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 | |
|---|---|---|---|---|---|---|
4301
PUT
Manulife Financial
MFC
$73B
| $198K | ﹤0.01% |
10,500
-32,100
| -75% | -$613K |
|
4302
Playboy Inc
PLBY
$136M
| $198K | ﹤0.01% |
118,443
+35,673
| +43% | +$60.3K |
|
4303
Costamare
CMRE
$1.85B
| $197K | ﹤0.01% |
20,416
-21,940
| -52% | -$197K |
|
4304
CALL
8x8 Inc
EGHT
$279M
| $197K | ﹤0.01% |
46,800
+30,200
| +182% | +$109K |
|
|
FPI
4305
PUT
Farmland Partners
FPI
$415M
| $197K | ﹤0.01% |
16,200
-10,500
| -39% | -$118K |
|
4306
PUT
Immunovant
IMVT
$7.93B
| $197K | ﹤0.01% |
10,400
+4,700
| +82% | +$87.6K |
|
|
IRS
4307
CALL
IRSA Inversiones y Representaciones
IRS
$1.31B
| $197K | ﹤0.01% |
23,254
+3,158
| +16% | +$20.4K |
|
4308
Direxion Daily Junior Gold Miners Index Bull 2X ETF
JNUG
$348M
| $197K | ﹤0.01% |
6,041
-10,623
| -64% | -$425K |
|
|
WPRT
4309
CALL
Westport Fuel Systems
WPRT
$31.9M
| $197K | ﹤0.01% |
25,700
+23,420
| +1,027% | +$181K |
|
4310
Arteris
AIP
$1.24B
| $196K | ﹤0.01% |
28,883
+28,754
| +22,290% | +$155K |
|
4311
CALL
Portland General Electric
POR
$5.82B
| $196K | ﹤0.01% |
4,200
-3,000
| -42% | -$148K |
|
4312
CALL
Perrigo
PRGO
$1.44B
| $196K | ﹤0.01% |
5,800
-400
| -6% | -$13.9K |
|
|
MACK
4313
CALL
DELISTED
Merrimack Pharmaceuticals, Inc.
MACK
| $196K | ﹤0.01% |
16,000
-49,500
| -76% | -$619K |
|
4314
CALL
Eastern Bankshares
EBC
$5.27B
| $195K | ﹤0.01% |
15,900
-17,600
| -53% | -$208K |
|
4315
CALL
Ichor Holdings
ICHR
$2.17B
| $195K | ﹤0.01% |
5,200
+3,400
| +189% | +$106K |
|
|
TMHC
4316
CALL
DELISTED
Taylor Morrison
TMHC
| $195K | ﹤0.01% |
4,000
-800
| -17% | -$34.4K |
|
|
GPP
4317
CALL
DELISTED
Green Plains Partners LP
GPP
| $195K | ﹤0.01% |
15,100
-56,000
| -79% | -$715K |
|
4318
PUT
Apple Hospitality REIT
APLE
$3.97B
| $194K | ﹤0.01% |
12,900
+800
| +7% | +$12.1K |
|
4319
iShares US Technology ETF
IYW
$22.6B
| $194K | ﹤0.01% |
+1,785
| New | +$175K |
|
4320
CALL
Marqeta
MQ
$1.93B
| $194K | ﹤0.01% |
10,000
-9,550
| -49% | -$173K |
|
4321
CALL
Navios Maritime Partners
NMM
$2.22B
| $194K | ﹤0.01% |
8,900
-25,600
| -74% | -$567K |
|
4322
CALL
Q2 Holdings
QTWO
$3.78B
| $194K | ﹤0.01% |
6,300
+5,300
| +530% | +$139K |
|
4323
CALL
Sotera Health
SHC
$5B
| $194K | ﹤0.01% |
10,300
| – | – |
|
4324
Cognyte Software
CGNT
$655M
| $193K | ﹤0.01% |
31,800
-253,351
| -89% | -$1.18M |
|
|
VISN
4325
CALL
Vistance Networks Inc
VISN
$2.61B
| $193K | ﹤0.01% |
34,400
-27,100
| -44% | -$130K |
|
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.