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 | |
|---|---|---|---|---|---|---|
2851
PUT
VICI Properties
VICI
$29.6B
| $773K | ﹤0.01% |
24,600
-9,400
| -28% | -$302K |
|
2852
PUT
StoneCo
STNE
$2.65B
| $772K | ﹤0.01% |
60,600
+5,700
| +10% | +$71.1K |
|
2853
Marathon Digital Holdings
MARA
$4.4B
| $771K | ﹤0.01% |
+55,645
| New | +$560K |
|
2854
State Street SPDR Portfolio S&P 1500 Composite Stock Market ETF
SPTM
$13.5B
| $770K | ﹤0.01% |
+14,145
| New | +$730K |
|
|
LENZ
2855
CALL
LENZ Therapeutics
LENZ
$180M
| $770K | ﹤0.01% |
42,329
-328
| -0.8% | -$6.55K |
|
|
BIOR
2856
CALL
DELISTED
Biora Therapeutics, Inc. Common Stock
BIOR
| $770K | ﹤0.01% |
20,000
+210
| +1% | +$7.41K |
|
|
HOLX
2857
CALL
DELISTED
Hologic
HOLX
| $769K | ﹤0.01% |
9,500
-11,600
| -55% | -$948K |
|
|
SMAR
2858
PUT
DELISTED
Smartsheet Inc.
SMAR
| $769K | ﹤0.01% |
20,100
+1,700
| +9% | +$73.5K |
|
|
BBBY
2859
CALL
DELISTED
Bed Bath & Beyond Inc
BBBY
| $769K | ﹤0.01% |
2,801,400
-516,200
| -16% | -$132K |
|
|
KEEL
2860
CALL
Keel Infrastructure Corp
KEEL
$2.4B
| $767K | ﹤0.01% |
521,900
+247,200
| +90% | +$287K |
|
|
HRT
2861
DELISTED
HireRight Holdings Corporation
HRT
| $767K | ﹤0.01% |
67,847
+67,842
| +1,356,840% | +$712K |
|
2862
PUT
Cooper Companies
COO
$13.8B
| $766K | ﹤0.01% |
8,000
+800
| +11% | +$75K |
|
|
LENZ
2863
PUT
LENZ Therapeutics
LENZ
$180M
| $766K | ﹤0.01% |
42,129
-128
| -0.3% | -$2.56K |
|
2864
Boston Properties
BXP
$11B
| $765K | ﹤0.01% |
13,296
-16,635
| -56% | -$865K |
|
2865
CALL
Morningstar
MORN
$6.99B
| $764K | ﹤0.01% |
3,900
+3,800
| +3,800% | +$752K |
|
2866
CALL
Hubbell
HUBB
$25.6B
| $762K | ﹤0.01% |
2,300
+1,200
| +109% | +$332K |
|
2867
CALL
Franklin Resources
BEN
$17.2B
| $761K | ﹤0.01% |
28,500
-16,300
| -36% | -$421K |
|
2868
CALL
Clean Energy Fuels
CLNE
$434M
| $760K | ﹤0.01% |
153,300
+95,800
| +167% | +$420K |
|
|
TEN
2869
PUT
Tsakos Energy Navigation Ltd
TEN
$1.17B
| $759K | ﹤0.01% |
42,600
-6,500
| -13% | -$114K |
|
2870
CALL
Eversource Energy
ES
$28.2B
| $758K | ﹤0.01% |
10,700
+1,200
| +13% | +$89.4K |
|
2871
CALL
Invesco CurrencyShares Australian Dollar Trust
FXA
$96.9M
| $758K | ﹤0.01% |
11,500
+11,000
| +2,200% | +$728K |
|
2872
CALL
Global Ship Lease
GSL
$1.55B
| $758K | ﹤0.01% |
39,100
+1,600
| +4% | +$30.2K |
|
2873
CALL
Sunoco
SUN
$14.1B
| $757K | ﹤0.01% |
17,400
-800
| -4% | -$35.4K |
|
2874
iShares Russell 2000 Value ETF
IWN
$14.4B
| $756K | ﹤0.01% |
+5,376
| New | +$727K |
|
2875
CALL
Paylocity
PCTY
$7.11B
| $756K | ﹤0.01% |
4,100
+3,900
| +1,950% | +$714K |
|
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.