Q2 2026 13F · SEC CIK 1730383

Chesapeake Wealth Management

Wealth managerFiled 2026-08-13 for Q2 2026. Open the filing ↗ · All SEC filings ↗

Reported 13F value: $356.5M
Reported positions: 168
Top holdings a year, 3 yrs: +15.7%
Average holding period: 7.4 yrs

Chesapeake Wealth Management is a wealth manager that reported 168 positions worth $356.5M in its Q2 2026 13F, filed 2026-08-13. Its largest holdings were Ishares Tr (AGG, 5.6%), Select Sector Spdr Tr (XLK, 4.2%), Apple Inc (AAPL, 3.6%). A portfolio copying its top holdings returned 15.7% a year over the last 3 years, against 20.4% for the S&P 500.

Chesapeake Wealth Management holdings largest 50 of 168 positions.

Weights are shares of the filer's total reported 13F value, compared with Q1 2026. Share changes may reflect splits; weight changes also reflect price moves. A 13F shows long US-listed positions only, up to 135 days after the fact.

Chesapeake Wealth Management 13F holdings
Stock	% of 13F value	Q1 2026	Shares	Share change	Reported value
AGGIshares Tr	5.6%	5.9%	202,075	+4.2%	$20.0M
XLKSelect Sector Spdr Tr	4.2%	3.3%	77,961	-2.7%	$14.9M
AAPLApple Inc	3.6%	3.5%	44,187	-0.9%	$12.8M
VCSHVanguard Scottsdale Fds	3.4%	3.5%	153,501	+7.2%	$12.1M
IVVIshares Tr	3.3%	3.3%	15,939	-3.3%	$11.9M
SCHFSchwab Strategic Tr	3.2%	3.1%	408,074	+1.3%	$11.3M
MSFTMicrosoft Corp	3.0%	3.2%	28,489	+1.0%	$10.6M
NVDANvidia Corporation	2.7%	2.8%	48,650	-6.8%	$9.7M
LQDIshares Tr	2.5%	2.5%	80,152	+7.0%	$8.7M
IWRIshares Tr	2.2%	2.1%	70,111	+1.3%	$7.7M
EFAIshares Tr	2.2%	2.2%	74,182	-0.4%	$7.7M
GOOGLAlphabet Inc	2.1%	2.0%	21,348	-5.8%	$7.6M
SPMBSpdr Ser Tr	2.0%	2.2%	318,400	+0.5%	$7.1M
SCHASchwab Strategic Tr	1.8%	1.6%	181,371	+1.8%	$6.6M
BNDXVanguard Charlotte Fds	1.8%	1.9%	133,371	+2.7%	$6.5M
DBEFDbx ETF Tr	1.8%	1.7%	115,430	+1.5%	$6.3M
SCHGSchwab Strategic Tr	1.8%	1.7%	185,701	+0.6%	$6.3M
SCHBSchwab Strategic Tr	1.6%	1.5%	192,369	+0.2%	$5.6M
SPYState Str Spdr S&p 500 ETF T	1.6%	1.5%	7,426	+0.8%	$5.5M
USHYiShares Broad USD High Yield Corporate B	1.5%	1.6%	148,097	+2.4%	$5.5M
AVGOBroadcom Inc	1.4%	1.3%	12,881	-4.6%	$4.9M
AMZNAmazon Com Inc	1.3%	1.3%	20,006	-1.2%	$4.8M
IWVIshares Tr	1.2%	1.2%	9,714	-5.9%	$4.1M
LLYEli Lilly & Co	1.0%	0.9%	3,031	-3.5%	$3.6M
SCHDSchwab Strategic Tr	1.0%	1.0%	114,578	+4.3%	$3.6M
ABBVAbbvie Inc	1.0%	1.0%	14,357	-5.6%	$3.6M
XLFSelect Sector Spdr Tr	1.0%	1.0%	65,197	+3.7%	$3.5M
XLISelect Sector Spdr Tr	0.9%	0.9%	17,740	+2.2%	$3.3M
XLCSelect Sector Spdr Tr	0.9%	1.0%	30,181	+2.6%	$3.2M
IWMIshares Tr	0.9%	0.9%	10,749	-5.0%	$3.2M
BRK-BBerkshire Hathaway Inc Del	0.9%	0.9%	6,301	-0.5%	$3.2M
SCHZSchwab Strategic Tr	0.9%	1.0%	133,559	-0.9%	$3.1M
XLVSelect Sector Spdr Tr	0.8%	0.8%	19,061	+5.3%	$3.0M
JPMJpmorgan Chase & Co	0.8%	0.9%	9,165	-3.6%	$3.0M
XLYSelect Sector Spdr Tr	0.8%	0.8%	25,233	+1.7%	$3.0M
SCHESchwab Strategic Tr	0.8%	0.8%	80,879	+2.7%	$2.9M
CSCOCisco Sys Inc	0.8%	0.6%	24,775	+1.4%	$2.9M
CATCaterpillar Inc	0.8%	0.6%	2,656	-5.9%	$2.8M
MCDMcdonalds Corp	0.8%	1.0%	10,280	-3.7%	$2.8M
METAMeta Platforms Inc	0.7%	0.9%	4,719	-3.9%	$2.7M
MSMorgan Stanley	0.7%	0.6%	12,612	-1.7%	$2.6M
WMTWalmart Inc	0.7%	0.9%	22,957	-0.0%	$2.6M
NEENextera Energy Inc	0.7%	0.8%	28,370	-0.6%	$2.5M
CVXChevron Corporation	0.7%	0.9%	14,869	-0.4%	$2.5M
HDHome Depot Inc	0.6%	0.7%	6,515	-5.8%	$2.3M
ORCLOracle Corp	0.6%	0.8%	15,678	-6.0%	$2.3M
PGProcter & Gamble Co	0.6%	0.7%	14,736	-0.7%	$2.2M
RTXRtx Corporation	0.6%	0.7%	10,699	-11.6%	$2.0M
TDTFFlexshares Tr	0.6%	—	83,297	—	$2.0M
KLACKla Corp	0.5%	—	6,417	—	$1.9M

What Chesapeake Wealth Management bought and sold in Q2 2026, against Q1 2026.

New positions

Q1 2026's filing was too long to tell new positions apart.

Share counts compared with the Q1 2026 13F; a split also changes share counts. The latest filing lists more than 50 positions, so a position that left the top 50 may still be held.

How the holdings did against the S&P 500.

1 year: +14.9% /yr; S&P 500 +20.1%
3 years: +15.7% /yr; S&P 500 +20.4%
5 years: +7.5% /yr; S&P 500 +11.6%

A portfolio of the filer's 20 largest 13F positions, weighted by value, bought the trading day after each 13F was filed and held until the next one was: what copying this filer could have earned. 13Fs show long US-listed positions only, so this is an estimate of the stock picks, not the fund's reported returns.

Reported 13F value by quarter.

13F value by quarter
Quarter	13F value	Positions
Q2 2026	$356.5M	168
Q1 2026	$325.7M	159
Q4 2025	$335.7M	158
Q3 2025	$327.8M	162
Q2 2025	$299.8M	158
Q1 2025	$280.3M	155
Q4 2024	$291.6M	159
Q3 2024	$293.1M	157
Q2 2024	$275.8M	155
Q1 2024	$274.3M	151
Q4 2023	$259.0M	151
Q3 2023	$239.8M	148

Questions about Chesapeake Wealth Management's portfolio

What stocks does Chesapeake Wealth Management own?

Chesapeake Wealth Management's latest 13F, for Q2 2026 and filed Aug 13, 2026, lists 168 positions worth $356.5M. The largest are Ishares Tr (AGG) at 5.6%, Select Sector Spdr Tr (XLK) at 4.2%, Apple Inc (AAPL) at 3.6%, Vanguard Scottsdale Fds (VCSH) at 3.4% and Ishares Tr (IVV) at 3.3%.

What did Chesapeake Wealth Management buy last quarter?

In Q2 2026, Chesapeake Wealth Management added Vanguard Scottsdale Fds (VCSH) (+7.2% shares), Ishares Tr (LQD) (+7.0% shares) and Select Sector Spdr Tr (XLV) (+5.3% shares), compared with its Q1 2026 filing.

What did Chesapeake Wealth Management sell last quarter?

In Q2 2026, Chesapeake Wealth Management cut from its top 50 Exxon Mobil Corp (XOM), cut from its top 50 Johnson & Johnson (JNJ), Rtx Corporation (RTX) (-11.6% shares), Nvidia Corporation (NVDA) (-6.8% shares) and Oracle Corp (ORCL) (-6.0% shares), compared with its Q1 2026 filing.

How has Chesapeake Wealth Management's portfolio performed?

A portfolio copying Chesapeake Wealth Management's 20 largest 13F holdings each quarter, from the day each filing was public, returned +15.7% a year over the last 3 years, against +20.4% for the S&P 500. Over 1 year: +14.9% against +20.1%. Over 5 years: +7.5% a year against +11.6%.

When is Chesapeake Wealth Management's next 13F filing due?

13F filings are due 45 days after each quarter ends. Chesapeake Wealth Management's filing for the quarter ending Sep 30, 2026 is due by Nov 14, 2026; this page updates the day after it is published.