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Simplex Trading

Simplex Trading Portfolio holdings

AUM $171B
1-Year Est. Return 85%
 

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.

This Fund
S&P 500
This Quarter Est. Return
+6.46%
1 Year Est. Return
+85%
3 Year Est. Return
+183.25%
5 Year Est. Return
+145.21%
10 Year Est. Return
+1,056.84%
AUM
$122B
AUM Growth
+$7.84B
Cap. Flow
+$86.7M
Cap. Flow %
0.07%
Top 10 Hldgs %
42.57%
Holding
10,535
New
1,474
Increased
3,349
Reduced
3,911
Closed
1,518

Top Buys

Rank Stock Value
1
MSFT icon
Microsoft
MSFT
+$53.9M
2
TLT icon
iShares 20+ Year Treasury Bond ETF
TLT
+$52.9M
3
NVDA icon
NVIDIA
NVDA
+$47.1M
4
PYPL icon
PayPal
PYPL
+$41.7M
5
GOOG icon
Alphabet (Google) Class C
GOOG
+$28.4M

Top Sells

Rank Stock Value
1
AAPL icon
Apple
AAPL
+$51.4M
2
WMT icon
Walmart Inc
WMT
+$46.4M
3
OIH icon
VanEck Oil Services ETF
OIH
+$34.2M
4
ADBE icon
Adobe
ADBE
+$33.5M
5
SBUX icon
Starbucks
SBUX
+$26.8M

Sector Composition

Rank Sector Weight
1 Miscellaneous 98.43%
2 Technology 0.41%
3 Healthcare 0.21%
4 Consumer Discretionary 0.21%
5 Communication Services 0.21%
Name Market Value Portfolio Weight Shares or Principal Change
in Stake 		Capital Flow
SEVN
9826
Seven Hills Realty Trust
SEVN
$171M
– –
-751
Closed -$7K
SEVN
9827
PUT
Seven Hills Realty Trust
SEVN
$171M
– –
-1,400
Closed -$14K
SFBS
9828
PUT
ServisFirst Bancshares
SFBS
$4.72B
– –
-200
Closed -$5K
SG icon
9829
Sweetgreen
SG
$814M
– –
-52,861
Closed -$489K
SGDJ icon
9830
CALL
Sprott Junior Gold Miners ETF
SGDJ
$377M
– –
-200
Closed -$5K
SGOL icon
9831
PUT
abrdn Physical Gold Shares ETF
SGOL
$7.41B
– –
-800
Closed -$15K
SHCO
9832
CALL
DELISTED
Soho House & Co
SHCO
– –
-224,500
Closed -$1.47M
SHEN icon
9833
CALL
Shenandoah Telecom
SHEN
$697M
– –
-3,700
Closed -$70K
SHIP icon
9834
CALL
Seanergy Maritime Holdings
SHIP
$410M
– –
-1,700
Closed -$8K
SHLS icon
9835
Shoals Technologies Group
SHLS
$1.2B
– –
-796
Closed -$18.4K
SHO icon
9836
CALL
Sunstone Hotel Investors
SHO
$2.06B
– –
-9,100
Closed -$89K
SHOO icon
9837
Steven Madden
SHOO
$3.2B
– –
-1,761
Closed -$58.7K
SHOP icon
9838
Shopify
SHOP
$187B
– –
-126,805
Closed -$7.17M
SIEB icon
9839
Siebert Financial
SIEB
$104M
$0 ﹤0.01%
331
-1,260
-79% -$2.85K
SIGI icon
9840
CALL
Selective Insurance
SIGI
$5.49B
– –
-300
Closed -$28K
SIJ icon
9841
ProShares UltraShort Industrials
SIJ
$6.24M
– –
-121
Closed -$7.14K
SITC icon
9842
CALL
SITE Centers
SITC
$151M
– –
-5,512
Closed -$52K
SJNK icon
9843
State Street SPDR Bloomberg Short Term High Yield Bond ETF
SJNK
$4.75B
– –
-758
Closed -$18K
HTO
9844
H2O America
HTO
$2.69B
$0 ﹤0.01%
+9
New +$680
SKIL icon
9845
Skillsoft
SKIL
$61.1M
$0 ﹤0.01%
16
+6
+60% +$175
SKM icon
9846
CALL
SK Telecom
SKM
$14.9B
– –
-300
Closed -$6K
SKYW icon
9847
Skywest
SKYW
$3.85B
– –
-237
Closed -$7.04K
SLE icon
9848
Super League Enterprise
SLE
$182M
– –
0
– –
SLGL icon
9849
CALL
Sol-Gel Technologies
SLGL
$228M
– –
-30
Closed -$1K
SLGL icon
9850
Sol-Gel Technologies
SLGL
$228M
– –
-65
Closed -$2K
392 393
394
395 396

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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, 3,349 increased, 3,911 reduced and 1,518 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 Miscellaneous at 98% of assets, down from 99% a quarter earlier, followed by Technology and Healthcare.

  • 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 1,518 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.