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 | |
|---|---|---|---|---|---|---|
5401
ASE Group
ASX
$76.5B
| $75K | ﹤0.01% |
+9,653
| New | +$74.2K |
|
|
CKPT
5402
CALL
DELISTED
Checkpoint Therapeutics
CKPT
| $75K | ﹤0.01% |
30,700
+2,600
| +9% | +$7.1K |
|
5403
Cricut
CRCT
$976M
| $75K | ﹤0.01% |
+6,163
| New | +$67.4K |
|
5404
CALL
CubeSmart
CUBE
$9.34B
| $75K | ﹤0.01% |
1,700
-67,500
| -98% | -$3.06M |
|
5405
PUT
Financial Institutions
FISI
$812M
| $75K | ﹤0.01% |
+4,800
| New | +$81.2K |
|
5406
Genius Sports
GENI
$1.87B
| $75K | ﹤0.01% |
12,154
-6,512
| -35% | -$32.7K |
|
5407
CALL
Monte Rosa Therapeutics
GLUE
$1.92B
| $75K | ﹤0.01% |
11,000
+400
| +4% | +$2.59K |
|
5408
State Street SPDR S&P China ETF
GXC
$460M
| $75K | ﹤0.01% |
1,030
-1,146
| -53% | -$88.7K |
|
5409
Liberty Broadband Class C
LBRDK
$4.79B
| $75K | ﹤0.01% |
944
-478
| -34% | -$37K |
|
5410
LivePerson
LPSN
$22M
| $75K | ﹤0.01% |
+1,107
| New | +$71.8K |
|
5411
PUT
Patria Investments
PAX
$1.77B
| $75K | ﹤0.01% |
5,300
-2,400
| -31% | -$35.7K |
|
5412
CALL
Paysign
PAYS
$512M
| $75K | ﹤0.01% |
31,000
-25,400
| -45% | -$78.1K |
|
|
PSTL
5413
PUT
Postal Realty Trust
PSTL
$694M
| $75K | ﹤0.01% |
5,100
-6,300
| -55% | -$93.2K |
|
5414
CALL
Relay Therapeutics
RLAY
$4.24B
| $75K | ﹤0.01% |
+6,000
| New | +$74.6K |
|
|
TERN
5415
PUT
DELISTED
Terns Pharmaceuticals
TERN
| $75K | ﹤0.01% |
+8,600
| New | +$100K |
|
5416
PUT
Essential Utilities
WTRG
$11.4B
| $75K | ﹤0.01% |
1,900
-1,800
| -49% | -$75.5K |
|
|
YALA
5417
Yalla Group
YALA
$817M
| $75K | ﹤0.01% |
17,224
+10,215
| +146% | +$40.8K |
|
|
ACCD
5418
CALL
DELISTED
Accolade Inc
ACCD
| $75K | ﹤0.01% |
5,600
-2,200
| -28% | -$28.6K |
|
|
LONA
5419
CALL
LeonaBio Inc
LONA
$68.5M
| $74K | ﹤0.01% |
2,520
+310
| +14% | +$8.83K |
|
5420
PUT
Actinium Pharmaceuticals
ATNM
$26.3M
| $74K | ﹤0.01% |
10,000
-12,000
| -55% | -$102K |
|
5421
CALL
CEVA Inc
CEVA
$916M
| $74K | ﹤0.01% |
2,900
-1,100
| -28% | -$27.7K |
|
5422
PUT
Cohu
COHU
$2.19B
| $74K | ﹤0.01% |
1,800
-400
| -18% | -$14.8K |
|
5423
HF Sinclair
DINO
$16.7B
| $74K | ﹤0.01% |
1,679
-16,463
| -91% | -$717K |
|
|
ESPR
5424
DELISTED
Esperion Therapeutics
ESPR
| $74K | ﹤0.01% |
53,346
-42,248
| -44% | -$59K |
|
|
EXK
5425
PUT
Endeavour Silver
EXK
$2.3B
| $74K | ﹤0.01% |
25,900
+1,400
| +6% | +$4.95K |
|
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.