Cimpress Founder Robert Keane Has Sold $129 Million in CMPR and ATRO Stock Across 4,058 Transactions

Alex Rivera

Robert S. Keane, founder of Cimpress (Vistaprint parent), has filed 4,058 insider transactions totaling $129 million in sales across CMPR and Astronics (ATRO).

Robert S. Keane, founder of Cimpress plc (CMPR) — the parent company of Vistaprint — has filed 4,058 insider transactions totaling $129 million in sales and $4.2 million in purchases across Cimpress and Astronics (ATRO). His prolific filing count of over 4,000 transactions makes him one of the most frequently filing insiders in the small-to-mid cap space.

The Numbers

Metric Value
Career Sell Value $129 million
Career Buy Value $4.2 million
Total Transactions 4,058
Last Filing Nov 15, 2025
CMPR Shares Remaining ~987,000

Recent Activity

Date Type Ticker Shares Price Est. Value
May 9, 2025 Sell ATRO 37,700 $26.50 $999K
May 8, 2025 Sell ATRO 200,000 $27.01 $5.4M
Mar 7, 2025 Sell ATRO 51,058 $24.55 $1.25M
Sep 5, 2024 Sell CMPR 396 $97.55 $39K
Aug 30, 2024 Sell CMPR 13,970 $100.11 $1.4M

Keane's 2025 selling has shifted to Astronics (ATRO), with $7.6 million sold in March-May. His CMPR selling slowed in late 2024 after a $3.6 million cluster in August-September.

What It Means

Keane founded Cimpress in 1994 as Vistaprint, pioneering mass customization of business cards and marketing materials. The company has since evolved into a multi-brand platform including Vistaprint, National Pen, and other print-on-demand businesses. His $129 million in career sales across 4,058 transactions reflects exceptionally granular 10b5-1 selling — small blocks filed with high frequency over nearly two decades.

With ~987,000 CMPR shares remaining (worth ~$80 million at current prices), Keane maintains a significant founder's stake. His recent pivot to selling Astronics (ATRO) — an aerospace and defense electronics company — while slowing CMPR sales suggests he may be repositioning across his two-company portfolio.

What to Watch

  • Whether Keane resumes CMPR selling after the late-2024 slowdown, especially if the stock approaches its $100+ resistance level again
  • Cimpress's ongoing digital transformation from print-centric to broader small business services, which could re-rate the stock
  • Keane's continued ATRO selling, which at the current pace could represent a complete exit from his Astronics position within a few quarters
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