Yogesh Gupta
About Yogesh Gupta
- President and Chief Executive Officer of Progress Software since October 2016; age 64 .
- Under his tenure, Progress’ non-GAAP operating income grew from $229.2M (FY2021) to $298.5M (FY2024) while non-GAAP net income was $219.0M in FY2024 .
- 2022 PSU cycle paid at 126.25% (TSR at 78th percentile; cumulative operating income above target), reflecting above-target long-term performance outcomes .
- Beneficial owner of 640,211 shares (1.5% of outstanding) as of March 1, 2025, aligning him with shareholders .
Past Roles
| Organization | Role | Years | Strategic impact |
|---|---|---|---|
| Progress Software | President & CEO; Director | Oct 2016–present | Leads “Total Growth Strategy” (recurring revenue focus, disciplined M&A) . |
| Kaseya, Inc. | CEO; later Chair of the Board | CEO: Jun 2013–Jul 2015; Chair: Jul 2015–Oct 2015 | Led IT management software business; board leadership post-CEO . |
| FatWire Software | President & CEO | Jul 2007–Feb 2012 | Led to acquisition by Oracle; digital experience software . |
| CA, Inc. (CA Technologies) | Chief Technology Officer and senior roles | Prior to 2007 | Senior product/technology leadership at large infrastructure software vendor . |
| Advisor to VC/PE firms | Advisor (M&A) | Jul 2012–Jun 2013; Oct 2015–Sep 2016 | Worked on transaction opportunities and strategic assessments . |
External Roles
| Organization | Role | Years | Notes |
|---|---|---|---|
| Blackbaud, Inc. (Nasdaq: BLKB) | Director | Current | Public company directorship in software powering social impact . |
Fixed Compensation
| Year | Base salary (target) | Target bonus (% of salary) | Actual cash bonus |
|---|---|---|---|
| 2024 | $600,000 | 100% | $762,000 (127% payout) |
| 2023 | $600,000 | 100% | $642,000 |
| 2022 | $575,000 | Not stated (program unchanged YoY) | $644,000 |
Performance Compensation
Annual Bonus Plan (2024)
| Metric | Weight | Threshold | Target | Max | 2024 performance | Payout factor |
|---|---|---|---|---|---|---|
| Non-GAAP revenue | 40% | 97% | 100% | 103% | 118% of target | Contributed to total payout 127% |
| Non-GAAP operating income | 40% | 94% | 100% | 108% | 125% of target | Contributed to total payout 127% |
| Adjusted free cash flow | 20% | 96% | 98% | 108% | 150% of target | Contributed to total payout 127% |
- Total corporate bonus payout: 127% for FY2024; CEO earned $762,000 .
Annual plan evolution (FY2025): adds ARR at 20%; revenue weight reduced to 20%; operating income 40%; adjusted FCF 20% .
Long‑Term Incentives (Structure)
- Mix: 50% PSUs, 30% RSUs (time-based), 20% stock options; annual grants .
- PSU metrics: 75% cumulative non-GAAP operating income (with 35% annual margin gate), 25% relative TSR vs S&P Software & Services Select Industry Index; 0–200% payout; TSR capped at 100% if absolute TSR is negative .
- Vesting: PSUs 3-year cliff; RSUs vest in six equal installments over 3 years; options vest in eight equal installments over 4 years; option term ~7 years .
2024 Grants (CEO)
| Grant date | Instrument | Quantity/terms | Grant date value |
|---|---|---|---|
| 1/18/2024 | PSUs | Target 73,492 (threshold 9,187; max 146,984) | $4,250,042 |
| 1/18/2024 | RSUs | 44,095 units; time-based vesting | $2,550,014 |
| 1/18/2024 | Stock options | 108,488 @ $57.83; exp. 1/17/2031; vest over 4 yrs | $1,700,007 |
Realized LTI Performance
- 2022 PSU cycle (performance 2022–2024): payout 126.25%; CEO earned 78,036 PSUs vs 61,812 target (TSR 160% factor; operating income 115% factor) .
- FY2024 exercises/vesting: 69,195 options exercised ($1,109,196 realized); 136,980 shares vested from stock awards ($7,941,736 realized) .
Equity Ownership & Alignment
- Beneficial ownership: 640,211 shares (1.5% of common stock) as of March 1, 2025 .
- Outstanding/Unvested (11/30/2024, selected items):
- Unvested RSUs: 6,182 (2022 grant), 20,425 (2023 grant), 36,746 (2024 grant) .
- Unvested PSUs (target): 61,812 (2022—vested 2/1/2025), 68,081 (2023), 73,492 (2024) .
- Options outstanding include grants from 2019–2024; most recent 108,488 @ $57.83 expiring 1/17/2031 .
- Ownership guidelines: CEO must hold ≥3x base salary; all NEOs met guidelines; hedging prohibited; pledging/margining prohibited absent prior approval .
- Insider selling pressure indicators: significant scheduled semi-annual RSU and option vesting; FY2024 exercises and vesting totaled ~$9.05M of value realized .
Employment Terms
- Start date and tenure: CEO since Oct 2016; Board member since 2016 .
- Severance (non‑CIC “involuntary termination”):
- 18 months of total target cash compensation; pro‑rata target bonus; 18 months benefits; 18 months acceleration of options/RSUs (not PSUs); non‑compete applies during severance period .
- Change‑in‑control (CIC) provisions:
- On CIC (if awards not assumed): 12 months acceleration for options/RSUs; pro‑rata target bonus .
- Double‑trigger CIC termination (within 24 months): 24 months of total target cash comp (lump sum); 24 months benefits; full acceleration of options/RSUs (PSUs per plan) .
- 280G best‑net cutback (no excise tax gross‑up) .
- Estimated benefits (as of 11/30/2024):
- Involuntary termination: $8.05M total (includes equity acceleration and benefits) .
- Double‑trigger CIC termination: $10.66M total .
Board Governance (Director Role)
- Board service: Director since 2016; only non‑independent director (8 of 9 nominees independent). Independent Board Chair (John R. Egan); all committees are fully independent .
- Committee roles: Not a member of Audit, Compensation, Nominating, or M&A/Strategy committees (independent only) .
- Attendance: Board met 7 times in FY2024; directors expected to attend; independent directors meet in executive session without the CEO at every regular meeting .
- Director compensation: Employee directors receive no compensation for board service .
Director Compensation and Ownership Guidelines (Board‑wide context)
- Non‑employee directors: annual retainer $275,000 ($50,000 cash; $225,000 equity); additional fees for chair/memberships; DSUs/RSUs vest at the next annual meeting; ownership guideline ≥5x cash retainer .
- Governance practices: independent compensation consultant retained by Compensation Committee .
Compensation Structure Analysis
- Pay mix emphasizes at‑risk compensation: 50% PSUs, 30% RSUs, 20% options; annual bonus 100% formulaic on revenue, operating income, and FCF (adds ARR in 2025), with capped payouts .
- Strong shareholder support: Say‑on‑pay approval ~97% in 2024; ~96%+ for each of the prior six years, indicating investor endorsement of pay design and outcomes .
- Peer positioning: Target total direct compensation set near the 50th percentile of peer group; peers include Appian, Dynatrace, Qualys, Rapid7, Verint, etc. .
- Clawback: Policy updated to comply with SEC/Nasdaq; recover excess incentive pay after restatements .
- No hedging/pledging; no excise tax gross‑ups; no related‑party transactions disclosed in FY2024 .
Say‑on‑Pay & Shareholder Feedback
- 2024 say‑on‑pay support: ~97% approval; continued strong support over six years (~96%+ annually). Committee engages and evolves plan design (e.g., adds ARR to annual plan in 2025) in response to investor focus on durable recurring revenue .
Expertise & Qualifications
- Decades of leadership across infrastructure and application software (CA Technologies CTO; CEO roles at FatWire and Kaseya). Public company board experience (Blackbaud director) .
- Age 64; CEO tenure since 2016, providing continuity through multiple acquisitions and integration cycles .
Risk Indicators & Red Flags
- Policies mitigate alignment risks: no hedging; pledging restricted; robust clawback; independent committees; independent Chair .
- No related‑party transactions; no excise tax gross‑ups in CIC provisions .
- Cybersecurity oversight and board risk oversight processes described; independent directors meet without CEO each meeting .
Equity Ownership & Vesting Detail (Selected, as of 11/30/2024)
| Category | Detail |
|---|---|
| Beneficial ownership | 640,211 shares (1.5% of outstanding) |
| Unvested RSUs | 6,182 (2022 grant); 20,425 (2023 grant); 36,746 (2024 grant) |
| Unvested PSUs (target) | 61,812 (2022; vested 2/1/2025); 68,081 (2023); 73,492 (2024) |
| Latest option grant | 108,488 @ $57.83 on 1/18/2024; expires 1/17/2031 |
| FY2024 exercises/vestings | 69,195 options exercised ($1.109M); 136,980 shares vested ($7.942M) |
Investment Implications
- Alignment: High at‑risk mix (PSUs/options) tied to multi‑year operating income and relative TSR, with a 35% margin gate, incentivizes durable profitability and disciplined M&A integration; addition of ARR to 2025 bonus plan further aligns with recurring revenue durability focus .
- Retention and M&A dynamics: Double‑trigger CIC protection (24 months of target cash comp; full time‑based equity acceleration) supports leadership continuity through strategic transactions without shareholder‑unfriendly gross‑ups; estimated CIC termination value ~$10.7M as of FY2024 .
- Trading/flow watch‑outs: Semi‑annual RSU/option vesting cadence and demonstrated exercises/vestings in FY2024 can create periodic supply; hedging prohibited and pledging restricted .
- Governance comfort: Independent Chair and fully independent committees, strong say‑on‑pay history, and no related‑party transactions reduce governance risk; CEO is the sole non‑independent director .