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 | |
|---|---|---|---|---|---|---|
1976
CALL
Vanguard S&P 500 Growth ETF
VOOG
$25.4B
| $2M | ﹤0.01% |
54,000
+24,600
| +84% | +$978K |
|
1977
Nexstar Media Group
NXST
$5.6B
| $2M | ﹤0.01% |
+12,000
| New | +$1.99M |
|
1978
CALL
Canadian National Railway
CNI
$78.3B
| $2M | ﹤0.01% |
16,500
-2,100
| -11% | -$249K |
|
|
DENT
1979
PUT
DELISTED
AdvisorShares Dent Tactical ETF
DENT
| $2M | ﹤0.01% |
320,900
+83,800
| +35% | +$521K |
|
1980
CALL
FS KKR Capital
FSK
$2.98B
| $1.99M | ﹤0.01% |
104,000
-50,800
| -33% | -$961K |
|
1981
CALL
Dolby
DLB
$4.72B
| $1.99M | ﹤0.01% |
23,800
+23,400
| +5,850% | +$1.96M |
|
1982
PUT
Enbridge
ENB
$124B
| $1.99M | ﹤0.01% |
53,500
-67,700
| -56% | -$2.58M |
|
1983
Best Buy
BBY
$18B
| $1.99M | ﹤0.01% |
24,225
-20,091
| -45% | -$1.5M |
|
1984
CALL
Under Armour Class C
UA
$2.92B
| $1.98M | ﹤0.01% |
277,600
-82,100
| -23% | -$603K |
|
1985
PUT
Aehr Test Systems
AEHR
$2.48B
| $1.98M | ﹤0.01% |
48,000
-4,800
| -9% | -$157K |
|
1986
CALL
Lithia Motors
LAD
$7.78B
| $1.98M | ﹤0.01% |
6,500
-17,700
| -73% | -$4.24M |
|
|
SPR
1987
PUT
DELISTED
Spirit AeroSystems
SPR
| $1.97M | ﹤0.01% |
67,600
+51,800
| +328% | +$1.49M |
|
1988
iShares Select Dividend ETF
DVY
$24B
| $1.97M | ﹤0.01% |
17,407
-36,943
| -68% | -$4.21M |
|
1989
Cigna
CI
$76.6B
| $1.97M | ﹤0.01% |
7,003
-50,562
| -88% | -$13.2M |
|
1990
NRG Energy
NRG
$29.8B
| $1.96M | ﹤0.01% |
+52,523
| New | +$1.79M |
|
1991
PUT
DaVita
DVA
$15.1B
| $1.96M | ﹤0.01% |
19,500
+16,300
| +509% | +$1.51M |
|
1992
CALL
Cheesecake Factory
CAKE
$4.21B
| $1.95M | ﹤0.01% |
56,400
+4,000
| +8% | +$133K |
|
1993
LyondellBasell Industries
LYB
$19.5B
| $1.95M | ﹤0.01% |
+21,236
| New | +$1.94M |
|
1994
CALL
BJs Wholesale Club
BJ
$11.9B
| $1.95M | ﹤0.01% |
30,900
-35,200
| -53% | -$2.43M |
|
1995
PUT
Polaris
PII
$4.15B
| $1.95M | ﹤0.01% |
16,100
-24,900
| -61% | -$2.75M |
|
1996
Texas Roadhouse
TXRH
$12.7B
| $1.94M | ﹤0.01% |
17,252
+13,640
| +378% | +$1.5M |
|
1997
CALL
Markel Group
MKL
$25B
| $1.94M | ﹤0.01% |
1,400
-7,300
| -84% | -$9.79M |
|
1998
CALL
Zimmer Biomet
ZBH
$17.7B
| $1.94M | ﹤0.01% |
13,300
+10,800
| +432% | +$1.47M |
|
1999
PUT
Guidewire Software
GWRE
$11.5B
| $1.93M | ﹤0.01% |
25,400
+23,400
| +1,170% | +$1.79M |
|
2000
CALL
GlobalFoundries
GFS
$29.4B
| $1.93M | ﹤0.01% |
29,900
-39,600
| -57% | -$2.4M |
|
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.