---
title: Water Cooler Wisdom | Insider
description: Insider | Explore expert insights on retirement plans, tax strategies, and compliance for business owners. Stay informed with the latest trends and guidance from Michele Suriano.
image: https://castlerockpep.com/hubfs/Blog%20Picture.jpg
---

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[![Retired business man calculating his retirement paycheck](https://cdn.marblism.com/3KeMjQp4oL7.webp)](https://castlerockpep.com/water-cooler-wisdom/the-paycheck-problem-how-to-be-your-own-payroll-head-in-retirement)

## [The Paycheck Problem: How to Be Your Own Payroll Head in Retirement](https://castlerockpep.com/water-cooler-wisdom/the-paycheck-problem-how-to-be-your-own-payroll-head-in-retirement)

 Jun 6, 2026, 9:58:07 AM

For most of your career, your relationship with your paycheck has been a passive one. Every two week...

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## [Keep it Out of Probate: For You and Your Heirs in CO, WY, and NE](https://castlerockpep.com/water-cooler-wisdom/keep-it-out-of-probate-for-you-and-your-heirs-in-co-wy-and-ne)

 May 26, 2026, 4:55:35 PM

At Castle Rock PEP, we spend a lot of time talking about 401(k) plans and retirement savings. But th...

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## [The Vision for the Next 20 Years](https://castlerockpep.com/water-cooler-wisdom/the-vision-for-the-next-20-years)

 May 1, 2026, 10:31:07 AM

Twenty years. It sounds like a long time when you say it out loud, doesn't it? Since 2006, Castle Ro...

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[![A picture of founder, Michele Suriano, at the 2017 Awards for Excellence](https://cdn.marblism.com/8u8kTTQqye2.JPG)](https://castlerockpep.com/water-cooler-wisdom/breaking-news-the-trump-ira-and-its-1000-match-the-truth-vs.-noise)

## [Breaking News: The Trump IRA and it's $1,000 Match- The Truth vs. Noise](https://castlerockpep.com/water-cooler-wisdom/breaking-news-the-trump-ira-and-its-1000-match-the-truth-vs.-noise)

 Apr 30, 2026, 2:59:11 PM

If you've been near a screen today, you probably saw the headlines. President Trump just signed a ma...

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## [The September 15th Miracle: Your S-Corp Extension Escape Hatch](https://castlerockpep.com/water-cooler-wisdom/the-september-15th-miracle-your-s-corp-extension-escape-hatch)

 Feb 22, 2026, 6:00:00 AM

Part 3 of 3: The S-Corp Tax Survival Guide You thought March 16, 2026 was the end of the line for yo...

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## [The S-Corp Secret: Why Profit-Sharing Beats Matching (The 'IRS Handshake')](https://castlerockpep.com/water-cooler-wisdom/the-s-corp-secret-why-profit-sharing-beats-matching-the-irs-handshake)

 Feb 21, 2026, 6:00:00 AM

Welcome back to the S-Corp Tax Survival Guide. In Part 1, we dropped the time machine bombshell: You...

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## [The Heart of the Partnership: Why We Chose Slavic401k](https://castlerockpep.com/water-cooler-wisdom/the-heart-of-the-partnership-why-we-chose-slavic401k)

 Jan 30, 2026, 3:00:42 PM

In the world of retirement planning, we talk a lot about numbers. Contribution limits. Investment re...

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## [The Ultimate Guide to Pooled Employer Plans](https://castlerockpep.com/water-cooler-wisdom/the-ultimate-guide-to-pooled-employer-plans)

 Oct 14, 2025, 9:50:15 AM

Running a small business means wearing a dozen hats on any given day. You're the CEO, head of HR, ma...

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[![Happy employees in a bright sunny office](https://cdn.marblism.com/O2p0XYOZBIU.webp)](https://castlerockpep.com/water-cooler-wisdom/the-wework-of-401k-how-castle-rock-pep-builds-community-and-delivers-big-for-employees)

## [The WeWork of 401(k): How Castle Rock PEP Builds Community and Delivers Big for Employees](https://castlerockpep.com/water-cooler-wisdom/the-wework-of-401k-how-castle-rock-pep-builds-community-and-delivers-big-for-employees)

 Oct 10, 2025, 3:44:38 PM

Remember when WeWork revolutionized the workplace by turning boring office buildings into vibrant co...

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