Gessert is taking a temporary medical leave effective July 14, 2026.
  • CEO Hayden Brown will serve as interim principal financial officer during the leave.
  • Ms. Brown will not receive additional compensation for the interim role.
  • The company expects Ms. Gessert to return in Q4 2026.

Financial Impact

No financial impact disclosed.

Risk Factors

  • Risk of extended CFO absence if medical leave lasts beyond Q4 2026.
  • Potential distraction for CEO from core operational duties while serving as interim CFO.

Market Snapshot

Exchange
Nasdaq
Sector
Services-Computer Processing & Data Preparation
Analyst Consensus
50% bullish (16 analysts)

Investment Themes

Software & IT

Documents Analyzed

This report is based on 4 SEC documents filed with EDGAR.

DocumentAccession Number
8-K Filing (Primary)0001627475-26-000042
Document: 0001627475-26-000042-index-headers.html0001627475-26-000042
Document: 0001627475-26-000042-index.html0001627475-26-000042
Document: 0001627475-26-000042.txt0001627475-26-000042
12 reports for UPWK
Performance horizon
75% Hit rate @ T+20 3 of 4 directional calls Went positive at some point 4 of 4 best @ T+5▲ +8.39%May 7, 2026
Filters
Rows
Reports for UPWK — sortable, filterable
TypeNow
Sep 22, 2026
5w ago
Insider Cluster
BEARISH ★ 5/10
$8.18 $8.75▼ −6.97%▼ −6.28%$9.51 (−16.26%)
Aug 20, 2026
9w ago
Insider Cluster
BEARISH ★ 5/10
$8.61 $8.37▲ +2.79%▲ +3.80%$9.51 (−10.45%)
Aug 10, 2026
11w ago
Press Release
BEARISH ★ 6/10
$8.36 $8.24▲ +1.44%▲ +0.38%$9.51 (−13.76%)
Jul 16, 2026
14w ago
8-K
NEUTRAL ★ 2/10
$9.06 $8.49▼ −6.35%▼ −10.79%$9.51 (+4.97%)
Jun 23, 2026
17w ago
8-K
NEUTRAL ★ 4/10
$8.22 $8.96▲ +9.00%▲ +7.07%$9.51 (+15.69%)
Jun 8, 2026
20w ago
3
NEUTRAL ★ 1/10
$8.82 $8.87▲ +0.57%▼ −0.88%$9.51 (+7.82%)
Jun 5, 2026
20w ago
8-K
NEUTRAL ★ 2/10
$8.76 $8.86▲ +1.14%▼ −0.72%$9.51 (+8.56%)
May 20, 2026
22w ago
Insider Cluster
NEUTRAL ★ 3/10
$8.44 $7.86▼ −6.93%▼ −7.26%$9.51 (+12.68%)
May 7, 2026
24w ago
8-K
BEARISH ★ 7/10
$8.82 $8.76▲ +0.68%▲ +0.70%$9.51 (−7.82%)
Apr 23, 2026
26w ago
DEFA14A
NEUTRAL ★ 2/10
$10.48 $8.66▼ −17.37%▼ −22.00%$9.51 (−9.26%)
Showing 10 of 12

US Market Status

Market Closed — Opens in 1h 6m

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Report published Jul 16, 2026