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 | |
|---|---|---|---|---|---|---|
3801
CALL
Lifecore Biomedical
LFCR
$165M
| $310K | ﹤0.01% |
+32,100
| New | +$196K |
|
3802
PUT
Riley Exploration Permian
REPX
$716M
| $310K | ﹤0.01% |
8,700
+8,200
| +1,640% | +$320K |
|
|
CUTR
3803
PUT
DELISTED
Cutera, Inc.
CUTR
| $310K | ﹤0.01% |
20,500
-41,900
| -67% | -$794K |
|
3804
CALL
Arcturus Therapeutics
ARCT
$163M
| $309K | ﹤0.01% |
10,800
-6,400
| -37% | -$174K |
|
|
BINI
3805
CALL
DELISTED
Bollinger Innovations
BINI
| – | – |
0
| – | – |
|
3806
Coeur Mining
CDE
$15.4B
| $308K | ﹤0.01% |
108,644
-43,601
| -29% | -$148K |
|
3807
Canadian National Railway
CNI
$78.3B
| $308K | ﹤0.01% |
+2,547
| New | +$302K |
|
3808
CorMedix
CRMD
$577M
| $308K | ﹤0.01% |
77,696
+57,401
| +283% | +$284K |
|
3809
PUT
MBIA
MBI
$278M
| $308K | ﹤0.01% |
35,700
-37,600
| -51% | -$338K |
|
|
OBE
3810
CALL
Obsidian Energy
OBE
$628M
| $308K | ﹤0.01% |
53,000
-25,400
| -32% | -$157K |
|
3811
Sotera Health
SHC
$5.06B
| $308K | ﹤0.01% |
16,374
-37,539
| -70% | -$597K |
|
3812
Valvoline
VVV
$5.13B
| $308K | ﹤0.01% |
+8,231
| New | +$299K |
|
|
SP
3813
PUT
DELISTED
SP Plus Corporation
SP
| $308K | ﹤0.01% |
7,900
-1,100
| -12% | -$39.6K |
|
3814
CALL
Cabot Corp
CBT
$4.7B
| $307K | ﹤0.01% |
4,600
+4,400
| +2,200% | +$313K |
|
3815
Eldorado Gold
EGO
$8.4B
| $307K | ﹤0.01% |
30,405
+23,267
| +326% | +$246K |
|
|
ESPR
3816
CALL
DELISTED
Esperion Therapeutics
ESPR
| $307K | ﹤0.01% |
220,900
-59,500
| -21% | -$83.1K |
|
3817
CALL
ITT
ITT
$17.8B
| $307K | ﹤0.01% |
3,300
-2,300
| -41% | -$193K |
|
3818
NextEra Energy
NEE
$186B
| $307K | ﹤0.01% |
4,150
| – | – |
|
3819
PUT
Warby Parker
WRBY
$3.19B
| $307K | ﹤0.01% |
26,300
+9,600
| +57% | +$109K |
|
3820
CALL
Braze
BRZE
$2.83B
| $306K | ﹤0.01% |
7,000
-3,600
| -34% | -$122K |
|
3821
CALL
Krystal Biotech
KRYS
$10.7B
| $305K | ﹤0.01% |
2,600
-14,400
| -85% | -$1.47M |
|
3822
Regenxbio
RGNX
$615M
| $305K | ﹤0.01% |
15,272
+12,574
| +466% | +$242K |
|
3823
ProShares Ultra Silver
AGQ
$1.12B
| $304K | ﹤0.01% |
+11,314
| New | +$352K |
|
3824
Guidewire Software
GWRE
$13.3B
| $304K | ﹤0.01% |
4,002
+2,050
| +105% | +$157K |
|
3825
CALL
Helix Energy Solutions
HLX
$1.35B
| $304K | ﹤0.01% |
41,200
+2,500
| +6% | +$17.8K |
|
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.