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West Point Today
By the People, for the People
Build A 7%+ Yielding Dividend Machine For Stress-Free Retirement Income
A simple 3-engine income portfolio targeting 7%+ yield without excess risk.
Published on Mar. 9, 2026
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High Yield Investor is celebrating its 5th anniversary and is offering a 30-day money-back guarantee on its top picks for 2026. The service is led by Samuel Smith, a diverse analyst with a background in dividend stock research, engineering, and applied mathematics. Smith teams up with Jussi Askola and Paul R. Drake to find the right balance between safety, growth, yield, and value in their real-money core, retirement, and international portfolios.
Why it matters
Generating consistent retirement income is a top priority for many investors, and High Yield Investor's approach of targeting a 7%+ yield without excess risk could be appealing to those looking for a stress-free way to build their nest egg.
The details
High Yield Investor offers a range of portfolio options, including core, retirement, and international, that aim to deliver a 7%+ yield. The service features regular trade alerts, educational content, and an active chat room of like-minded investors. Smith, the lead analyst, has a diverse background that includes experience as a lead analyst and VP at dividend stock research firms, as well as running his own dividend investing YouTube channel.
- High Yield Investor is celebrating its 5th anniversary in 2026.
- The service has just released its Top Picks for 2026.
The players
Samuel Smith
The lead analyst and Vice President at High Yield Investor, with a diverse background that includes being a lead analyst and VP at several highly regarded dividend stock research firms and running his own dividend investing YouTube channel. He is a Professional Engineer and Project Management Professional and holds a B.S. in Civil Engineering & Mathematics from the United States Military Academy at West Point and has a Masters in Engineering with a focus on applied mathematics and machine learning.
Jussi Askola
A co-founder of High Yield Investor, where he focuses on finding the right balance between safety, growth, yield, and value.
Paul R. Drake
A co-founder of High Yield Investor, where he focuses on finding the right balance between safety, growth, yield, and value.
High Yield Investor
A dividend investing group that offers real-money core, retirement, and international portfolios, as well as regular trade alerts, educational content, and an active chat room of like-minded investors.
What they’re saying
“Now is the perfect time to join. We have just released our Top Picks for 2026, and with the guarantee, you have everything to gain and nothing to lose.”
— High Yield Investor (Seeking Alpha)
The takeaway
High Yield Investor's approach of targeting a 7%+ yield without excess risk could be an appealing option for investors looking to generate consistent retirement income in a stress-free manner.

