Why We Created Retire.Guru
July 03, 2025 • 4 min read
Stephen Harrison

The journey to creating Retire.Guru began with a personal need. I recently retired and went searching for a simple, free retirement calculator I could actually trust. What I found instead were tools that were either too basic to be useful for real planning, or locked behind paywalls and professional-level fees.
Despite the wealth of financial information available online, it was surprisingly hard to bridge the gap between generic "retirement advice" and "my actual retirement plan." I wanted something transparent, realistic, and easy to use—without a sales pitch attached.
The Problem We Saw
Three critical issues kept coming up as I worked through my own plan and compared notes with other retirees and pre-retirees:
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Fear of running out of money was the #1 concern among nearly everyone, regardless of their wealth level. And this fear often led to either overly conservative approaches that limited quality of life, or decision paralysis that prevented important planning steps.
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Social Security confusion was nearly universal. Despite being one of the most important retirement decisions, most people were making claiming choices based on vague rules of thumb or what their friends had done, rather than clear analysis of their specific situation.
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False certainty from overly simplistic calculators gave people either false comfort or unwarranted anxiety. Most retirement calculators ignore critical factors like sequence of returns risk, Social Security optimization, and realistic inflation impacts.
What struck us most was that many of these issues could be addressed through better modeling and visualization—if only the tools were designed with real people in mind rather than financial professionals.
"I realized that giving people clarity about their retirement options wasn't just about the math—it was about creating confidence through understanding. The right tools could empower people to make better decisions themselves."
Building a Better Solution
The idea for Retire.Guru emerged from a simple question: What if we could create retirement planning tools that combined sophisticated analysis with intuitive visualizations that anyone could understand?
We set out to create calculators that would:
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Visualize longevity in a way that made the abstract concept of "30+ years of retirement" more concrete and plannable
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Show tradeoffs clearly between different Social Security claiming ages, withdrawal rates, and investment approaches
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Provide immediate feedback as users adjusted their assumptions, creating an environment where learning happens through exploration
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Explain complex concepts in plain language, right when users encounter them in the planning process
We spent months prototyping, testing with real pre-retirees, refining the approach based on feedback, and incorporating the latest research on sustainable withdrawal rates and Social Security optimization.
Our Philosophy: Empower Through Understanding
Throughout the development process, we maintained several core principles:
1. People deserve transparency
Financial calculators shouldn't be black boxes. We explain our assumptions, show the math, and clarify the limitations of any projection.
2. Visualization creates understanding
Charts and interactive elements aren't just decorative—they're fundamental to helping people grasp complex concepts intuitively.
3. Tools should adapt to the user, not vice versa
We design for various knowledge levels, allowing for both quick high-level insights and deeper analytical exploration.
4. Confidence comes from clarity
The goal isn't just to provide numbers, but to foster genuine confidence through clear understanding of retirement planning dynamics.
Where We're Headed
Retire.Guru is just beginning. We launched with the core 401(k) Withdrawal Calculator, and we're actively developing additional tools to address other critical retirement planning questions:
- Healthcare cost projections that account for longevity and regional variations
- Tax-optimized withdrawal sequencing across multiple account types
- Roth conversion analysis tools with visualization of lifetime tax implications
- Estate planning and legacy calculators for multigenerational planning
As this evolves, we remain committed to a simple principle: retirement planning tools should illuminate rather than mystify, empower rather than intimidate, and ultimately help people transition to retirement with both financial security and peace of mind.
Thank you for joining us on this journey. We welcome your feedback on these tools and ideas for future calculators that would help you in your retirement planning process.