Jim Cullen

Jim Cullen Portfolio

Invests via Midwestern Financial LLC /IA | Managed by Jim Cullen
Invests via Midwestern Financial LLC /IA
Managed by Jim Cullen
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Veteran investor and operator with experience in private equity, venture capital and corporate strategy, Jim Cullen brings expertise in growth-stage technology and financial-services investing. He has led due diligence, portfolio company transformations and capital raises, and is known for hands-on operational support, strategic M&A execution and board-level governance to drive scalable revenue and margin expansion.

Veteran investor and operator with experience in private equity, venture capital and corporate strategy, Jim Cullen brings expertise in growth-stage technology and financial-services investing. He has led due diligence, portfolio company transformations and capital raises, and is known for hands-on operational support, strategic M&A execution and board-level governance to drive scalable revenue and margin expansion.

Investment Philosophy & Strategy

Combines operational rigor with growth-stage capital allocation, prioritizing companies where strategic product-market fit and repeatable go-to-market models can be scaled through disciplined capital and governance. Focuses on tech and financial-services businesses, favoring revenue-driven metrics, margin expansion levers and M&A-driven inorganic growth. Investment style is hands-on: active board engagement, rigorous due diligence, staged capital deployment tied to operational milestones, and a medium-term horizon oriented to value creation and exit optionality.

Combines operational rigor with growth-stage capital allocation, prioritizing companies where strategic product-market fit and repeatable go-to-market models can be scaled through disciplined capital and governance. Focuses on tech and financial-services businesses, favoring revenue-driven metrics, margin expansion levers and M&A-driven inorganic growth. Investment style is hands-on: active board engagement, rigorous due diligence, staged capital deployment tied to operational milestones, and a medium-term horizon oriented to value creation and exit optionality.

Disclaimer: This Portfolio is derived from and computed based on publicly available data from SEC filings.
Gain and growth charts are calculated per selected timeframe:
19.65%
Gain +1%
Monthly
1.3%
Yearly
16.74%
Drawdown
8.13%
$145.78M
Equity
Holdings
$145.78M
Investment
$125.92M
$20.88M
Profit +$1.24M
Realized
$1.01M
Unrealized
$19.86M
Dividends
$2.85M

Goals

Avg. 70.5% completed goals
Yearly
Gain > 5%
2026
41%
Yearly
Gain < 20%
2026
100%
Today
Compared To Yesterday
Gain
1%
Profit
$1.24M
Win %
64%
This Week
Compared To Last Week
Gain
0.92%
Profit
$1.32M
Win %
64%
This Month
Compared to last month
Gain
2.66%
Profit
$3.78M
Win %
64%
This Year
Compared to last year
Gain
2.07%
Profit
$2.95M
Win %
65%
Tesla, Inc. logo
TSLA Tesla, Inc.
+3.8%
+$7,843.49
Meta Platforms Inc Class A logo
META Meta Platforms Inc Class A
+2.79%
+$52,922.03
Apple Inc. logo
AAPL Apple Inc.
+1%
+$17,713.85
Alphabet Inc logo
GOOGL Alphabet Inc
+0.82%
+$5,733.04
SPDR S&P 500 ETF Trust logo
SPY SPDR S&P 500 ETF Trust
+0.7%
+$111,767.25
iShares Core High Dividend ETF logo
HDV iShares Core High Dividend ETF
+0.65%
+$1,800.44
SPDR Portfolio S&P 400 Mid Cap ETF logo
SPMD SPDR Portfolio S&P 400 Mid Cap ETF
+0.42%
+$1,344.15
iShares iBoxx $ Investment Grade Corporate Bond ETF logo
LQD iShares iBoxx $ Investment Grade Corporate Bond ETF
+0.41%
+$1,483.07
Amazon.com Inc logo
AMZN Amazon.com Inc
0%
$0
JPMorgan Chase & Co. logo
JPM JPMorgan Chase & Co.
0%
+$0.01
Microsoft Corp. logo
MSFT Microsoft Corp.
0%
+$0.02
NVIDIA Corporation logo
NVDA NVIDIA Corporation
0%
$0
Roper Technologies Inc. logo
ROP Roper Technologies Inc.
0%
-$0.01
Starbucks Corporation logo
SBUX Starbucks Corporation
0%
$0
TE Connectivity plc logo
TEL TE Connectivity plc
0%
$0
iShares MSCI ACWI ETF logo
ACWI iShares MSCI ACWI ETF
0%
+$0.03
iShares Core U.S. Aggregate Bond ETF logo
AGG iShares Core U.S. Aggregate Bond ETF
0%
$0
ISHARES MSCI ACWI EX U.S. ETF logo
ACWX ISHARES MSCI ACWI EX U.S. ETF
0%
$0
Avantis International Equity ETF logo
AVDE Avantis International Equity ETF
0%
-$0.08
Avantis Emerging Markets Equity ETF logo
AVEM Avantis Emerging Markets Equity ETF
0%
$0
JPMorgan BetaBuilders U.S. High Yield Fund logo
BBHY JPMorgan BetaBuilders U.S. High Yield Fund
0%
$0
JPMorgan BetaBuilders USD Investment Grade Corporate Bond ETF logo
BBCB JPMorgan BetaBuilders USD Investment Grade Corporate Bond ETF
0%
$0
Vanguard Total Bond Market Index Fund logo
BND Vanguard Total Bond Market Index Fund
0%
$0
American Century Focused Large Cap Value ETF logo
FLV American Century Focused Large Cap Value ETF
0%
+$51.36
iShares International Aggregate Bond Fund logo
IAGG iShares International Aggregate Bond Fund
0%
$0
JPMorgan Ultra-Short Income ETF logo
JPST JPMorgan Ultra-Short Income ETF
0%
$0
JPMorgan Ultra-Short Municipal Income Fund logo
JMST JPMorgan Ultra-Short Municipal Income Fund
0%
$0
iShares National Muni Bond ETF logo
MUB iShares National Muni Bond ETF
0%
$0
Invesco QQQ Trust, Series 1 logo
QQQ Invesco QQQ Trust, Series 1
0%
-$0.04
iShares MSCI USA Quality Factor ETF logo
QUAL iShares MSCI USA Quality Factor ETF
0%
$0
Schwab U.S. Broad Market ETF logo
SCHB Schwab U.S. Broad Market ETF
0%
$0
Schwab U.S. Small-Cap ETF logo
SCHA Schwab U.S. Small-Cap ETF
0%
+$0.23
VanEck Short High Yield Municipal Fund logo
SHYD VanEck Short High Yield Municipal Fund
0%
$0
iShares Short-Term National Muni Bond ETF logo
SUB iShares Short-Term National Muni Bond ETF
0%
$0
VANGUARD FTSE DEVELOPED MARKETS ETF logo
VEA VANGUARD FTSE DEVELOPED MARKETS ETF
0%
$0
VANGUARD SMALL-CAP VALUE ETF logo
VBR VANGUARD SMALL-CAP VALUE ETF
0%
+$0.08
Vanguard Small-Cap ETF logo
VB Vanguard Small-Cap ETF
0%
$0
Vanguard Mid-Cap ETF logo
VO Vanguard Mid-Cap ETF
0%
$0
Vanguard Short-Term Treasury Fund logo
VGSH Vanguard Short-Term Treasury Fund
0%
-$0.07
Vanguard Information Technology ETF logo
VGT Vanguard Information Technology ETF
0%
$0
Vanguard Dividend Appreciation ETF logo
VIG Vanguard Dividend Appreciation ETF
0%
$0
Vanguard Short-Term Inflation-Protected Securities Index Fund logo
VTIP Vanguard Short-Term Inflation-Protected Securities Index Fund
0%
$0
Vanguard Short-Term Tax-Exempt Bond ETF logo
VTES Vanguard Short-Term Tax-Exempt Bond ETF
0%
$0
Vanguard Total World Stock ETF logo
VT Vanguard Total World Stock ETF
0%
$0
VANGUARD TOTAL STOCK MKT ETF logo
VTI VANGUARD TOTAL STOCK MKT ETF
0%
+$0.1
Vanguard Value ETF logo
VTV Vanguard Value ETF
0%
+$0.23
Vanguard Tax-Exempt Bond ETF logo
VTEB Vanguard Tax-Exempt Bond ETF
0%
$0
Materials Select Sector SPDR Fund logo
XLB Materials Select Sector SPDR Fund
0%
$0
Industrial Select Sector SPDR Fund logo
XLI Industrial Select Sector SPDR Fund
0%
$0
Walmart Inc. logo
WMT Walmart Inc.
-0.25%
-$1,298.34
Vanguard FTSE Emerging Markets ETF logo
VWO Vanguard FTSE Emerging Markets ETF
-0.12%
-$1,343.44
Berkshire Hathaway Inc. logo
BRK-B Berkshire Hathaway Inc.
-0.02%
-$226.08
American Century Diversified Municipal Bond ETF logo
TAXF American Century Diversified Municipal Bond ETF
-0.01%
-$115.8
Costco Wholesale Corporation logo
COST Costco Wholesale Corporation
0%
-$1.12
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Dividends

Dividend Analysis

Yearly
$
Trades
256
Longs Won
175/256 68%
Profit Factor
17.05
Profitability
Shorts Won
0/0 0%
Standard Deviation
$274,281.13
Average Win
$126,723.7
Best Trade
(Aug 14) $2.06M
Sharpe Ratio
-93.98
Average Loss
-$16,060.48
Worst Trade
(Aug 24) -$612,120.33
Z-Score
3.88 (100%)
Commissions
$0
Avg. Trade Length
8m 1w 1d
Expectancy
$81,545.9
Loss Size 100% 90% 80% 70% 60% 50% 40% 30% 20% 10%
Probability of Loss <0.01% <0.01% <0.01% <0.01% <0.01% <0.01% <0.01% <0.01% <0.01% <0.01%
Consecutive Losing Trades 9,091 8,182 7,273 6,364 5,455 4,545 3,636 2,727 1,818 909
Hover over the desired column for a detailed explanation.

Returns

Overall, Monthly
Symbol Quantity Cost Value Comm. Profit (&#36;) Gain (%) Change
Apple Inc. logo
AAPL Apple Inc.
5,885 $1.31M $1.8M - $483,988.42 36.88%
+0.996%
iShares MSCI ACWI ETF logo
ACWI iShares MSCI ACWI ETF
2,792 $359,030.17 $451,326.8 - $92,296.63 25.71%
0.0
ISHARES MSCI ACWI EX U.S. ETF logo
ACWX ISHARES MSCI ACWI EX U.S. ETF
127,559 $8.14M $9.92M - $1.77M 21.78%
0.0
iShares Core U.S. Aggregate Bond ETF logo
AGG iShares Core U.S. Aggregate Bond ETF
107,267 $10.65M $10.45M - -$195,957.65 -1.84%
0.0
Amazon.com Inc logo
AMZN Amazon.com Inc
3,306 $720,651.31 $883,627.68 - $162,976.37 22.62%
0.0
Avantis International Equity ETF logo
AVDE Avantis International Equity ETF
82,988 $6.3M $7.8M - $1.51M 23.97%
0.0
Avantis Emerging Markets Equity ETF logo
AVEM Avantis Emerging Markets Equity ETF
83,210 $5.83M $7.78M - $1.95M 33.55%
0.0
JPMorgan BetaBuilders USD Investment Grade Corporate Bond ETF logo
BBCB JPMorgan BetaBuilders USD Investment Grade Corporate Bond ETF
8,688 $396,984.14 $385,269.36 - -$11,714.78 -2.95%
0.0
JPMorgan BetaBuilders U.S. High Yield Fund logo
BBHY JPMorgan BetaBuilders U.S. High Yield Fund
11,015 $513,541.46 $504,542.07 - -$8,999.39 -1.75%
0.0
Vanguard Total Bond Market Index Fund logo
BND Vanguard Total Bond Market Index Fund
4,094 $301,721.7 $295,914.32 - -$5,807.38 -1.92%
0.0
Berkshire Hathaway Inc. logo
BRK-B Berkshire Hathaway Inc.
2,826 $1.37M $1.44M - $67,656.4 4.93%
-0.016%
Costco Wholesale Corporation logo
COST Costco Wholesale Corporation
224 $223,340 $212,704.8 - -$10,635.2 -4.76%
-0.001%
American Century Focused Large Cap Value ETF logo
FLV American Century Focused Large Cap Value ETF
128,393 $9.14M $11.24M - $2.1M 22.98%
0.0
Alphabet Inc logo
GOOGL Alphabet Inc
2,033 $447,655.79 $704,149.88 - $256,494.09 57.3%
+0.821%
iShares Core High Dividend ETF logo
HDV iShares Core High Dividend ETF
9,476 $222,646.93 $277,267.76 - $54,620.83 24.53%
+0.654%
iShares International Aggregate Bond Fund logo
IAGG iShares International Aggregate Bond Fund
70,882 $3.6M $3.54M - -$62,766.9 -1.74%
0.0
JPMorgan Ultra-Short Municipal Income Fund logo
JMST JPMorgan Ultra-Short Municipal Income Fund
7,464 $380,072.71 $379,768.32 - -$304.39 -0.08%
0.0
JPMorgan Chase & Co. logo
JPM JPMorgan Chase & Co.
960 $282,541.84 $350,572.8 - $68,030.96 24.08%
0.0
JPMorgan Ultra-Short Income ETF logo
JPST JPMorgan Ultra-Short Income ETF
125,148 $6.34M $6.31M - -$23,506.58 -0.37%
0.0
iShares iBoxx $ Investment Grade Corporate Bond ETF logo
LQD iShares iBoxx $ Investment Grade Corporate Bond ETF
3,449 $378,390.74 $367,490.95 - -$10,899.79 -2.88%
+0.405%
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Option values are updated at end of day.
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Option values are updated at end of day.
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FAQ
Which stocks have generated the highest profits for Jim Cullen?
The largest contributions to the portfolio's profits come from the following stocks: iShares Core U.S. Aggregate Bond ETF - $402,788.59, Vanguard Value ETF - $368,987.57, Schwab U.S. Broad Market ETF - $309,378.46, VANGUARD TOTAL STOCK MKT ETF - $217,585.93, and JPMorgan Ultra-Short Income ETF - $217,430.7. These positions have been the main drivers of growth and have significantly impacted the investor's overall performance.
Which stocks have generated the largest losses for this investor?
The largest losses in the portfolio are associated with the following stocks: Roper Technologies Inc - $146,382.71 and Costco Wholesale Corporation - $13,765.05. These positions have had the most negative impact on overall performance and highlight the weaker areas of the portfolio.
What dividends does Jim Cullen's portfolio generate?
The portfolio generates substantial dividend income, with a total of $2.85M earned over time. The largest contributors to dividend income include iShares Core U.S. Aggregate Bond ETF - $402,788.59, JPMorgan Ultra-Short Income ETF - $217,430.7, ISHARES MSCI ACWI EX U.S. ETF - $200,370.41, Avantis International Equity ETF - $168,051.38, and American Century Focused Large Cap Value ETF - $146,500.74. This indicates that dividends play a meaningful role in the investor's overall strategy.
How stable are Jim Cullen's monthly returns?
Jim Cullen's monthly returns look fairly stable overall, although some fluctuations are still visible. The performance pattern suggests a strategy that remains reasonably controlled from month to month, even if it is not completely smooth. This may appeal to users looking for a balance between steadier results and meaningful upside potential.
Can Jim Cullen's strategy be considered aggressive or moderate?
Jim Cullen's strategy can be considered conservative. The overall risk profile appears relatively controlled, with limited drawdowns and a stable structure. This type of approach is typically focused on preserving capital while achieving steady, incremental growth.
Should beginners follow Jim Cullen's strategy?
Jim Cullen's strategy appears suitable for beginners. The overall risk level, structure, and behavior of the portfolio suggest a relatively manageable approach that does not rely on extreme volatility or complex positioning. This makes it easier for less experienced users to understand and potentially follow.
Account USV