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Relentless - The Blog

    What the Celtics Exit Teaches Us About Investment Discipline

    KEY TAKEAWAYS Being ahead is not the finish line. It is the moment that demands the most awareness. When you start playing not to lose, you stop playing to win. You lose the edge that got you there. In the accumulation phase, a strong stretch of income is a chance to front-load the plan, not a reason to ease up. Near or in retirement, getting too conservative creates a different risk: inflation slowly eroding your purchasing power. Costs can rise roughly 2.5 times over a 25 to 30 year retirement, and most 60-year-olds will live longer than that.

    Know the Count: Why Investment Discipline Beats Reaction

    KEY TAKEAWAYS "Knowing the count" in investing means understanding when conditions favor you. When...

    The Gap Between Your Tax Return and Your Financial Plan

    Would you rather pay 33% tax on $100,000, or 33% on a million dollars?

    The Ground Beneath Her Feet: Ashley Cotler on Starting Over, Survival, and Financial Literacy

    When the Worst Happens, What Holds You Together? There were two moments, Ashley Cotler says, when...

    Building Generational Money Habits: What We Learned from Families Who Started Early

    What 13 Years of Building a Financial Planning Firm Taught Us About What Clients Actually Need

    Let the game come to you

    When I was younger, my dad got me this book called The Science of Hitting by Ted Williams. My dad...

    Why Financial Plans Break Without Intention

    How focusing on progress, not short-term performance, helps plans hold up as life changes Every...

    The Trail

    Key Takeaways The "number" won't save you. The retirement milestone you're fixated on is almost...

    A Big Change Is Coming for High-Earning Savers in 2026

    A provision from the SECURE Act 2.0 takes effect in 2026 and it will change how certain high...
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