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 | |
|---|---|---|---|---|---|---|
1476
CALL
RingCentral
RNG
$4.05B
| $3.91M | ﹤0.01% |
119,600
-141,300
| -54% | -$4.34M |
|
1477
CALL
Schrodinger
SDGR
$1.12B
| $3.91M | ﹤0.01% |
78,400
+38,500
| +96% | +$1.3M |
|
|
DOCU
1478
DocuSign
DOCU
$9.63B
| $3.9M | ﹤0.01% |
76,387
+76,210
| +43,056% | +$4.04M |
|
1479
CALL
Coty
COTY
$2.33B
| $3.9M | ﹤0.01% |
317,300
-22,000
| -6% | -$260K |
|
1480
CALL
Nasdaq
NDAQ
$52.1B
| $3.9M | ﹤0.01% |
78,200
-5,800
| -7% | -$314K |
|
1481
PUT
Bank of Hawaii
BOH
$3.33B
| $3.89M | ﹤0.01% |
94,400
+78,400
| +490% | +$3.47M |
|
|
CNR
1482
PUT
Core Natural Resources Inc
CNR
$4.19B
| $3.89M | ﹤0.01% |
57,400
+23,300
| +68% | +$1.42M |
|
1483
PUT
Freshpet
FRPT
$2.83B
| $3.89M | ﹤0.01% |
59,100
+14,000
| +31% | +$917K |
|
1484
CALL
Nokia
NOK
$50.8B
| $3.89M | ﹤0.01% |
934,600
+86,500
| +10% | +$366K |
|
1485
CALL
Vistra
VST
$55.1B
| $3.87M | ﹤0.01% |
147,500
-6,200
| -4% | -$151K |
|
|
ETRN
1486
PUT
DELISTED
Equitrans Midstream Corporation Common Stock
ETRN
| $3.87M | ﹤0.01% |
404,300
+306,000
| +311% | +$2.05M |
|
1487
PUT
Vipshop
VIPS
$6.84B
| $3.86M | ﹤0.01% |
233,900
+121,000
| +107% | +$1.89M |
|
1488
PUT
Sysco
SYY
$39.7B
| $3.84M | ﹤0.01% |
51,800
-59,200
| -53% | -$4.38M |
|
1489
PUT
East-West Bancorp
EWBC
$17.9B
| $3.83M | ﹤0.01% |
72,600
+16,800
| +30% | +$853K |
|
1490
PUT
Lithia Motors
LAD
$7.78B
| $3.83M | ﹤0.01% |
12,600
-34,400
| -73% | -$8.24M |
|
1491
PUT
TransUnion
TRU
$14.8B
| $3.83M | ﹤0.01% |
48,900
-1,500
| -3% | -$104K |
|
1492
CALL
MasTec
MTZ
$26.7B
| $3.82M | ﹤0.01% |
32,400
+23,400
| +260% | +$2.29M |
|
1493
PUT
TechnipFMC
FTI
$30.6B
| $3.82M | ﹤0.01% |
229,700
-18,700
| -8% | -$264K |
|
1494
PUT
Keysight
KEYS
$54.5B
| $3.82M | ﹤0.01% |
22,800
-12,800
| -36% | -$1.99M |
|
|
SNBR
1495
DELISTED
Sleep Number
SNBR
| $3.82M | ﹤0.01% |
+139,903
| New | +$3.19M |
|
1496
MetLife
MET
$61B
| $3.81M | ﹤0.01% |
67,458
+33,070
| +96% | +$1.84M |
|
|
NOVA
1497
CALL
DELISTED
Sunnova Energy
NOVA
| $3.81M | ﹤0.01% |
208,200
+132,500
| +175% | +$2.25M |
|
1498
Invesco CurrencyShares Japanese Yen Trust
FXY
$423M
| $3.81M | ﹤0.01% |
59,058
-20,636
| -26% | -$1.4M |
|
1499
CALL
InMode
INMD
$872M
| $3.81M | ﹤0.01% |
101,900
-21,300
| -17% | -$744K |
|
1500
iShares S&P 500 Value ETF
IVE
$48.9B
| $3.8M | ﹤0.01% |
23,595
+12,676
| +116% | +$1.95M |
|
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.