Leadership

The Real Reason Your Ops Team Feels Like It's Always Behind

Roderick Jefferson

Early in my career, I worked as a salestrainer at a successful SaaS company, Siebel Systems. Our CFO wanted a simple discount cap changed before a major renewal cycle. I watched that"simple" change sit in a queue for weeks while deals slipped through the cracks. That's when I stopped believing a "quick fix" was ever quick. 

This is not just an old Siebel story about trauma from 25 years ago; these same issues are just as relevant today. I was on a call with a Director of RevOps at a SaaS company who told me, “We had a lot of Apex customization. I have been here about a year and a half to two years now, and I have spent most of that time with my teams getting rid of old, brittle code, but we still haven't gotten rid of all of it.”

This speaks to a pattern that I keep seeing: The business decides to change a pricing guardrail on Monday. By Wednesday, RevOps had scoped it. By the following Monday, it's in a developer queue behind eleven other tickets. Three months later, it finally ships.

In the meantime, the enablement team is doing what they always do when the system can't keep up: sending Slack reminders, building workaround spreadsheets, and chasing reps to follow a rule that doesn't yet exist in any system. They become professional fixers of broken people and systems, not because they lack skill or ambition, but because the platform they're on can't absorb change at the pace the business moves.

This is the part nobody names out loud: you can't design a system you can't touch.

If every rule change requires a dev cycle, enablement isn't a design function; it's a triage function. They're reacting to gaps rather than closing them. The org quietly comes to believe that enablement is only about meetings, nudges, tribal knowledge, and hope.

You don’t have a people problem. You have an architecture problem in a people costume.

What I like about working with teams on DealHub is that the guardrails are configured in the playbook, not in code. A RevOps lead can change a discount threshold or approval rule the same afternoon the business decides. The person who owns the decision also owns the implementation. That is the difference between running a triage function and designing the system you are accountable for.

How to Tell If You're in Fixer Mode

Fixer mode is easy to live inside and hard to see from inside. A few diagnostic questions:

·      Who decided on the latest pricing or approval rule change, and who implemented it? If those are different people in different functions, you have a structural handoff, and each handoff adds latency.

·      How long ago was your last guardrail change requested, and is it live yet? If you have to check a ticket to answer, then the answer already tells you something.

·      What percentage of your enablement team's time is spent manually enforcing rules? Those days are gone. It’s time to stop chasing reps, correcting deals after the fact, and maintaining a shadow spreadsheet, and to build new programs.

·      Could the person closest to the business decision make the system change today without filing anything? If the honest answer is no, you're structurally reactive, regardless of how good your team is.

If two or more of these points point the wrong way, you're not managing an enablement problem. You're managing a latency problem that appears as enablement work.

Why This Compounds Instead of Staying Flat

Here’s a snippet of a conversation with the President of a packaging manufacturer that still sticks with me. “I hope that by this time next year, something we are currently quoting at 20 cpm should be quoted at 21 cpm. And I don't want our systems lead to create a consulting thing for three months to fix it."

The cost of a slow platform isn't just the three months spent waiting for a single rule change. It's what happens during that wait. 

1.     Workarounds calcify into process. The spreadsheet built to cover a six-week gap is still in use eighteen months later because nobody schedules time to retire a workaround; they schedule time to maintain it instead.

2.     Trust in the "official" system erodes. Once reps learn that the real rule is pinned in Slack, not in the CPQ tool, they stop checking the tool. Now you're maintaining two sources of truth.

3.     Enablement'srole narrows. Instead of being asked, "How should we structure this motion?" enablement is asked, "Can you remind people again?" The team's scope shrinks to match what the system allows them to influence, not what they're capable of.

4.     Thebacklog becomes the strategy. Priorities stop being set by what the business needs most and start being set by whatever made it furthest up the dev queue.

None of this shows up on a single ticket.It shows up as an enablement function that, a year in, looks like where it started because nobody tried, and every attempt was absorbed by the same bottleneck.

What Actually Fixes It

The instinct is usually to fix this symptom: hire another ops person, build a better tracking spreadsheet, or add astatus-check ritual to the weekly meeting. These help in the short term butdecay within a couple of quarters because they don't address the real constraint:

Who is allowed to change the system and how fast.

The real fix has two parts:

1.    Move rule ownership to the people who make the decisions. If pricing, discount approvals, anddeal-desk thresholds are configured rather than coded, the person who decided on the rule can also ship it without a developer in the middle. This is the difference between "we requested a change" and "we made a change." It's as much a permission question as a technology one: does your platform let a non-engineer safely change a guardrail, with the right approvals and audit trail, or does every change require someone who can write code?

2.    Separate" who can change it" from "who can build it." A common failure mode is fixing the request queue: faster tickets, better SLAs, and a dedicated dev sprint for revenue ops, without addressing the fact that a request queue exists at all to change this routine. A faster process on top of the same architecture buys you weeks, not a structural fix. The test: could this specific change (a discount threshold, an approval routing rule) be made directly by RevOps or enablement this week, with proper guardrails, or does it still need to go through engineering, no matter how fast you make the queue?

A Short Audit You Can Run This Week

If you want to know where you stand, don'task, "Is our enablement team good?" Instead, do this:

1.     Pick the last three rule changes your revenue org made (pricing, approvals, routing, or anything else).

2.     For each one, write down: who decided it, who implemented it, and how many days passed between the decision and the live change.

3.     Look at the gap. If it's measured in days and the decider and the implementer are the same person or team, you're in good shape. If it's measured in weeks or months and the decider has to hand off to someone else, you've found your bottleneck. It's not a people problem.

Run that audit before your next planning cycle. It’s amazing how often it makes its own case.

Build for the Pace of Business Change, Not for the Last Change

Have you ever managed an enablement function that was always in repair mode? If yes, what underlying issues kept causing that? Share your experience in the comments.

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