• Writing
  • Work
  • Activity
  • Contact

Mike Garite

ok@mikeg.meResume
  • GitHub (opens in a new tab)
  • LinkedIn (opens in a new tab)
Writing/Leadership

Sales Should Be Talking to High-Level Engineering

Deals increasingly turn on how a company runs agents, data, and delivery systems. The useful sales motion is not a louder pitch. It is a better conversation with the engineers who can evaluate the real architecture.

November 8, 20263 min read

There was a long stretch where sales could win technical deals by befriending a champion and surviving a security questionnaire. That still matters. It is no longer enough. The buying center for serious software increasingly includes senior engineers who care about agents, data quality, identity, and delivery mechanics. If sales cannot talk with those people, the deal stalls in a polite maybe.

Why the conversation moved#

Labor data is one clue. CNBC's October 2026 reporting on Indeed data showed software-development postings rising even as overall postings fell, with 71% of a recent increase coming from senior roles and 37% from AI-titled jobs. CompTIA's October analysis found the same shape in demand: software, AI skills, cybersecurity, data, systems, and networking across industries.

The people with budget authority are listening to people who evaluate systems for a living. Those evaluators are scarce, senior, and allergic to slideware.

GitHub's agentic delivery messaging at Universe 2026 made the technical bar clearer: developers set direction and remain accountable while agents implement and verify. Buyers are asking how a vendor fits that world. Where do agents run. What may they touch. How are costs bounded. How is review enforced. How does identity work across tools.

What a good sales and engineering loop looks like#

Public examples are starting to look less like CRM notes and more like shared operating systems. In xAI's Team Bots launch, account teams share a bot across the account executive, customer success manager, solutions architect, and sales leader. The bot reviews calls, docs, and threads, then posts a morning briefing with next steps tailored by role. The point is not automation theater. It is keeping commercial and technical context in one place so the engineer and the seller are not working from different stories.

Harper, an insurance company cited in that same post, built a team bot in 24 hours to identify lapsed policies across three platforms and help reinstate coverage, reporting more than $120,000 recovered for customers. That is an existence proof of a narrow pattern: when sales, operations, and technical systems share a workflow, the handoff stops being a lost email.

What sales should learn to ask#

A useful technical conversation is not a demo request. It is a set of questions senior engineers respect:

  1. What system of record do you trust for customers, vendors, and entitlements?
  2. Where would an agent be allowed to act without a human approval?
  3. How do you measure completed work, not model usage?
  4. What evidence do you need for audit, security, and support after something goes wrong?
  5. Which parts of the stack must stay in your environment for cost or privacy reasons?

Those questions do two things at once. They qualify the account. They also invite the high-level engineer into the deal as a collaborator rather than a blocker.

What engineering should offer back#

Engineers often treat sales as a translation burden. That is a missed opportunity. A strong solutions or platform engineer can turn discovery into architecture constraints the product team needs anyway. They can also stop bad-fit deals before implementation pain lands on the team.

The partnership works when both sides share artifacts: a current-state diagram, a risk list, a success metric, and a no-list. Shared bots and shared docs help. Clear ownership helps more.

The opportunity#

As agents move into checkout, support, coding, and account management, commercial success depends on technical judgment earlier in the funnel. Salespeople who can earn the trust of high-level engineers will shorten cycles and reduce sour implementations. Engineers who can explain tradeoffs in calm, concrete language will shape revenue without becoming a second sales org.

The opportunity is not to make sales more technical for its own sake. It is to put the people who understand systems in the room before the contract teaches everyone the hard way.

Tagged

  • Careers
  • Leadership
  • Business
  • Agents
  • Product
← PreviousThe Job Didn't Disappear. It Moved Up the Stack.Next →Talk to the Agent While It Works

Related

  1. November 6, 2026·Leadership

    The Job Didn't Disappear. It Moved Up the Stack.→

    Software job postings are rising even as agents write more of the code. The rebound is concentrated in senior and AI-oriented roles. Entry-level paths are thinner. That changes how teams hire and how they grow people.

    Careers · Leadership · Agents · AI3 min read

  2. November 2, 2026·Product

    When Serving Agents Costs More Than They Earn→

    Grok Bot hit a unit-economics wall in early November. Usage limits tightened because serving costs outran revenue. The lesson is broader than one product: agent systems fail first as businesses, not as demos.

    Agents · AI · Product · Business3 min read

  3. October 22, 2026·Leadership

    The Snake Eating Its Tail: Growth at All Costs, and What Builders Can Do→

    When growth becomes the goal rather than the result, companies start consuming the things that made them worth growing: their products, their customers' trust, and their people. How that shows up inside product and engineering orgs, and the small, practical ways builders can push back.

    Leadership · Product · Business7 min read