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Anna Novoseletsky

Chief Legal and Compliance Officer and General Counsel at CANTALOUPE
Executive

About Anna Novoseletsky

Chief Legal and Compliance Officer, General Counsel, and Corporate Secretary at Cantaloupe (CTLP) since January 17, 2023; age 48. She is a seasoned payments and e-commerce attorney, previously VP & Associate General Counsel and Head of Legal at Discover Financial Services (and GC for Discover Network, PULSE Network, and Diners Club International). Education: JD from Northwestern University School of Law; Bachelor and Master of Laws from the Ukrainian State Law Academy (highest honors). FY2025 annual incentive metrics emphasized Adjusted EBITDA, Revenue, and Monthly Recurring Revenue Growth; actual corporate achievement was 71.8% driven by 93.4% Adjusted EBITDA, 82.2% MRR Growth, and Board discretion, while Revenue underperformed at 0% .

Past Roles

OrganizationRoleYearsStrategic Impact
Discover Financial ServicesVP & Associate GC; Head of Legal; GC for Discover Network, PULSE, Diners Club InternationalNot disclosedSet payments strategy, governance, regulatory frameworks, risk evaluation across global initiatives
Latham & Watkins LLPCorporate associate (M&A; advised independent directors; public company representation)Not disclosedExecuted complex M&A; advised boards on conflict transactions; public company governance
Consulting company (Moscow)Early legal careerNot disclosedPracticed law in Russia/Ukraine across corporate matters

External Roles

OrganizationRoleYearsStrategic Impact
Legal Aid Society’s Advisory Board, Metropolitan Family Services of ChicagoAdvisory Board Member; pro bono/volunteerNot disclosedCommunity legal advocacy; governance support in non-profit setting

Fixed Compensation

ComponentDetailNotes
Base Salary$325,000 initialPer offer letter, effective Jan 17, 2023
Target Bonus50% of baseAnnual incentive plan; pro-rated in FY2023
FY2025 Target Bonus$175,500Annual Bonuses table; payout based on 71.8% corporate achievement
FY2025 Actual Bonus Paid$125,650Calculated as 71.8% of target
Transaction Bonus (Merger Agreement)$100,000Approved June 13, 2025; payable in cash
Severance (base-only)$175,000Six months base under offer letter; quantified in change-of-control table

Note: A plan-based awards table lists FY2025 target bonus at $163,000; the Annual Bonuses table shows $175,500 used for payout calculations .

Performance Compensation

MetricWeightingMinimumTargetMaximumPercent AchievedBoard TreatmentVesting/Payout Mechanics
Adjusted EBITDA ($)40%Not disclosedNot disclosedNot disclosed93.4%Linear interpolation; capped at 130%
Revenue ($)25%Not disclosedNot disclosedNot disclosed0.0%Linear interpolation; capped at 130%
Monthly Recurring Revenue Growth (%)20%Not disclosedNot disclosedNot disclosed82.2%Linear interpolation; capped at 130%
Board Discretion (%)15%Not applicableNot applicableNot applicable120% payout approved120%Applied to discretionary portion
Total Corporate Percent Achieved71.8%Drives NEO bonus payout; no personal modifiers for NEOs
Individual Bonus Outcome (FY2025)Corporate WeightTotal % Achieved (A)Target Bonus (B)Payout (A × B)
Anna Novoseletsky100%71.8%$175,500$125,650

Equity Ownership & Alignment

ItemDetail
Beneficial Ownership (Common Stock)76,172 shares; <1% of class, based on 73,691,758 common shares outstanding as of Sep 25, 2025
RSUs Unvested (6/30/2025)21,094 units; market value $231,823 at $10.99 close
Options Outstanding100,000 options granted 1/24/2023 @ $5.19; 66,666 exercisable, 33,333 unexercisable; expiration 1/24/2030; time-vest in 3 equal annual installments
RSU Grants14,258 (8/4/2023) and 11,589 (9/20/2024); each vest in 3 equal annual installments on grant anniversaries
Ownership GuidelinesExecutives must hold common stock equal to at least 1× base salary within 5 years of appointment; company reports executives are compliant or in grace period; “shares” include unvested restricted stock, not unexercised options
Pledging/HedgingNot disclosed in proxy; no pledging noted

Employment Terms

TermProvision
Start Date & RolesEffective January 17, 2023; Chief Legal & Compliance Officer and General Counsel; Corporate Secretary
Base Salary & Bonus$325,000 initial base; eligible for annual bonus at 50% of base; FY2023 pro-rated
SeveranceIf terminated without “cause,” 6 months of base salary, subject to release
Change-of-Control (Equity)Under equity plans, double-trigger accelerated vesting within 18 months post-CoC upon termination without cause or (if applicable) resignation for good reason
CoC Cash Quantification (Assumed Scenario)Cash $450,000 (comprised of $175,000 severance, $100,000 transaction bonus, $175,000 2026 annual bonus); Equity $340,090; Total $790,090 (assumptions detailed in proxy)
Merger Treatment (Announced)At/just prior to Effective Time: RSUs/Restricted Stock become fully vested and are cashed at $11.20 per share; In-the-money options vested and cashed for intrinsic value; out-of-the-money options canceled
Clawback PolicyAdopted Oct 2023 to comply with Exchange Act Section 10D/Nasdaq; mandatory recovery of erroneously awarded incentive comp upon required restatements; no board discretion; applies to current/former Section 16 officers

Administrative note: Section 16(a) late filings were disclosed for multiple officers, including Ms. Novoseletsky, due to an administrative error related to historic RSU grants .

Investment Implications

  • Incentive alignment: Annual bonus structure ties pay to profitability (Adjusted EBITDA) and subscription momentum (MRR growth); FY2025 payout at 71.8% reflects strong EBITDA/MRR execution, offset by top-line revenue underperformance (0% on revenue metric) .
  • Retention and selling pressure: Equity mix includes multi-year RSU and option vesting; pending merger provides cash settlement at $11.20 per share for RSUs and in-the-money options, mitigating near-term insider selling pressure from scheduled vesting; severance is modest (6 months base), implying moderate retention risk .
  • Ownership alignment: Direct beneficial ownership is small (<1%), but strict stock ownership guidelines (1× salary over 5 years; includes unvested restricted stock) improve alignment; no pledging disclosed in proxy .
  • Governance protections: Robust clawback with mandatory recovery and no discretion reduces moral hazard; minor Section 16(a) late filing disclosure appears administrative rather than indicative of governance failures .

Overall, compensation is primarily at-risk via EBITDA/MRR-linked cash incentives and time-based equity with clear vesting; the announced merger’s cash-out mechanics alter near-term equity incentives but maintain governance safeguards, suggesting low misalignment and limited incremental insider selling risk in the event of closing .