Simplex Trading Portfolio holdings
Simplex Trading, founded in 2004 and headquartered in Chicago, Illinois, is a technology-driven proprietary trading firm specializing in market-making and liquidity provision, primarily in U.S. equity options and futures options. Leveraging advanced proprietary software and data-driven analysis, the firm optimizes trading strategies and develops innovative solutions to capitalize on financial market opportunities, maintaining a competitive edge through automation and a collaborative team of technologists and traders. With a workforce exceeding 300 and led by CEO Erik Swanson since 2014, Simplex operates with a low-ego, high-intelligence culture, focusing on minimal bureaucracy and rapid execution, while also making strategic venture capital investments in fintech startups. Recognized as a top workplace in Chicago by Built In’s 2025 awards, Simplex continues to evolve, blending cutting-edge technology with a commitment to market efficiency and growth.
Top Buys
| Rank | Stock | Value |
|---|---|---|
| 1 |
Microsoft
MSFT
|
+$53.9M |
| 2 |
iShares 20+ Year Treasury Bond ETF
TLT
|
+$52.9M |
| 3 |
NVIDIA
NVDA
|
+$47.1M |
| 4 |
PayPal
PYPL
|
+$41.7M |
| 5 |
Alphabet (Google) Class C
GOOG
|
+$28.4M |
Top Sells
| Rank | Stock | Value |
|---|---|---|
| 1 |
Apple
AAPL
|
+$51.4M |
| 2 |
Walmart Inc
WMT
|
+$46.4M |
| 3 |
VanEck Oil Services ETF
OIH
|
+$34.2M |
| 4 |
Adobe
ADBE
|
+$33.5M |
| 5 |
Starbucks
SBUX
|
+$26.8M |
Sector Composition
| Rank | Sector | Weight |
|---|---|---|
| 1 | Technology | 0.41% |
| 2 | Healthcare | 0.21% |
| 3 | Consumer Discretionary | 0.21% |
| 4 | Communication Services | 0.2% |
| 5 | Financials | 0.15% |
| Name | Market Value | Portfolio Weight | Shares or Principal |
Change in Stake | Capital Flow | |
|---|---|---|---|---|---|---|
2901
Ocular Therapeutix
OCUL
$1.89B
| $736K | ﹤0.01% |
142,822
-1,208
| -0.8% | -$7.18K |
|
2902
PUT
Pinnacle Financial Partners Inc
PNFP
$15.6B
| $736K | ﹤0.01% |
13,000
+12,900
| +12,900% | +$679K |
|
2903
Elbit Systems
ESLT
$38.1B
| $735K | ﹤0.01% |
+3,518
| New | +$681K |
|
|
MOMO
2904
CALL
Hello Group
MOMO
$870M
| $735K | ﹤0.01% |
76,500
-31,600
| -29% | -$278K |
|
2905
Payoneer
PAYO
$2.41B
| $734K | ﹤0.01% |
152,693
+73,319
| +92% | +$367K |
|
|
CPE
2906
DELISTED
Callon Petroleum Company
CPE
| $734K | ﹤0.01% |
20,951
-7,681
| -27% | -$257K |
|
2907
PUT
Equinor
EQNR
$91.9B
| $733K | ﹤0.01% |
25,100
-3,000
| -11% | -$85.4K |
|
|
2908
Adobe
ADBE
$94.7B
| $732K | ﹤0.01% |
1,499
-83,121
| -98% | -$33.5M |
|
2909
CALL
Artisan Partners
APAM
$2.84B
| $731K | ﹤0.01% |
18,600
-23,900
| -56% | -$825K |
|
2910
PUT
Digital Turbine
APPS
$1.04B
| $730K | ﹤0.01% |
78,700
+200
| +0.3% | +$2.2K |
|
2911
CALL
Prospect Capital
PSEC
$1.12B
| $730K | ﹤0.01% |
117,900
+7,100
| +6% | +$45.7K |
|
2912
Direxion Daily S&P 500 Bear 3x ETF
SPXS
$349M
| $730K | ﹤0.01% |
5,229
-31,298
| -86% | -$5.21M |
|
2913
JetBlue
JBLU
$2.01B
| $729K | ﹤0.01% |
+82,323
| New | +$598K |
|
2914
Sphere Entertainment
SPHR
$5.02B
| $729K | ﹤0.01% |
26,642
+23,165
| +666% | +$768K |
|
2915
PUT
Huntington Ingalls Industries
HII
$11.3B
| $728K | ﹤0.01% |
3,200
+2,400
| +300% | +$498K |
|
2916
PUT
Principal Financial Group
PFG
$24B
| $728K | ﹤0.01% |
9,600
+5,100
| +113% | +$368K |
|
2917
CALL
FIGS
FIGS
$1.66B
| $726K | ﹤0.01% |
87,900
+41,000
| +87% | +$312K |
|
2918
PUT
NovoCure
NVCR
$1.98B
| $726K | ﹤0.01% |
17,500
-70,100
| -80% | -$4.35M |
|
2919
CALL
Assured Guaranty
AGO
$3.78B
| $725K | ﹤0.01% |
13,000
+4,800
| +59% | +$255K |
|
2920
CALL
Bausch + Lomb
BLCO
$5.81B
| $724K | ﹤0.01% |
36,100
+31,600
| +702% | +$573K |
|
2921
PUT
Rapid7
RPD
$649M
| $724K | ﹤0.01% |
16,000
+600
| +4% | +$27.8K |
|
|
MTTR
2922
PUT
DELISTED
Matterport, Inc. Class A Common Stock
MTTR
| $724K | ﹤0.01% |
230,000
+68,800
| +43% | +$191K |
|
2923
CALL
nVent Electric
NVT
$24B
| $723K | ﹤0.01% |
14,000
+9,100
| +186% | +$404K |
|
|
CIR
2924
CALL
DELISTED
CIRCOR International, Inc
CIR
| $722K | ﹤0.01% |
12,800
+7,000
| +121% | +$245K |
|
2925
CALL
Ardmore Shipping
ASC
$672M
| $721K | ﹤0.01% |
58,400
+51,600
| +759% | +$688K |
|
Similar funds
Simplex Trading's Q2 2023 Portfolio in Review
As of Q2 2023, Simplex Trading held 10,535 positions worth $122B, up 6.9% from $114B the previous quarter. Its ten largest holdings account for 43% of the portfolio.
Simplex Trading's Q2 2023 filing shows 1,474 new, 3,350 increased, 3,913 reduced and 1,517 closed positions. Its largest new stake was Microsoft: 171,935 shares worth $58.5M. The largest sale was Apple, an estimated $51.4M.
By sector, the portfolio is most concentrated in Technology at 0.41% of assets, down from 0.42% a quarter earlier, followed by Healthcare and Consumer Discretionary.
- Simplex Trading's largest Q2 2023 buy was Microsoft: 171,935 shares worth $58.5M.
- Simplex Trading added most to iShares 20+ Year Treasury Bond ETF in Q2 2023, an estimated $52.9M increase.
- Simplex Trading's biggest Q2 2023 reduction was Adobe, cutting an estimated $33.5M.
- Simplex Trading fully exited Apple in Q2 2023, selling an estimated $51.4M.
- Simplex Trading's ten largest holdings make up 43% of its $122B portfolio in Q2 2023.
- Simplex Trading opened 1,474 new positions and closed 1,517 in Q2 2023.
- Simplex Trading's portfolio value rose 6.9% quarter-over-quarter to $122B.
Based on Simplex Trading's 13F filing for Q2 2023, filed 4 Aug 2023.