Rich Waldron
Co-founder and CEO
32 posts
Operations in practiceThe hire-to-retire process, and where it breaksHire, move, leave: every change starts in the HRIS and has to reach every other system. Where the hire-to-retire process breaks, and what to fix first.
Operations in practiceSupport history in the CRM: who finds out lastThe account manager hears about a three-week outage from the customer, on the renewal call. Why support history stays in the help desk, and what to send the CRM.
Operations in practiceThe 8 best Workato alternatives in 2026, comparedA comparison of Workato alternatives for 2026, with published pricing where it exists, managed and self-hosted options, and a clear sense of where each one fits.
Operations in practiceBilling to CRM integration: why reps ask financeA renewal call starts with a customer 90 days overdue, and the rep finds out on the call. Why invoice status never reaches the CRM, and what to fix first.
Operations in practiceThe 7 best Celigo alternatives in 2026, comparedA comparison of Celigo alternatives for 2026, with published pricing where it exists, template-driven and general-purpose options, and a clear sense of where each one fits.
Operations in practiceThe 7 best Jitterbit alternatives in 2026, comparedA comparison of Jitterbit alternatives for 2026, with published pricing where it exists, bundled and single-platform options, and a clear sense of where each one fits.
Operations in practiceThe 7 best Informatica alternatives in 2026, comparedA comparison of Informatica alternatives for 2026, with published pricing where it exists, data-first and orchestration-first options, and where each one fits.
Operations in practiceThe 7 best SAP Integration Suite alternatives in 2026, comparedA comparison of SAP Integration Suite alternatives for 2026, with published pricing where it exists, ERP-centric and general-purpose options, and where each one fits.
Agent development and automationHuman in the loop: when an AI agent should stopApproval for everything trains people to click yes. When an agent should ask first, when it should hand off, and what the person needs to see.
Operations in practiceThe 7 best Oracle Integration Cloud alternatives in 2026, comparedA comparison of Oracle Integration Cloud alternatives for 2026, with published pricing where it exists, ERP-centric and general-purpose options, and where each one fits.
Operations in practiceThe 7 best TIBCO alternatives in 2026, comparedA comparison of TIBCO alternatives for 2026, with published pricing where it exists, modernization and like-for-like options, and where each one fits.
Operations in practiceJoiner, mover, leaver: why movers keep old accessJoiners and leavers get a process. Movers usually don't, so access piles up with every role change. Why it happens, and what to fix first.
Operations in practiceSpeed to lead: where the minutes goRouting takes seconds and the first call takes hours. Where the time goes between a form fill and a rep's first touch, and what to fix first.
Operations in practicePassword reset automation: who is really asking?Most password resets are routine. The one that isn't is a phishing attempt. How to automate password resets with an identity check worth trusting.
Architecture and integrationSFTP to API: why file feeds outlive migrationsA nightly file has run for eleven years and nobody knows its rules. Why batch file feeds outlive migrations, and how to move them onto APIs.
Executive perspectivesBack from Gartner App Summit. Here's your MCP checklist.A community npm package quietly shipped an MCP server that exfiltrated email data. That pattern is the MCP work now waiting on every IT leader's desk.
Executive perspectives5 hard truths from the first-ever Agentic AI Hype CycleGartner found 17% of enterprises have deployed AI agents and 42% more plan to within a year. What its first Agentic AI Hype Cycle says about that gap.
NewsMost enterprises are one iPaaS decision away from an AI bottleneck.Connector counts get the attention. Usability is what now decides how fast an AI program moves, and Nucleus Research has named Tray.ai a Leader again.
Executive perspectivesThe last Magic Quadrant: iPaaS has entered its AI reckoningTray.ai is a Visionary in the 2026 Gartner Magic Quadrant for iPaaS. The more interesting story is what the quadrant says about the integration era.
Executive perspectivesHow to think about measuring agent performanceYour agent is live. Is it doing anything that matters? Counting tokens and conversations tells you something happened, not whether it got you anywhere.
Executive perspectivesAI architecture is why most AI agent projects fail95% of enterprise AI pilots fail because teams skip foundational AI architecture decisions. Learn how the right architecture helps AI agents scale.
Executive perspectivesWhy AI agent orchestration is key to enterprise AIAI agents are everywhere, but without AI orchestration they create chaos. Learn why enterprises need unified platforms to govern and scale AI agents.
Executive perspectivesAI agent sprawl: why the fifth agent breaksThe first agent is easy. By the fifth, nobody knows what each one touches or who owns it. What AI agent sprawl is, and how to manage AI agents at scale.
Executive perspectivesWhat it really takes to build for the AI-native eraAn HR tool flags a risk and the compliance system ignores it. Fragmented AI is a governance problem first, and IT ends up refereeing the contradictions.
Executive perspectivesFour paths to AI agents (and the one that scales)Learn how to build AI agents that scale across the enterprise. Compare prebuilt agents, DIY builds, domain tools, and AI orchestration platforms.
Executive perspectivesAI orchestration for CIOs who don’t want to be AI refereesTray CEO Rich Waldron on how CIOs end up refereeing between siloed AI systems, and what orchestration puts back under their control.
Executive perspectivesSetting the right pace for AI: Insight from Gartner IT SymposiumTray.ai CEO Rich Waldron shares strategic insights from the Gartner IT Symposium on pacing AI adaption, balancing innovation and driving business results.
Executive perspectivesiPaaS in an AI-driven worldIntegration platforms built for a static pre-cloud world are the wrong foundation for AI work. What a CIO should demand from a modern iPaaS instead.
Executive perspectivesThe next tech stack challenge: Combatting AI misalignmentAI misalignment is emerging as a major challenge for enterprises adopting AI across SaaS tools. Learn how to align AI systems, governance, and workflows.
Executive perspectivesAt the forefront of a tectonic shift in automationGartner® Names Tray.ai as a Sole Challenger in the 2023 iPaaS Magic Quadrant™. Learn why we're at the forefront of a tectonic shift in automation.
Operations in practiceCustomer health score: green until it cancelsEvery account is green until the week it cancels. Why customer health scores miss churn, and how to build one with signals, reasons and a back-test.
Executive perspectivesAutomation maturity: Your company’s secret weaponLearn how organizations build a sustained competitive advantage with automation maturity.
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