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Einar Roosileht

Chief Information Officer at Rush Street Interactive
Executive

About Einar Roosileht

Einar Roosileht serves as Chief Information Officer (CIO), joined RSI in December 2013, and oversees Product and Engineering; he is 43 years old as of April 14, 2025 and studied Computer Science at the University of Tartu . Prior roles include co-founding Oryx Gaming (CTO) and serving as Chief Architect at Playtech Estonia focused on scalable systems . His compensation and incentives are tied to annual revenue and Adjusted EBITDA for cash bonuses and relative total shareholder return (TSR) PSUs over multi‑year periods; 2024 corporate goals exceeded maximum thresholds, yielding a 150% payout factor on the corporate component of NEO bonuses . RSI maintains stock ownership guidelines (3x salary for executive officers) and a clawback policy compliant with SEC/NYSE rules; executives (including Roosileht) hold shares in excess of guidelines .

Past Roles

OrganizationRoleYearsStrategic Impact
Oryx GamingCo-founder, CTO2010–2013Built online gaming platform; technology leadership
Playtech EstoniaChief Architect2006–2008Developed scalable systems underpinning gaming operations
RSIChief Information Officer2013–2025Led Product & Engineering; transitioning role effective by Dec 31, 2025

External Roles

No external public company directorships disclosed for Roosileht in RSI’s proxy filings (executive officer listings include biography but do not list external board roles) .

Fixed Compensation

MetricFY 2022FY 2023FY 2024
Base Salary ($)415,000 440,000 445,000
Target Bonus (% of Salary)80% (policy reference) 80% (targets unchanged in 2024 vs 2023) 80%
Actual Bonus Paid ($)377,660 431,450 474,673
Stock Awards ($)2,936,345 991,843 1,426,432
Stock Options ($)112,501 230,234 232,852
All Other Compensation ($)
Total Compensation ($)3,841,506 2,093,527 2,578,957

Notes:

  • 2024 Stock Awards breakdown: RSUs $396,347; PSUs $1,030,086 .
  • 2022 Stock Awards breakdown: RSUs $2,562,753; PSUs $373,592, plus a special one‑time RSU grant (see Performance Compensation) .

Performance Compensation

Annual Cash Bonus Structure (2024)

  • Corporate component weighted 67% of total bonus; comprised of:
    • Revenue (GAAP) weighted 33% of corporate component
    • Total consolidated Adjusted EBITDA weighted 67% of corporate component
  • Individual goals weighted 33% of total bonus
  • Corporate goals exceeded maximum targets; corporate component paid at 150% of target for all NEOs
ComponentWeightingTargetActualPayout FactorVesting/Timing
Corporate – Revenue33% of corporate (within 67% of total) Pre-set annual revenue level Exceeded maximum 150% of component Paid following year per STIP plan
Corporate – Adjusted EBITDA67% of corporate (within 67% of total) Pre-set annual Adjusted EBITDA Exceeded maximum 150% of component Paid following year per STIP plan
Individual Goals33% of total Qualitative/quantitative scorecard Committee determined Not quantified (included in total $474,673) Paid following year per STIP plan

Roosileht’s 2024 plan-based bonus range and realized:

  • Threshold $236,740; Target $356,000; Maximum $475,260
  • Actual 2024 bonus paid: $474,673

Long-Term Equity Incentives and Vesting

2024 Grants (March 15, 2024):

Award TypeShares/UnitsGrant Date Fair Value ($)Vesting / PerformanceNotes
PSUs (TSR vs peers)Target 113,696; Max 227,392 1,030,086 3-year performance; 0–200% payout range TSR relative to designated peer group
RSUs (time-based)68,218 396,347 Ratably over 3 years Time-based vesting
Stock Options62,260 232,852 Ratably over 3 years Exercise price $5.79; expire 10 years

2022 Special One-Time RSUs:

  • 600,000 RSUs granted on Sept 27, 2022; vest in equal installments on Mar 26, 2023, Mar 26, 2024, and Mar 26, 2025; for Roosileht, vested RSUs do not settle until three years after grant date .

Settlement Deferral (Roosileht-specific):

  • For Roosileht, time-based RSUs and stock options vest as scheduled but do not settle until three years after the grant date .

Outstanding Equity Awards (as of Dec 30, 2022)

AwardStatusQuantityExercise PriceExpirationMarket/Value
Options (time-based)Unexercisable13,495 $15.40 4/9/2031
Options (time-based)Unexercisable49,728 $3.99 9/27/2032
RSUs (time-based)Unvested45,540 $186,802
RSUs (one-time)Unvested600,000 $2,154,000
PSUs (TSR 3-yr)Minimum (50% target)8,117 $29,140
PSUs (TSR ~2.5-yr)Target (100%)35,245 $126,530

Equity Ownership & Alignment

  • Beneficial Ownership (as of April 12, 2023): 2,964,157 shares of Class V Common Stock (non-economic voting interest), ~1.9% of Class V and ~1.3% of total voting power; no Class A reported .
  • Stock Ownership Guidelines: CEO 5x salary; other executive officers 3x salary; unvested RSUs count, PSUs and options do not; each executive officer currently exceeds guidelines .
  • Hedging/Short Sales Policy: Prohibits hedging, short sales, and transactions in publicly traded options absent prior approval from the Chief Legal Officer .
  • Pledging: No pledging disclosure identified for Roosileht in proxies reviewed .

Employment Terms

  • Consulting Agreement: Services provided via a corporate entity owned by Roosileht; monthly base salary of €15,000 (subject to up to 10% reduction for services not accepted on initial review); not eligible for company employee benefits (life/disability/health/dental/retirement/vacation) .
  • Termination Notice: Company may terminate with 30 days’ written notice; Roosileht may terminate with 90 days’ notice; restrictive covenants include confidentiality, non-solicit/non-hire, non-disparagement, and assignment of inventions .
  • Separation Terms (announced Jan 14, 2025): Mutually agreed separation effective by the earlier of Dec 31, 2025 or completion of transition; compensation maintained through Dec 31, 2025; annual bonus (target 80% of base) pro‑rated to Separation Date subject to performance; RSUs, options, and PSUs continue to vest through Dec 31, 2025 (remainder forfeited); 3‑month window to exercise vested options after distribution; 12‑month lockup on certain equity; confidentiality, non‑compete, non‑solicit, non‑disparagement, and mutual releases .

Severance and Change-of-Control Economics

ScenarioCash SeveranceEquity AccelerationOther Benefits
Death or Disability$0 RSUs & options vest in full; PSUs vest at target $0
Termination for Cause or Resignation Without Good Reason$0 No acceleration $0
Termination Without Cause or Good Reason (No CoC)$0 (Roosileht) No acceleration (Roosileht) $0
Termination Without Cause or Good Reason (within CoC window)$0 (Roosileht) No acceleration (Roosileht) $0
Change of Control (no termination)$0 (Roosileht) No acceleration (Roosileht) $0

Potential Payments Estimate (assuming event on Dec 31, 2024):

TypeAmount ($)
Death/Disability – Stock Incentives10,652,683
All other termination/CoC scenarios$0 (cash/equity/benefits)

Investment Implications

  • Pay-for-performance alignment: Roosileht’s bonus framework emphasizes revenue and Adjusted EBITDA with corporate components paying at 150% of target in 2024, indicating strong operational performance; PSUs are measured on relative TSR over multi‑year periods, reinforcing long‑term alignment .
  • Insider selling pressure: Unique settlement deferral for Roosileht’s RSUs and options (three years post‑grant) and a 12‑month lockup under separation terms reduce near‑term selling pressure, though a three‑month post‑distribution option exercise window could create discrete trading windows around award settlements in 2025–2026 .
  • Retention risk: Separation announced for 2025 introduces execution/transition risk in Product and Engineering leadership; however, compensation continues through 2025 with vesting through Dec 31, 2025 to support continuity .
  • Governance safeguards: Strong anti‑hedging policy, stock ownership guidelines (executives exceed thresholds), and SEC/NYSE‑compliant clawback policy mitigate alignment risks and discourage excessive risk‑taking .
  • Severance profile: Roosileht’s consulting arrangement provides no severance or acceleration for most termination/CoC scenarios, limiting parachute risk; value realization for equity is concentrated in death/disability case under standard award terms .