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 | |
|---|---|---|---|---|---|---|
2501
CALL
Toro Company
TTC
$8.93B
| $1.12M | ﹤0.01% |
11,000
+8,000
| +267% | +$820K |
|
2502
CALL
Caleres
CAL
$396M
| $1.12M | ﹤0.01% |
46,700
+40,300
| +630% | +$902K |
|
|
WRK
2503
DELISTED
WestRock Company
WRK
| $1.12M | ﹤0.01% |
+38,413
| New | +$1.11M |
|
2504
CALL
Dorchester Minerals
DMLP
$1.34B
| $1.11M | ﹤0.01% |
37,200
+9,500
| +34% | +$279K |
|
2505
CALL
Bit Digital
BTBT
$484M
| $1.11M | ﹤0.01% |
274,300
+97,600
| +55% | +$252K |
|
2506
PUT
Neurocrine Biosciences
NBIX
$17.7B
| $1.11M | ﹤0.01% |
11,800
+11,500
| +3,833% | +$1.12M |
|
2507
Universal Display
OLED
$3.71B
| $1.11M | ﹤0.01% |
+7,716
| New | +$1.11M |
|
|
MRSN
2508
CALL
DELISTED
Mersana Therapeutics
MRSN
| $1.11M | ﹤0.01% |
13,516
+5,588
| +70% | +$818K |
|
2509
CALL
B&G Foods
BGS
$285M
| $1.11M | ﹤0.01% |
79,800
-7,300
| -8% | -$105K |
|
2510
Weyerhaeuser
WY
$17.3B
| $1.11M | ﹤0.01% |
33,152
-52,385
| -61% | -$1.58M |
|
2511
CALL
Clearfield
CLFD
$421M
| $1.11M | ﹤0.01% |
23,400
+2,400
| +11% | +$102K |
|
2512
Sysco
SYY
$39.7B
| $1.11M | ﹤0.01% |
14,916
+10,901
| +272% | +$806K |
|
2513
UBS Group
UBS
$170B
| $1.1M | ﹤0.01% |
54,545
+16,343
| +43% | +$329K |
|
2514
Western Union
WU
$2.57B
| $1.1M | ﹤0.01% |
94,220
+18,686
| +25% | +$215K |
|
2515
Elevance Health
ELV
$81.9B
| $1.1M | ﹤0.01% |
+2,483
| New | +$1.15M |
|
2516
Marqeta
MQ
$1.8B
| $1.1M | ﹤0.01% |
56,612
-53,566
| -49% | -$972K |
|
2517
CALL
Invesco Equal Weight 0-30 Year Treasury ETF
GOVI
$1.22B
| $1.1M | ﹤0.01% |
23,200
-11,600
| -33% | -$343K |
|
2518
CALL
Ares Management
ARES
$28.5B
| $1.1M | ﹤0.01% |
11,400
+7,000
| +159% | +$605K |
|
2519
AdaptHealth
AHCO
$1.46B
| $1.1M | ﹤0.01% |
90,185
+73,373
| +436% | +$818K |
|
2520
CALL
Honda
HMC
$36.5B
| $1.1M | ﹤0.01% |
36,200
-19,500
| -35% | -$550K |
|
2521
CALL
Encompass Health
EHC
$11.2B
| $1.1M | ﹤0.01% |
16,200
+10,600
| +189% | +$664K |
|
2522
CALL
Box
BOX
$4.02B
| $1.09M | ﹤0.01% |
37,300
+13,300
| +55% | +$368K |
|
2523
CALL
Insperity
NSP
$1.85B
| $1.09M | ﹤0.01% |
9,200
+7,300
| +384% | +$867K |
|
2524
PUT
Dover
DOV
$27.2B
| $1.09M | ﹤0.01% |
7,400
+1,300
| +21% | +$186K |
|
2525
PUT
Innoviz Technologies
INVZ
$135M
| $1.09M | ﹤0.01% |
384,800
-41,700
| -10% | -$115K |
|
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.