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Ismail Elshareef

Chief Product Officer at CarGurusCarGurus
Executive

About Ismail Elshareef

Ismail Elshareef is Chief Product Officer at CarGurus (CARG), appointed February 1, 2024; he is 49 and brings over 20 years of marketplace, product, engineering, and platform leadership across subscription and transaction models . He holds a B.S. in Computer Engineering (King Fahd University) and an M.S. in Electrical Engineering (California State University, Los Angeles), and completed the Executive Management Program at Kellogg (Northwestern) . Company performance context during his tenure: 2024 revenue was $894.4M, gross profit $738.9M, and net income $21.0M; five‑year TSR rose 3.87% (2020–2024), with 2024 TSR value of $103.87 vs $68.68 in 2023; adjusted EBITDA was a key pay metric and achieved 109.2% of target in 2024 .

Past Roles

OrganizationRoleYearsStrategic Impact
OneFootballChief Product Officer2022–2024Led platform-based media product strategy to support growth objectives .
UpKeep, Inc.Chief Product Officer2019–2021Led product, engineering, and infrastructure for asset operations management platform .
Ticketmaster EntertainmentSVP, Consumer Products; VP, Open Platform & Innovation2015–2019Scaled consumer product and open platform capabilities across a large marketplace .
Edmunds.comExec Director, Open Platform; Principal Architect; Director, Engineering2007–2015Built developer platform and engineering foundations for online auto marketplace .

Fixed Compensation

Component2024 Amount/TermsNotes
Base Salary$400,000 (prorated paid: $366,666)Effective Feb 1, 2024; prorated for 2024 service .
Sign-on Bonus$100,000Paid within 60 days of start; subject to repayment if employment ended within 12 months .
Perquisites and Benefits$196,064 relocation (incl. $60,664 tax gross-up); $4,680 401(k) match; $525 parking; $422 commutingRelocation under Elshareef Relocation Agreement; limited tax gross-up applies; standard benefits .
Clawback PolicyComplies with SEC Rule 10D‑1/NasdaqMandatory recovery for restatements; “no fault”; also discretionary recovery for detrimental conduct .
Hedging/Pledging PolicyProhibited without prior approvalInsider Trading Policy bans hedging and pledging, margin accounts .

Performance Compensation

Annual Cash Incentive Structure (2024)

MetricWeightingTarget DefinitionActual AchievementPayout vs Target
Strategic Objectives15%Target at 65% completion; no payout below target 69.6%106.1% .
Gross Profit30%Target at 100%; no payout below target 99.8%98.0% .
Adjusted EBITDA (non‑GAAP)40%Target at 100%; no payout below target 109.2%146.0% .
Individual Goals15%Rating scale 50–150% payout Varies by executiveVaries .
Bonus ComponentTargetActual PaidPayout %Notes
Annual Cash Incentive (prorated)$205,000 (51% of salary) $222,725118.70%Mid‑year installment methodology; reflects corporate and individual performance .

Equity Awards and Vesting

Award TypeGrant DateShares/UnitsGrant Date Fair ValueVesting ScheduleAcceleration
Time‑based RSUFeb 1, 202476,077$1,799,98225% on Feb 1, 2025; then 6.25% quarterly until Feb 1, 2028 Double trigger: full acceleration if terminated without Cause or for Good Reason within 12 months post Change of Control .

Equity Ownership & Alignment

CategoryDetail
Beneficial Ownership (Class A)19,999 shares; less than 1% of Class A; calculated vs 84,626,702 Class A outstanding as of April 10, 2025 .
Unvested RSUs (12/31/2024)76,077 RSUs; market value $2,779,854 at $36.54/share .
OptionsNone reported .
Pledging/HedgingProhibited by policy (with limited approval mechanism) .
Ownership GuidelinesNot disclosed in proxy; no data provided.

Employment Terms

TermProvision
Start Date/RoleChief Product Officer effective Feb 1, 2024 .
SeveranceIf terminated without Cause or resigns for Good Reason: nine months base salary paid over ~6 months and COBRA premium reimbursement up to 9 months (earlier if eligible elsewhere) .
Change‑of‑ControlRSU acceleration on “double trigger” if qualified termination within 12 months following a Change of Control under 2017 Plan .
Restrictive CovenantsNondisclosure; invention assignment; non‑competition up to one year at company’s discretion post‑termination; non‑solicitation .
Cause/Good Reason DefinitionsDetailed in offer letter (material breach; disloyalty; disclosure; policy breaches; conduct detrimental; and for Good Reason: material diminution, pay cut outside broad reductions, relocation, company breach with cure periods) .

Compensation Structure Analysis

  • Pay mix leans “at risk”: prorated annual incentive paid at 118.7% of target driven by above‑target adjusted EBITDA; equity is entirely time‑based RSUs, vesting over four years—moderate retention alignment, lower performance linkage vs PSUs .
  • No single‑trigger equity acceleration and no change‑of‑control tax gross‑ups; relocation gross‑up present ($60,664) which is investor‑unfriendly but limited and tied to sign‑on .
  • Company’s pay‑versus‑performance disclosure identifies Gross Profit as the most important financial measure linking compensation actually paid (CAP) to performance; five‑year TSR rose 3.87% while Net Income declined 73%, underscoring stock price sensitivity of equity‑heavy pay .

Performance & Track Record

  • 2024 corporate outcomes relevant to incentives: adjusted EBITDA achieved 109.2% of target; Gross Profit was 99.8% of target; Strategic Objectives achieved 69.6%, collectively supporting above‑target payouts .
  • Financial context: 2024 revenue $894.4M (down 2% YoY); Gross Profit $738.9M; Net Income $20.972M; five‑year TSR +3.87% vs peer group −13.58% .
  • Notable corporate event: CFO departure effective March 7, 2025, with interim PFO/PAO duties assumed by CEO—watch for continuity in financial leadership and execution cadence .

Investment Implications

  • Retention risk: Four‑year RSU vesting (25% cliff at Feb 1, 2025; 6.25% quarterly thereafter) and nine‑month severance create steady retention incentives; double‑trigger acceleration reduces change‑of‑control friction .
  • Alignment: Annual bonus tied to Gross Profit and adjusted EBITDA supports pay‑for‑performance; however, absence of PSUs means long‑term equity realizations hinge on stock price/time rather than explicit performance hurdles .
  • Selling pressure: RSU vesting dates (quarterly through Feb 2028) may create episodic supply; monitor Form 4 filings around vest events for net share sales after tax withholding .
  • Governance/risk: Hedging/pledging prohibitions and clawback policy mitigate alignment risks; relocation tax gross‑up is a minor red flag; broader business risks include Digital Wholesale volatility and prior CarOffer impairment—consider how product leadership can drive marketplace growth and margin resilience .