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 | |
|---|---|---|---|---|---|---|
|
HCP
1301
CALL
DELISTED
HashiCorp, Inc. Class A Common Stock
HCP
| $5.09M | ﹤0.01% |
194,500
+179,600
| +1,205% | +$5.26M |
|
|
MPT
1302
CALL
Medical Properties Trust
MPT
$2.89B
| $5.09M | ﹤0.01% |
549,400
-620,700
| -53% | -$5.25M |
|
1303
PUT
ProShares Ultra S&P500
SSO
$7.82B
| $5.08M | ﹤0.01% |
170,400
+53,200
| +45% | +$1.39M |
|
1304
PUT
Kyndryl
KD
$2.66B
| $5.07M | ﹤0.01% |
382,100
+345,500
| +944% | +$4.68M |
|
1305
PUT
iQIYI
IQ
$1.18B
| $5.07M | ﹤0.01% |
949,800
+226,700
| +31% | +$1.27M |
|
1306
CALL
Range Resources
RRC
$9.11B
| $5.06M | ﹤0.01% |
172,000
+106,200
| +161% | +$2.89M |
|
1307
PUT
CubeSmart
CUBE
$9.53B
| $5.05M | ﹤0.01% |
113,100
+89,400
| +377% | +$4.06M |
|
1308
PUT
Vistra
VST
$55.1B
| $5.04M | ﹤0.01% |
192,000
-146,600
| -43% | -$3.58M |
|
1309
CALL
Joby Aviation
JOBY
$6.82B
| $5.04M | ﹤0.01% |
491,100
+213,200
| +77% | +$1.16M |
|
1310
PUT
Toyota
TM
$210B
| $5.03M | ﹤0.01% |
31,300
+6,000
| +24% | +$863K |
|
|
AY
1311
PUT
DELISTED
Atlantica Sustainable Infrastructure plc Ordinary Shares
AY
| $5.03M | ﹤0.01% |
214,600
+194,300
| +957% | +$4.99M |
|
1312
CALL
Northern Oil and Gas
NOG
$2.3B
| $5.03M | ﹤0.01% |
146,500
+87,200
| +147% | +$2.82M |
|
1313
CALL
CBRE Group
CBRE
$40.8B
| $5.02M | ﹤0.01% |
62,200
-16,300
| -21% | -$1.22M |
|
1314
CALL
Liberty Global Class C
LBTYK
$3.25B
| $5.01M | ﹤0.01% |
297,200
+281,900
| +1,842% | +$5.25M |
|
1315
CALL
Omega Healthcare
OHI
$15.4B
| $5M | ﹤0.01% |
163,100
+50,300
| +45% | +$1.45M |
|
1316
PUT
Fastly Inc
FSLY
$3.17B
| $5M | ﹤0.01% |
317,300
+247,200
| +353% | +$3.79M |
|
1317
CALL
Invesco S&P SmallCap Low Volatility ETF
XSLV
$249M
| $5M | ﹤0.01% |
84,400
+30,900
| +58% | +$1.25M |
|
1318
CALL
Hasbro
HAS
$12.6B
| $5M | ﹤0.01% |
77,200
-116,200
| -60% | -$6.79M |
|
1319
CALL
Steris
STE
$20.9B
| $4.99M | ﹤0.01% |
22,200
+21,900
| +7,300% | +$4.38M |
|
1320
PUT
Kornit Digital
KRNT
$706M
| $4.98M | ﹤0.01% |
169,700
+78,500
| +86% | +$1.77M |
|
1321
PUT
MicroSectors FANG+ ETNs due Jan 8 2038
FNGS
$542M
| $4.98M | ﹤0.01% |
148,200
+145,100
| +4,681% | +$4.24M |
|
1322
PUT
Pacific Biosciences
PACB
$422M
| $4.98M | ﹤0.01% |
374,700
+400
| +0.1% | +$4.86K |
|
1323
PUT
Sony
SONY
$123B
| $4.98M | ﹤0.01% |
276,500
-190,000
| -41% | -$3.56M |
|
1324
VF Corp
VFC
$6.68B
| $4.96M | ﹤0.01% |
+259,902
| New | +$5.33M |
|
1325
CALL
Axsome Therapeutics
AXSM
$12.4B
| $4.96M | ﹤0.01% |
69,000
-27,400
| -28% | -$2.02M |
|
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.