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 |
NVIDIA
NVDA
|
+$172M |
| 2 |
Apple
AAPL
|
+$156M |
| 3 |
Broadcom
AVGO
|
+$101M |
| 4 |
State Street SPDR S&P 500 ETF Trust
SPY
|
+$57.2M |
| 5 |
UnitedHealth
UNH
|
+$55.1M |
Top Sells
| Rank | Stock | Value |
|---|---|---|
| 1 |
iShares 20+ Year Treasury Bond ETF
TLT
|
+$140M |
| 2 |
Amazon
AMZN
|
+$47.9M |
| 3 |
Netflix
NFLX
|
+$38.3M |
| 4 |
TSMC
TSM
|
+$37.3M |
| 5 |
Pfizer
PFE
|
+$36.9M |
Sector Composition
| Rank | Sector | Weight |
|---|---|---|
| 1 | Miscellaneous | 98.27% |
| 2 | Technology | 0.74% |
| 3 | Communication Services | 0.19% |
| 4 | Consumer Discretionary | 0.18% |
| 5 | Healthcare | 0.17% |
| Name | Market Value | Portfolio Weight | Shares or Principal |
Change in Stake | Capital Flow | Held Since | |
|---|---|---|---|---|---|---|---|
|
1
PUT
State Street SPDR S&P 500 ETF Trust
SPY
$813B
| $29.2B | 16.73% |
48,337,100
-10,055,900
| -17% | -$5.75B |
2015 Q1
41 quarters
|
|
|
2
CALL
State Street SPDR S&P 500 ETF Trust
SPY
$813B
| $14.9B | 8.53% |
24,121,400
+888,400
| +4% | +$508M |
2015 Q1
41 quarters
|
|
3
PUT
Invesco QQQ Trust
QQQ
$478B
| $6.94B | 3.97% |
12,768,600
-2,820,000
| -18% | -$1.4B |
2021 Q2
16 quarters
|
|
4
PUT
iShares S&P 100 ETF
OEF
$20.3B
| $5.33B | 3.05% |
35,514,100
-12,843,700
| -27% | -$3.58B |
2014 Q4
42 quarters
|
|
5
PUT
Tesla
TSLA
$1.53T
| $4.99B | 2.85% |
15,695,100
+809,800
| +5% | +$244M |
2021 Q2
16 quarters
|
|
|
6
PUT
NVIDIA
NVDA
$5.19T
| $4.73B | 2.71% |
29,957,000
-958,800
| -3% | -$121M |
2021 Q2
16 quarters
|
|
|
7
CALL
Tesla
TSLA
$1.53T
| $4.5B | 2.57% |
14,155,400
-279,200
| -2% | -$84.1M |
2021 Q2
16 quarters
|
|
|
8
CALL
NVIDIA
NVDA
$5.19T
| $4.37B | 2.5% |
27,952,400
+703,800
| +3% | +$88.6M |
2021 Q2
16 quarters
|
|
|
9
CALL
Invesco QQQ Trust
QQQ
$478B
| $3.99B | 2.29% |
7,240,500
-1,308,100
| -15% | -$651M |
2021 Q2
16 quarters
|
|
|
10
CALL
iShares S&P 100 ETF
OEF
$20.3B
| $3.38B | 1.93% |
29,318,900
-6,888,000
| -19% | -$1.92B |
2014 Q4
42 quarters
|
|
|
11
PUT
Netflix
NFLX
$275B
| $2.98B | 1.71% |
22,581,000
+15,620,000
| +224% | +$1.77B |
2014 Q4
42 quarters
|
|
12
CALL
Meta Platforms (Facebook)
META
$1.66T
| $2.61B | 1.49% |
3,556,600
-346,100
| -9% | -$214M |
2014 Q4
42 quarters
|
|
|
13
CALL
Apple
AAPL
$5T
| $2.37B | 1.36% |
11,548,600
+2,284,900
| +25% | +$461M |
2015 Q1
41 quarters
|
|
14
CALL
SPDR Gold Trust
GLD
$137B
| $1.93B | 1.11% |
6,347,800
+618,600
| +11% | +$187M |
2015 Q1
41 quarters
|
|
15
PUT
Strategy Inc
MSTR
$62.6B
| $1.9B | 1.09% |
4,801,700
+738,100
| +18% | +$269M |
2020 Q4
18 quarters
|
|
|
16
PUT
Apple
AAPL
$5T
| $1.84B | 1.05% |
8,951,300
+954,300
| +12% | +$193M |
2015 Q1
41 quarters
|
|
|
17
PUT
Meta Platforms (Facebook)
META
$1.66T
| $1.73B | 0.99% |
2,413,500
-239,300
| -9% | -$148M |
2014 Q4
42 quarters
|
|
|
18
CALL
Netflix
NFLX
$275B
| $1.66B | 0.95% |
12,413,000
+7,353,000
| +145% | +$831M |
2014 Q4
42 quarters
|
|
19
CALL
Alphabet (Google) Class A
GOOGL
$3.99T
| $1.59B | 0.91% |
8,983,200
+2,763,000
| +44% | +$452M |
2015 Q4
38 quarters
|
|
|
20
PUT
SPDR Gold Trust
GLD
$137B
| $1.53B | 0.88% |
5,031,200
+668,300
| +15% | +$202M |
2015 Q1
41 quarters
|
|
21
PUT
State Street Materials Select Sector SPDR ETF
XLB
$8.06B
| $1.43B | 0.82% |
38,494,600
+2,448,000
| +7% | +$104M |
2015 Q1
41 quarters
|
|
22
CALL
Microsoft
MSFT
$3.89T
| $1.31B | 0.75% |
2,623,600
-459,500
| -15% | -$200M |
2014 Q4
42 quarters
|
|
|
23
PUT
Microsoft
MSFT
$3.89T
| $1.16B | 0.66% |
2,347,800
+136,300
| +6% | +$59.2M |
2014 Q4
42 quarters
|
|
|
24
CALL
Amazon
AMZN
$2.72T
| $1.14B | 0.65% |
5,194,300
-1,919,900
| -27% | -$380M |
2015 Q1
41 quarters
|
|
|
25
CALL
UnitedHealth
UNH
$379B
| $1.09B | 0.62% |
3,479,300
+2,863,000
| +465% | +$1.09B |
2021 Q2
16 quarters
|
|
Similar funds
Simplex Trading's Q2 2025 Portfolio in Review
As of Q2 2025, Simplex Trading held 10,048 positions worth $175B, up 12% from $156B the previous quarter. Its ten largest holdings account for 47% of the portfolio.
Simplex Trading's Q2 2025 filing shows 1,524 new, 3,307 increased, 3,590 reduced and 1,431 closed positions. Its largest new stake was State Street SPDR S&P 500 ETF Trust: 100,129 shares worth $61.9M. The largest sale was iShares 20+ Year Treasury Bond ETF, an estimated $140M.
By sector, the portfolio is most concentrated in Miscellaneous at 98% of assets, down from 99% a quarter earlier, followed by Technology and Communication Services.
- Simplex Trading's largest Q2 2025 buy was State Street SPDR S&P 500 ETF Trust: 100,129 shares worth $61.9M.
- Simplex Trading added most to NVIDIA in Q2 2025, an estimated $172M increase.
- Simplex Trading's biggest Q2 2025 reduction was iShares 20+ Year Treasury Bond ETF, cutting an estimated $140M.
- Simplex Trading fully exited Constellation Energy in Q2 2025, selling an estimated $35.8M.
- Simplex Trading's ten largest holdings make up 47% of its $175B portfolio in Q2 2025.
- Simplex Trading opened 1,524 new positions and closed 1,431 in Q2 2025.
- Simplex Trading's portfolio value rose 12% quarter-over-quarter to $175B.
Based on Simplex Trading's 13F filing for Q2 2025, filed 5 Aug 2025.