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Robert Keane

Chief Executive Officer at CMPR
CEO
Executive
Board

About Robert Keane

Founder, Chairman, and Chief Executive Officer of Cimpress since January 1995; age 62 with over 30 years at the company and prior executive experience at Flex-Key Corporation (1988–1994) . Under his leadership, Cimpress reached $3.4 billion revenue in FY2025 and generated adjusted EBITDA of $433 million; 5-year shareholder return for $100 invested stood at $61.57 by June 30, 2025 versus $142.42 for the RDG Internet Composite . Management communicated a pathway to at least $600 million EBITDA by FY2028 and deleveraging to ~2.5x by FY2027, with buybacks constrained until leverage targets are met .

Past Roles

OrganizationRoleYearsStrategic Impact
Cimpress plcFounder, Chairman & CEO1995–presentGrew Cimpress from inception to $3.4B revenue in FY2025; led mass customization strategy and MCP platform investments
Flex‑Key CorporationExecutive (OEM keyboards/displays/kiosks)1988–1994Early operating experience in hardware for desktop publishing

External Roles

OrganizationRoleYearsStrategic Impact
Astronics CorporationDirectorDec 2019–presentIndustry oversight in aerospace supplier; external governance experience

Fixed Compensation

Metric (USD)FY2023FY2024FY2025
Base Salary$1,756,346 $1,000,000 $1,000,000
Bonus
Stock Awards (Grant-date FV)$1,320,915 $7,249,901 $9,838,993 (incl. $1,839,074 incremental from May 2025 PSU modification)
All Other Compensation$34,838 $10,454 (PTO payout $8,654; Irish tax prep $1,800)
Total Compensation$3,077,261 $8,284,739 $10,849,447

Realized compensation view (cash received plus value of vested shares/options during the year):

Metric (USD)FY2023FY2024FY2025
Salary$1,756,346 $1,000,000 $1,000,000
Bonus
Value of Shares Issued from Vesting$5,071,552
Value from Options Vesting
Realized Compensation Total$1,756,346 $1,000,000 $6,071,552

Performance Compensation

PSU design emphasizes in-year financial performance and multi-year shareholder alignment via four-year vesting; FY25 PSUs weighted Revenue 20%, Adjusted EBITDA 40%, Unlevered Adjusted Free Cash Flow 40%, with multipliers from 0% to 160% and a 60% payout floor added in May 2025 to balance retention .

ComponentMetricWeightFY25 TargetAchievement/PayoutVesting
FY25 PSUs (Cimpress)Revenue20% $3,540,262,654 Threshold 60% at 95%, Target 100% at 100%, Max 160% at 105%+; 60% payout floor adopted May 2025 25% on Aug 15, 2025; 6.25% quarterly to Aug 15, 2028
FY25 PSUs (Cimpress)Adjusted EBITDA40% $506,994,004 Threshold 60% at 90%, Target 100–103%, Max 160% at 110%+; 60% payout floor Same as above
FY25 PSUs (Cimpress)Unlevered Adjusted FCF40% $332,190,015 Threshold 60% at 90%, Target 100–103%, Max 160% at 110%+; 60% payout floor Same as above
Earned PSUs (FY24) — KeaneFY24 PSUs Earned87,515 earned; service vesting ongoing 25% on Aug 15, 2024; 6.25% quarterly to Aug 15, 2027
Earned PSUs (FY25) — KeaneFY25 PSUs Earned55,594 earned; service vesting ongoing 25% on Aug 15, 2025; 6.25% quarterly to Aug 15, 2028

Notes:

  • 3YMA-based legacy PSUs have not paid out to date; future payouts are unlikely absent a dramatic, sustained share price rise to meet CAGR thresholds .
  • Cimpress adopted an exchange/listing-compliant clawback policy on June 19, 2023 for incentive compensation tied to financial reporting measures .

Equity Ownership & Alignment

ItemDetail
Beneficial Ownership2,171,525 ordinary shares; 8.8% of outstanding as of Oct 16, 2025 (trusts and entities included per footnote)
Shares Issuable ≤60 Days13,113 shares (vestings/exercisables through Dec 15, 2025)
FY2025 Vesting Activity68,071 shares vested; value realized on vesting $5,071,552
Outstanding Earned PSUs (service vesting)FY24 PSUs: 87,515 ($4,113,205 at $47/share); FY25 PSUs: 55,594 ($2,612,918)
Outstanding 3YMA PSUs (selected awards)Multiple tranches (e.g., 93,750, 78,970, 73,498, etc.) issuable only if 3YMA CAGR thresholds met; values shown at $47/share
Stock Ownership GuidelinesCEO must hold ≥5x base salary; directors ≥3x retainer; all executives/directors met or are on track as of June 30, 2025
Hedging/Pledging PoliciesHedging and derivatives prohibited (short sales, options, collars, etc.); pledging not specifically disclosed

Employment Terms

ProvisionKeane Terms
Severance (Termination without Cause / Good Reason)200% of current base salary and 200% of annual cash incentive (at target), plus 2 years of benefits continuation
Change-in-Control (Equity/Cash)On COC or within 180 days prior (except termination for cause or resignation without good reason): all equity except 3YMA PSUs accelerates at 100% of target; cash incentive awards at 100% of target
Excise Tax Gross-upGross-up under IRC §4999 for COC-related excise tax; company may reduce payments up to $50,000 to avoid tax and gross-up
Option Exercise Window Post-COC + TerminationOptions exercisable to earlier of 12 months post termination or original expiry (general provision; Keane does not currently hold options)

Change-in-control economics (as of June 30, 2025):

ScenarioCash PaymentAccelerated Equity (RSUs/PSUs)BenefitsTax Gross-upTotal
Termination Without Cause / Good Reason$2,000,000 $46,740 $2,046,740
Change in Control (no termination)$8,468,037 $8,468,037
COC + Termination Without Cause / Good Reason$2,000,000 $8,468,037 $46,740 $10,514,777

Board Governance

  • Board service: Director since January 1995; non-independent; Chairman; recommended for reappointment through AGM 2028 .
  • Committees: Keane does not serve on any Board committees; Audit chaired by Temperley; Compensation chaired by Vassalluzzo; Nominating chaired by Gasperment; all committee members independent .
  • Attendance: Board met three times in FY2025; all directors attended all Board and committee meetings during their service .
  • Leadership structure: Combined Chair/CEO; no Lead Independent Director due to small board; periodic evaluation of structure and executive sessions of non-employee directors at least twice per year .
  • Director pay (framework): $100,000 annual cash retainer; executive director (Keane) receives $200,000 equity per year for director service, in the same form as CEO equity, vesting 25% per year over four years .

Compensation Committee & Peer Group

  • Compensation Committee: Vassalluzzo (Chair), Gasperment, Temperley; prepares CD&A and oversees executive and director compensation; independent; four meetings in FY2025 .
  • Consultant usage: Committee did not engage an outside compensation consultant for FY2025; used internally developed peer and survey analyses .
  • FY2025 Compensation Peer Group (refreshed): 4imprint, GoDaddy, Upwork, Angi, LegalZoom, Wayfair, Deluxe, Shutterstock, Yelp, Dropbox, Squarespace, Yeti, Etsy, TripAdvisor .
  • Say‑on‑Pay cadence: Annual advisory vote; Committee considered 2023 vote results in FY2025 design; specific approval percentages not disclosed .

Additional Performance & Activity Indicators

MetricFY2025
Cimpress Revenue$3,403.1 million
Adjusted EBITDA$433.2 million
Net Income$12.9 million
Operating Cash Flow$298.1 million
CEO Pay Ratio1-to-360 (SCT total); 1-to-201 (realized)

Investment Implications

  • Alignment: Keane’s 8.8% beneficial ownership and strict ownership guidelines indicate strong long-term alignment; FY24/FY25 PSUs earned and vest quarterly through 2027/2028, implying predictable equity issuance and potential tax-withholding sales pressure around vest dates .
  • Incentive structure: FY25 PSUs tightly linked to revenue, adjusted EBITDA, and unlevered adjusted FCF with a 60% payout floor introduced for retention; this improves retention but softens downside pay-for-performance sensitivity, a moderating factor for compensation discipline .
  • Change-in-control terms: Single-trigger equity acceleration at 100% of target and excise tax gross-up are shareholder-unfriendly features that could attract governance scrutiny; potential payout magnitude is material ($8.47M equity acceleration; $10.51M total under COC+termination) .
  • Governance risk: Combined Chair/CEO with no Lead Independent Director increases independence concerns; mitigated by fully independent committees and regular executive sessions, but still a structural overhang for some governance frameworks .
  • Execution track record: FY2025 revenue grew 3% with adjusted EBITDA and cash flow declines amid mix shifts and tariff impacts; management targets at least $600M EBITDA by FY2028 and deleveraging, which, if achieved, could be positive for equity value per share and enable resumed buybacks within leverage policy .

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Best AI for Equity Research

Performance on expert-authored financial analysis tasks

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