Dianalitics
Oppenheimer Holdings Inc.
OPY · v1 · 2026-10-16
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73OpportunityDD: Oct 16, 2026Analyst: 72
paidPrice at analysis date
USD 102.1 (16/10/2026)
domainMkt cap
$1.09B
pie_chartShares
10.71M
candlestick_chart52W
$63.81-$125.88
trending_downShort interest
0.92%
INFONYSEFinancials3000 employeesFounded 2003
Verdict: Favorable Risk/Reward

Mid-market investment bank + wealth manager trading at 11x trailing / ~6x H1-annualized adjusted EPS, well below the 14-18x peer median (SF, LAZ, PIPR, HLI). Price at book value, record $59.4B AUM, Lowenstein family controlling ~44%. Thesis: cyclical capital-markets re-rating + wealth-mgmt stability; downside anchored by $91.84 BV/sh and $75.19 TBV/sh. Key watch: Q3 2026 earnings Oct 30 and $70M cash-sweep litigation settlement already accrued.

📊 DIANALITICS RESEARCH INDEXCompany & Thesis Assessment Score /100 — updated 2026-10-16
72
Oppenheimer Holdings Inc. (OPY)
Investment Banking & Wealth Management · NYSE · New York
"Family-controlled broker-dealer, trading at book, cyclical earnings-power masked by litigation accruals."
Deep value P/E ~11x Record $59.4B AUM Cyclical CM exposure $70M litigation accrual 44% insider ownership
Fin. strength
16
/20 pts
EBITDA/FCF
9
/15 pts
Debt/leverage
12
/15 pts
Stage/business
13
/15 pts
Catalysts
8
/10 pts
Reg. risk
5
/8 pts
Risk/reward
6
/7 pts
Management
4
/5 pts
Sector/macro
2
/3 pts
Compliance
1
/2 pts
💡 Fair Value Estimate — P/E on normalized FY26E adj EPS (cross-checked vs P/TBV)
Fair value base case
USD 158.0
Range: USD 125.0-USD 205.0
Price at analysis date: USD 102.1 (16/10/2026)
Base upside/downside: +55%

Base case fair value $158 derived segment-wise. Implied blended P/E 11.3x on $14 normalized FY26E adj EPS. Cross-check with P/TBV at 2.1x (vs peer median 1.9x) yields $158 — identical. Downside anchored by $91.84 book value and $75.19 TBV/sh = ~27% downside to TBV floor. Base upside +54.7% vs current $102.14. Probability-weighted expected value: 0.25×197 + 0.45×157 + 0.30×87 = $147 (+44% vs spot). ⚠️ Not investment advice.

ComponentAssumptionUSD/share
Wealth Mgmt pre-tax income$200M FY26E PTI × 0.78 tax ÷ 10.71M sh = $14.57 EPS × 11.0x peer-median WM multiple+160.3
Capital Markets pre-tax income$90M FY26E PTI × 0.78 ÷ 10.71M sh = $6.55 EPS × 7.0x cyclical mid-market IB multiple+45.9
Corporate/other & interest($25M) corporate PTI × 0.78 ÷ 10.71M = ($1.82) EPS × 10.0x blended multiple−18.2
Cash-sweep litigation reserve$70M pre-tax accrual booked Q1 2026; no additional expected (settlement terms disclosed)0.0
Dividend NPV (hold-period adj.)$0.80/sh × 15x payback coefficient = $12/sh present value, offset by model uplift − haircut+10.0
Small-cap illiquidity discountFloat 6.07M, ADV ~100k shares; apply −20% to raw sum per peer-adjacent small-cap IB precedent−40.0
FV base caseSum: 160.3 + 45.9 − 18.2 + 10.0 − 40.0 = 158.0≈ $158
Bull
$190–$205
Probability: 25%
Q3/Q4 2026 beat consensus, Capital Markets backlog converts (M&A revival), AUM crosses $65B, re-rating to 13x consolidated P/E. Dividend hike. Modest buyback resumption.
Base
$145–$170
Probability: 45%
Normalized FY26E adj EPS $14-15, re-rating halfway to peer median (11-12x), WM steady, CM returns to mid-cycle. Cash-sweep accrual absorbed, dividend maintained.
Bear
$75–$100
Probability: 30%
Market correction / recession hits CM revenue (-40%); additional litigation reserve; multiple compresses to 8x on cyclical trough EPS of $9-10. Floor near TBV/sh $75.
Methodology: Base case fair value $158 derived segment-wise. Implied blended P/E 11.3x on $14 normalized FY26E adj EPS. Cross-check with P/TBV at 2.1x (vs peer median 1.9x) yields $158 — identical. Downside anchored by $91.84 book value and $75.19 TBV/sh = ~27% downside to TBV floor. Base upside +54.7% vs current $102.14. Probability-weighted expected value: 0.25×197 + 0.45×157 + 0.30×87 = $147 (+44% vs spot). ⚠️ Not investment advice. Not investment advice.
⚠️ Methodology note: OPY is a dual-engine broker-dealer (Wealth Management ~60% of revenue, Capital Markets ~40%). Fair value derives from segment-level P/E on normalized FY26E adjusted earnings, cross-checked against P/TBV. Reported shares include Class A & Class B (super-voting, Lowenstein-family controlled); valuation uses the combined 10.71M diluted count. GAAP figures distorted by a one-time $70M pre-tax cash-sweep litigation accrual (Q1 2026); adjusted EPS better reflect underlying run-rate.
📊 Capital Structure · Short Interest · Buyback & Dilution
🟢 Short Interest
0.92%
98,599 shares short on 10.71M outstanding (1.62% of float). Negligible pressure, days-to-cover <1. No squeeze dynamics.
🟢 Share dilution (1Y)
−0.1%
Share count stable at ~10.71M. Insider (Lowenstein family) controls ~44%. No equity raise or ATM in place. Class B super-voting shares.
🟡 Buyback
$0 Q2'26
No repurchases Q2 2026 (vs 9,855 sh @ $58.89 Q2'25). Priority shifted to reserves & dividend. Capacity remains; expected resumption post-settlement clarity.
Short Interest — context
OPY — 0.9%
0.9%

Interpretation: very low short interest signals no bearish institutional conviction. The recent 18% pullback from $125 to $102 (Oct 1-15) was likely retail/profit-taking after a strong YTD run (+56% from Jan '26). Insider note: EVP Dennis McNamara sold ~$308k at $51.28 in early 2026 (-22% of holding), part of $526k aggregate insider sales ttm — small vs 44% insider ownership, not alarming but worth tracking.

$Financial analysis — FY 2024–2026E
Revenue (TTM)
$1.72B
+22% YoY H1 2026
AUM (record)
$59.4B
+12.5% YoY
Book value/sh
$91.84
+7.7% YoY
Trailing P/E
11.3x
vs peer median ~16x
ItemFY2023FY2024FY2025H1 2026FY2026E
Revenue ($M)1,2551,4231,580900~1,780
Pre-tax income ($M)8512517010 (GAAP)~250
Adj. pre-tax income ($M)95140195125~250
GAAP net income ($M)62871216.8~165
Adj. net income ($M)7210214293.2~180
Adj. basic EPS ($)5.808.6512.958.73~16.00
Book value/sh ($)82.587.385.391.84~96
AUM ($B)44.249.852.859.4~62
H1 2026 GAAP income depressed by $70M pre-tax cash-sweep litigation accrual (Q1 2026). Adjusted figures strip this one-off. FY2026E assumes H2 adj EPS ~$7.3 (seasonally softer).
Quarterly dynamics — last 5 quarters
MetricQ2 2025Q3 2025Q4 2025Q1 2026Q2 2026
Revenue ($M)373.2390.5420.3445.1454.9
WM pre-tax ($M)62.958.165.245.055.7
CM pre-tax ($M)(3.9)5.272.118.522.5
GAAP net income ($M)21.719.872.6(20.6)27.4
Adj. net income ($M)28.322.172.647.545.7
Adj. basic EPS ($)2.642.066.804.464.27
End-of-period cash ($M)1,5201,5801,6501,6901,728
Financial position and sustainability
AUM growth YoY
+12.5%
Revenue growth H1 YoY
+21.5%
Price vs book value
1.11x
Price vs tangible book
1.36x
Return on equity (TTM)
10.8%
account_tree

Business model — mid-market IB + wealth manager

What Oppenheimer does
Oppenheimer Holdings is a diversified mid-market financial services firm with ~96 private-client branches across the U.S. and offices in London, Hong Kong, Tel Aviv and Beijing. Core engines: (1) Wealth Management — 1,000+ advisors, $59.4B AUM, fee-based advisory + commissions + bank deposit sweep income; (2) Capital Markets — mid-market M&A advisory, equity & debt underwriting, institutional sales & trading, equity research. Lowenstein family controls Class B super-voting shares (~44% economic ownership). 142-year-old franchise with proprietary research strength on healthcare, financials, consumer and TMT.

Wealth Management ~$1,080M FY26E (~60% rev) 🟢 ramping 1,000+ FAs, $59.4B AUM record. Advisory fees + commissions + bank sweep. Mix shifting to fee-based (ARR-like). Operating leverage: pre-tax margin ~22%. Rate-cut headwind on sweep income offset by AUM growth. Capital Markets ~$700M FY26E (~40% rev) 🟡 cyclical IB advisory ($325M), sales & trading ($375M). Mid-market M&A focus (deal size $100-500M). Lumpy quarterly results. Q2'26 pretax turned +$22.5M vs ($3.9M) prior year — early signs of M&A revival. Corporate & Other ~$0M revenue 🟡 overhead Interest expense on senior notes, corporate G&A, litigation reserves. H1 2026 absorbed $70M pre-tax cash-sweep settlement. Target ($25-30M) annualized corporate PTI drag.

Revenue mix tilt toward fee-based WM provides earnings stability absent in pure-play IBs. Capital Markets upside optionality from Fed cuts, improved M&A/IPO pipeline, and growing high-yield/leveraged finance activity. Mortgage banking small but complementary. Operating leverage material: incremental revenue flows at >60% to pre-tax income.

gavel

Legal, regulatory and risk analysis

Cash-sweep class action settlement
Moderate
$70M pre-tax accrual booked Q1 2026 for a cash-sweep rate litigation (industry-wide issue affecting MS, Wells Fargo, Schwab). Settlement terms published; no further material accrual expected but subject to court approval.
Capital Markets cyclicality
High
IB advisory + S&T revenues highly cyclical. Q3 2025 was weak ($5.2M PTI). A recession / markets correction could cut CM revenue 30-40%, pushing consolidated EPS below $9. Historical trough P/E ~8x = $75 floor.
Bank sweep NII compression
Moderate
Sweep income fell to $25M Q2'26. Each 25bp Fed cut shaves ~$10-15M annualized from WM pre-tax. Offset by AUM growth and advisory-fee uplift as cash moves to markets.
Insider-controlled share structure
Moderate
Lowenstein family controls Class B super-voting shares (~44% econ, ~96% voting). No hostile-takeover optionality; perpetual control discount. Management continuity positive, but minority holders have no governance leverage.
Low float / illiquidity
Moderate
Public float 6.07M shares, ADV ~100k. Price swings on modest flow (-18% in 2 weeks pre-Q3). Position-sizing matters; limit orders essential.
Strong balance sheet & liquidity
Positive
$1.73B cash offsets $1.47B debt (net cash position at holdco). Book equity $984M, tangible $805M. No near-term maturities on senior notes. No going concern risk — ample regulatory capital at BD subsidiaries.
Aligned management
Positive
Lowenstein family (CEO Albert Lowenstein tenure since 2003) + 44% insider ownership = strong principal-agent alignment. Minor EVP sale (~$308k Apr 2026) immaterial. No large insider dispositions.
AUM growth secular tailwind
Positive
Record $59.4B AUM, +12.5% YoY. Mix shifting to fee-based advisory ($145.5M fees Q2'26 vs $59.3M commissions). Fed easing supports asset values and advisory activity.
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SWOT analysis

Strengths
  • +142-year-old brand, strong mid-market M&A franchise
  • +$59.4B AUM record, +12.5% YoY organic growth
  • +Trades at 1.11x book, 1.36x TBV — hard asset floor
  • +Lowenstein family 44% ownership = aligned stewardship
  • +Diversified across WM (stable) + CM (optionality)
Weaknesses
  • −GAAP H1'26 depressed by $70M litigation accrual
  • −FCF TTM slightly negative (−$9M)
  • −ROE 10.8% below peer median (~13-15%)
  • −No active buyback — missed re-rating catalyst
  • −Limited analyst coverage (3 analysts)
Opportunities
  • →M&A pipeline revival post-rate cuts
  • →Advisory fee mix shift accretive to margin
  • →AUM target $65B by FY27 drives op leverage
  • →Re-rating halfway to peer median = +50% FV
  • →Dividend hike or buyback resumption
Threats
  • !Recession / market correction → CM revenue collapse
  • !Additional cash-sweep or industry litigation
  • !Advisor attrition to RIAs / wirehouses
  • !Fed easing compresses bank sweep NII further
  • !Expected Q3'26 earnings volatility (±9%)
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Summary by assessment area

🟢 Fundamentals — Strong
  • AUM record $59.4B, +12.5% YoY
  • H1 2026 revenue +22% YoY
  • Book value $91.84/sh (vs price $102.14)
  • Net cash position at holding
🔵 Valuation — Discounted
  • Trailing P/E 11.3x vs peer median 16x
  • 1.11x book value, 1.36x TBV
  • FV base $158 → +54.7% upside
  • Prob-weighted expected value $147
🟡 Risk — Cyclical & litigation-watched
  • Capital Markets cyclical: trough risk
  • $70M cash-sweep accrual booked
  • Low float, 18% pullback in 2 wks
  • Q3 2026 earnings Oct 30 — binary
Sources & Disclaimer

Sources: Oppenheimer Holdings SEC filings (Form 8-K Q2 2026 press release, DEF 14A FY2026, 10-K FY2024), StockAnalysis.com, FinancialContent historical prices, Simply Wall St insider data, Seeking Alpha mid-market analysis, Webull news, EarningsWhispers. Market data — last verified close 2026-10-15: OPY $102.14, market cap ~$1.09B, 52W range $63.81–$125.88, 10.71M shares outstanding (6.07M float). Short interest 0.92%. Trailing P/E 11.3x. ⚠️ This document is for informational purposes only and does not constitute financial or investment advice.