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 | |
|---|---|---|---|---|---|---|
1526
PUT
Trip.com Group
TCOM
$27.5B
| $3.65M | ﹤0.01% |
104,200
-39,100
| -27% | -$1.36M |
|
|
CYBR
1527
CALL
DELISTED
CyberArk
CYBR
| $3.64M | ﹤0.01% |
23,300
+5,700
| +32% | +$816K |
|
1528
CALL
Group 1 Automotive
GPI
$3.94B
| $3.64M | ﹤0.01% |
14,100
+5,300
| +60% | +$1.22M |
|
|
PPLC
1529
PUT
DELISTED
PortfolioPlus S&P 500 ETF
PPLC
| $3.64M | ﹤0.01% |
405,800
+57,200
| +16% | +$513K |
|
1530
Capri Holdings
CPRI
$1.77B
| $3.64M | ﹤0.01% |
+101,341
| New | +$4.02M |
|
1531
PUT
W.P. Carey
WPC
$17.1B
| $3.63M | ﹤0.01% |
54,828
+45,945
| +517% | +$3.19M |
|
1532
PUT
Maravai LifeSciences
MRVI
$997M
| $3.62M | ﹤0.01% |
291,300
+283,000
| +3,410% | +$3.82M |
|
1533
CALL
Abercrombie & Fitch
ANF
$4.17B
| $3.61M | ﹤0.01% |
95,900
+21,500
| +29% | +$613K |
|
1534
PUT
Doximity
DOCS
$3.67B
| $3.61M | ﹤0.01% |
106,100
+55,300
| +109% | +$1.84M |
|
1535
CALL
JetBlue
JBLU
$1.96B
| $3.61M | ﹤0.01% |
407,200
+33,500
| +9% | +$243K |
|
1536
PUT
WIX.com
WIX
$2.15B
| $3.61M | ﹤0.01% |
46,100
-58,400
| -56% | -$4.8M |
|
1537
Direxion Daily S&P 500 Bull 3x ETF
SPXL
$6.58B
| $3.6M | ﹤0.01% |
+40,044
| New | +$3.1M |
|
1538
CALL
LegalZoom.com
LZ
$1.23B
| $3.59M | ﹤0.01% |
296,900
-111,900
| -27% | -$1.18M |
|
1539
PUT
Cenovus Energy
CVE
$54.6B
| $3.58M | ﹤0.01% |
211,000
-244,600
| -54% | -$4.12M |
|
1540
PUT
EPAM Systems
EPAM
$4.69B
| $3.57M | ﹤0.01% |
15,900
-19,600
| -55% | -$4.94M |
|
|
VRE
1541
PUT
DELISTED
Veris Residential
VRE
| $3.57M | ﹤0.01% |
222,400
+166,900
| +301% | +$2.7M |
|
1542
CALL
Rocket Companies
RKT
$36.9B
| $3.56M | ﹤0.01% |
397,800
-108,300
| -21% | -$942K |
|
1543
CALL
Opendoor
OPEN
$3.69B
| $3.56M | ﹤0.01% |
915,533
+636,223
| +228% | +$1.38M |
|
1544
CALL
Guidewire Software
GWRE
$11.5B
| $3.56M | ﹤0.01% |
46,800
+46,700
| +46,700% | +$3.57M |
|
1545
PUT
Liberty Media Series A
FWONA
$22.3B
| $3.56M | ﹤0.01% |
112,385
-17,651
| -14% | -$1.12M |
|
1546
PUT
Lyft
LYFT
$5.39B
| $3.55M | ﹤0.01% |
369,800
-451,200
| -55% | -$4.34M |
|
1547
CALL
Logitech
LOGI
$15.2B
| $3.52M | ﹤0.01% |
59,200
-99,700
| -63% | -$6.03M |
|
1548
Range Resources
RRC
$9.11B
| $3.5M | ﹤0.01% |
119,093
+61,687
| +107% | +$1.68M |
|
|
COOP
1549
CALL
DELISTED
Mr. Cooper
COOP
| $3.5M | ﹤0.01% |
69,100
+7,600
| +12% | +$348K |
|
1550
CALL
Surgery Partners
SGRY
$2.06B
| $3.49M | ﹤0.01% |
77,600
+72,700
| +1,484% | +$2.77M |
|
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.