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 | |
|---|---|---|---|---|---|---|
2426
MPLX
MPLX
$59.5B
| $1.21M | ﹤0.01% |
+35,552
| New | +$1.21M |
|
2427
CALL
Kosmos Energy
KOS
$1.56B
| $1.2M | ﹤0.01% |
200,900
+97,400
| +94% | +$634K |
|
|
ASRT
2428
CALL
DELISTED
Assertio
ASRT
| $1.2M | ﹤0.01% |
14,787
-6,426
| -30% | -$597K |
|
|
MFA
2429
CALL
MFA Financial
MFA
$929M
| $1.2M | ﹤0.01% |
107,000
-35,800
| -25% | -$381K |
|
|
LGF.B
2430
CALL
DELISTED
Lions Gate Entertainment Corp. Class B Non-Voting Shares
LGF.B
| $1.2M | ﹤0.01% |
143,800
-45,700
| -24% | -$450K |
|
2431
CALL
H&R Block
HRB
$5.18B
| $1.2M | ﹤0.01% |
37,700
-38,200
| -50% | -$1.23M |
|
2432
PUT
Bankunited
BKU
$3.38B
| $1.2M | ﹤0.01% |
55,700
-25,700
| -32% | -$529K |
|
2433
PUT
Bloomin' Brands
BLMN
$680M
| $1.2M | ﹤0.01% |
44,600
+7,200
| +19% | +$180K |
|
2434
CALL
DHT Holdings
DHT
$2.97B
| $1.2M | ﹤0.01% |
140,500
-44,700
| -24% | -$392K |
|
|
OSG
2435
Octave Specialty Group
OSG
$252M
| $1.2M | ﹤0.01% |
83,985
-37,620
| -31% | -$551K |
|
2436
PUT
CONMED
CNMD
$1.29B
| $1.2M | ﹤0.01% |
8,800
+7,600
| +633% | +$928K |
|
|
CEQP
2437
CALL
DELISTED
Crestwood Equity Partners LP
CEQP
| $1.19M | ﹤0.01% |
45,000
+20,400
| +83% | +$518K |
|
2438
PUT
BigBear.ai
BBAI
$1.32B
| $1.19M | ﹤0.01% |
506,500
+167,400
| +49% | +$424K |
|
2439
PUT
Lemonade
LMND
$4.62B
| $1.19M | ﹤0.01% |
70,600
+31,900
| +82% | +$499K |
|
|
CHX
2440
PUT
DELISTED
ChampionX
CHX
| $1.19M | ﹤0.01% |
38,300
-37,700
| -50% | -$1.04M |
|
|
ICPT
2441
PUT
DELISTED
Intercept Pharmaceuticals, Inc.
ICPT
| $1.19M | ﹤0.01% |
107,400
-8,100
| -7% | -$113K |
|
|
ENV
2442
PUT
DELISTED
ENVESTNET, INC.
ENV
| $1.19M | ﹤0.01% |
+20,000
| New | +$1.16M |
|
2443
Synchrony
SYF
$23.7B
| $1.19M | ﹤0.01% |
+34,969
| New | +$1.07M |
|
2444
CenterPoint Energy
CNP
$29.1B
| $1.19M | ﹤0.01% |
40,670
-21,383
| -34% | -$632K |
|
2445
CALL
EPR Properties
EPR
$4.86B
| $1.18M | ﹤0.01% |
25,300
-9,300
| -27% | -$392K |
|
|
NVMI
2446
CALL
Nova
NVMI
$13.9B
| $1.18M | ﹤0.01% |
10,100
+5,100
| +102% | +$522K |
|
2447
PUT
National Grid
NGG
$82.7B
| $1.18M | ﹤0.01% |
18,571
-16,342
| -47% | -$1.07M |
|
|
X
2448
DELISTED
US Steel
X
| $1.18M | ﹤0.01% |
+47,077
| New | +$1.1M |
|
|
SIX
2449
DELISTED
Six Flags Entertainment Corp.
SIX
| $1.18M | ﹤0.01% |
+45,314
| New | +$1.17M |
|
2450
PUT
Skywest
SKYW
$4.11B
| $1.18M | ﹤0.01% |
28,900
+23,400
| +425% | +$695K |
|
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.