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 | |
|---|---|---|---|---|---|---|
1351
PUT
Blackstone Mortgage Trust
BXMT
$2.82B
| $4.72M | ﹤0.01% |
226,800
-178,200
| -44% | -$3.28M |
|
1352
PUT
argenx
ARGX
$57.4B
| $4.71M | ﹤0.01% |
12,100
-6,000
| -33% | -$2.36M |
|
1353
PUT
MPLX
MPLX
$59.5B
| $4.71M | ﹤0.01% |
138,900
+107,200
| +338% | +$3.66M |
|
|
FTCH
1354
CALL
DELISTED
Farfetch Limited Class A Ordinary Shares
FTCH
| $4.67M | ﹤0.01% |
773,900
-4,200
| -0.5% | -$20.2K |
|
1355
CALL
Check Point Software Technologies
CHKP
$13.3B
| $4.67M | ﹤0.01% |
37,200
-23,000
| -38% | -$2.9M |
|
1356
CALL
FT Vest Gold Strategy Target Income ETF
IGLD
$507M
| $4.66M | ﹤0.01% |
46,300
+14,100
| +44% | +$277K |
|
1357
CALL
PBF Energy
PBF
$7.29B
| $4.66M | ﹤0.01% |
113,900
-42,500
| -27% | -$1.61M |
|
1358
CALL
DXC Technology
DXC
$1.63B
| $4.66M | ﹤0.01% |
174,300
+123,800
| +245% | +$3.08M |
|
1359
PUT
Corning
GLW
$126B
| $4.65M | ﹤0.01% |
132,800
+98,200
| +284% | +$3.23M |
|
1360
PUT
Ferrari
RACE
$63.3B
| $4.65M | ﹤0.01% |
14,300
-18,000
| -56% | -$5.24M |
|
1361
CALL
Celanese
CE
$5.09B
| $4.64M | ﹤0.01% |
40,100
+29,600
| +282% | +$3.21M |
|
|
FSR
1362
PUT
DELISTED
Fisker Inc.
FSR
| $4.64M | ﹤0.01% |
823,000
+122,900
| +18% | +$709K |
|
1363
PUT
PENN Entertainment
PENN
$2.74B
| $4.63M | ﹤0.01% |
192,700
+118,500
| +160% | +$3.16M |
|
1364
CALL
Fastly Inc
FSLY
$3.17B
| $4.62M | ﹤0.01% |
293,200
-135,800
| -32% | -$2.08M |
|
1365
PUT
Southern Company
SO
$110B
| $4.62M | ﹤0.01% |
65,800
-59,700
| -48% | -$4.28M |
|
|
LAC
1366
CALL
DELISTED
Lithium Americas Corp. Common Shares
LAC
| $4.6M | ﹤0.01% |
227,800
-58,300
| -20% | -$1.2M |
|
1367
PUT
Teladoc Health
TDOC
$1.58B
| $4.6M | ﹤0.01% |
181,600
-171,200
| -49% | -$4.31M |
|
|
MDC
1368
PUT
DELISTED
M.D.C. Holdings, Inc.
MDC
| $4.6M | ﹤0.01% |
98,300
-105,400
| -52% | -$4.39M |
|
1369
PUT
Bank of Montreal
BMO
$125B
| $4.59M | ﹤0.01% |
50,800
-19,200
| -27% | -$1.7M |
|
1370
The Mosaic Company
MOS
$7.09B
| $4.58M | ﹤0.01% |
130,964
+48,780
| +59% | +$1.89M |
|
1371
CALL
Plains GP Holdings
PAGP
$5.23B
| $4.58M | ﹤0.01% |
308,700
+181,300
| +142% | +$2.5M |
|
1372
CALL
Lincoln National
LNC
$7.91B
| $4.57M | ﹤0.01% |
177,400
-3,400
| -2% | -$74.6K |
|
1373
CALL
ProShares Ultra S&P500
SSO
$7.82B
| $4.57M | ﹤0.01% |
170,200
-26,400
| -13% | -$691K |
|
1374
CALL
Middleby
MIDD
$6.05B
| $4.55M | ﹤0.01% |
30,800
+25,700
| +504% | +$3.62M |
|
1375
CALL
Invesco CurrencyShares Euro Currency Trust
FXE
$331M
| $4.55M | ﹤0.01% |
45,100
+2,800
| +7% | +$282K |
|
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.