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 | |
|---|---|---|---|---|---|---|
3601
PUT
AES
AES
$10.6B
| $375K | ﹤0.01% |
18,100
+9,800
| +118% | +$216K |
|
3602
PUT
Advanced Drainage Systems
WMS
$11.1B
| $375K | ﹤0.01% |
3,300
+1,500
| +83% | +$142K |
|
|
SEEL
3603
CALL
DELISTED
Seelos Therapeutics, Inc. Common Stock
SEEL
| $375K | ﹤0.01% |
82
+21
| +34% | +$72.9K |
|
3604
CALL
Essex Property Trust
ESS
$18.9B
| $374K | ﹤0.01% |
1,600
-600
| -27% | -$131K |
|
3605
Mitek Systems
MITK
$758M
| $374K | ﹤0.01% |
34,576
+27,381
| +381% | +$267K |
|
3606
Ventas
VTR
$47.7B
| $373K | ﹤0.01% |
+7,901
| New | +$358K |
|
3607
CALL
TeraWulf
WULF
$8.47B
| $373K | ﹤0.01% |
+213,500
| New | +$325K |
|
|
BIG
3608
CALL
DELISTED
Big Lots, Inc.
BIG
| $373K | ﹤0.01% |
42,300
+18,000
| +74% | +$153K |
|
|
ACB
3609
CALL
Aurora Cannabis
ACB
$168M
| $372K | ﹤0.01% |
69,640
-1,590
| -2% | -$9.37K |
|
3610
PUT
Brunswick
BC
$5.33B
| $372K | ﹤0.01% |
4,300
+4,000
| +1,333% | +$326K |
|
3611
CALL
Sprinklr
CXM
$1.48B
| $372K | ﹤0.01% |
26,900
+23,300
| +647% | +$301K |
|
3612
Gaming and Leisure Properties
GLPI
$13B
| $372K | ﹤0.01% |
+7,692
| New | +$383K |
|
3613
CALL
Intrepid Potash
IPI
$474M
| $372K | ﹤0.01% |
16,400
+2,200
| +15% | +$49.8K |
|
3614
PUT
Arteris
AIP
$1.34B
| $371K | ﹤0.01% |
+54,500
| New | +$294K |
|
3615
CALL
NiSource
NI
$21.9B
| $371K | ﹤0.01% |
13,600
+6,100
| +81% | +$169K |
|
|
SPYM
3616
State Street SPDR Portfolio S&P 500 ETF
SPYM
$160B
| $371K | ﹤0.01% |
+7,133
| New | +$352K |
|
3617
CALL
Tandem Diabetes Care
TNDM
$1.22B
| $370K | ﹤0.01% |
15,100
-1,800
| -11% | -$57.9K |
|
3618
PUT
Iovance Biotherapeutics
IOVA
$2.1B
| $369K | ﹤0.01% |
52,500
+8,200
| +19% | +$58.7K |
|
3619
CALL
Liberty Latin America Class C
LILAK
$1.65B
| $369K | ﹤0.01% |
46,640
-33,990
| -42% | -$253K |
|
3620
CALL
Shutterstock
SSTK
$220M
| $369K | ﹤0.01% |
7,600
+6,600
| +660% | +$376K |
|
3621
CALL
LendingTree
TREE
$572M
| $369K | ﹤0.01% |
16,700
+13,800
| +476% | +$294K |
|
|
PDCE
3622
CALL
DELISTED
PDC Energy, Inc.
PDCE
| $369K | ﹤0.01% |
5,200
-3,000
| -37% | -$203K |
|
3623
PUT
Franklin Resources
BEN
$17.3B
| $368K | ﹤0.01% |
13,800
-97,000
| -88% | -$2.51M |
|
3624
CALL
Atomera
ATOM
$187M
| $367K | ﹤0.01% |
41,900
+20,100
| +92% | +$159K |
|
3625
CALL
Lightwave Logic
LWLG
$887M
| $367K | ﹤0.01% |
52,700
+40,100
| +318% | +$233K |
|
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.