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The Year in AI: What Actually Shipped in 2025

Every December, the AI industry publishes retrospectives about breakthroughs, benchmarks, and billion-dollar funding rounds. This is not that. This is a practitioner’s accounting of what actually shipped in 2025—the tools, models, and patterns that moved from research papers and demo videos into production systems that

Building for Scale: Architecture Decisions That Compound

In the past 5 years, Harbor Software has built systems that serve hundreds of requests per minute and systems that serve hundreds of thousands. The difference in architecture between these two scales is not what most people expect. It is not about using Kubernetes instead
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Technical Due Diligence: What We Look for in Software Acquisitions

Over the past three years, Harbor Software has conducted technical due diligence on 11 software acquisition targets for private equity firms and strategic acquirers. The deal sizes ranged from $2 million to $45 million. We have recommended proceeding on 7 of those deals, recommended against

AI Agent Safety: Preventing Automated Systems from Causing Harm

In April 2025, an AI agent we built for a client autonomously sent 2,300 emails to the client’s customer list. The content was correct—it was a promotional campaign the client had approved. But the agent was supposed to send it to a 500-person test segment,
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The Architecture of FlowBoard: Building an Agency OS

FlowBoard is the internal operating system we built to run Harbor Software’s agency operations. It manages client projects, team capacity, time tracking, invoicing, resource allocation, and reporting across 15-20 concurrent client engagements. This post is a technical deep dive into how we designed and built

Procurement Intelligence: How AI Is Reshaping Enterprise Purchasing

Enterprise procurement is a $13 trillion annual spend category globally, and most of it is managed with spreadsheets, email threads, and institutional knowledge locked in the heads of senior buyers. Over the past 18 months, Harbor Software has built procurement intelligence systems for three enterprise

What Five Years of Building AI Products Taught Us

Harbor Software shipped its first AI-powered product in mid-2020. Five years later, we have built and maintained inference pipelines, recommendation engines, document processing systems, procurement intelligence platforms, and autonomous agent workflows for clients ranging from Series A startups to Fortune 500 enterprises. Along the way,
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Multi-Model AI Architectures: Routing, Fallbacks, and Cost Control

Using a single AI model for every task is the equivalent of using a single database for every data pattern. It works until it does not. GPT-4o is excellent at complex reasoning but costs 15x more than GPT-4o-mini for simple classification tasks. Claude 3.5 Sonnet
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