Signal Driven Territory Planning
by Rye Overly Territory planning has traditionally been a periodic exercise. Sales teams divide up accounts, assign priorities, establish coverage, and revisit the plan at the next quarterly review. The problem is that markets do not operate on a quarterly schedule, and neither do buying opportunities. An account that looks unremarkable today may become a […]
maui
Maui is one of those places where you can spend the entire day outside and never get tired of it. From the road to Hana to snorkeling in clear water and watching the sun go down, there’s always something worth getting out for. It’s laid-back, naturally beautiful, and a good reminder of how much better […]
time in the woods
A few hours outside, some time on the trails, and a break from the usual routine. Hard to beat a day in the woods. A few moments from the trail.
The AI SDR Problem
By Rye AI has made it possible to automate much of the SDR workflow. Account research, contact discovery, personalization, sequencing, follow-up, and CRM work can increasingly happen with little human involvement. That sounds like a productivity breakthrough. But there is a question the industry isn’t asking enough: what if we’re optimizing the wrong constraint? For […]
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The GTM Motion Is Becoming the Product
By Rye Overly One of the more interesting dynamics in enterprise software is what happens when a category becomes mature enough that the underlying products begin to converge. The convergence is rarely absolute. There are still meaningful differences in architecture, performance, integrations, pricing, support and product philosophy. But the differences become less decisive as competitors […]
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Weekly Territory Planning
By Rye Overly One of the hardest parts of working in tech sales is not finding things to do. It is deciding what actually deserves your attention. Every week there are more accounts, more requests, more ideas, and more potential opportunities than anyone can realistically execute well. The difference between being busy and being productive […]
AI Half Way into 2026
by Rye Overly The first half of 2026 has made one thing clear: AI is no longer a side project. It is becoming part of how every technology company operates. The layoffs we have seen across the industry have been difficult and, in many cases, painful to watch. It is understandable that many people view […]
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