A workaround is a reasonable response to an unreasonable situation. The CRM doesn’t track something you need? Build a spreadsheet. The handoff process is broken? Create a Slack reminder. The automation failed? Do it manually.

Each workaround solves the problem in front of you. Each one is rational. Each one is productive.

And each one adds a layer to a stack that eventually collapses.

Layer 1: The Original System

Every revenue system starts clean. CRM is configured. Processes are documented. Handoffs are defined. Reporting is automated. The system matches how the business operates — because it was designed for exactly this moment.

This is the only layer that was engineered. Everything built on top of it is improvised.

Layer 2: The Side Spreadsheets

The first workaround is always a spreadsheet. “The CRM doesn’t track this, so I made a sheet.” It’s a reasonable response. The spreadsheet fills a real gap. But it introduces a second source of truth.

Now there are two systems: the official one and the one people actually use. Data diverges. Updates happen in one place but not the other. The gap between documented process and actual behavior starts to open.

At this layer, the fix is simple: close the gap in the CRM so the spreadsheet becomes unnecessary. But the spreadsheet is working, so nobody prioritizes it.

Layer 3: Handoff Gaps Widen

Workarounds are individual solutions. They don’t account for what happens between people. As each rep optimizes their personal workflow, the handoff points — where one person’s process meets another’s — start to break.

Leads slip between stages. Context gets lost. Marketing qualified leads arrive with information that sales doesn’t use. Sales qualified opportunities get handed to customer success without critical deal history.

Nobody owns the gap. Everyone assumes someone else does.

Layer 4: Reporting Becomes Manual

The original reporting system was built to pull from the CRM. But the CRM is now only one of several data sources. Some information lives in spreadsheets. Some lives in Slack. Some lives in someone’s head.

Automated reports become unreliable. The weekly “pull” — a manual reconciliation of data across multiple sources — replaces what should be a dashboard. An ops person or a manager spends hours every Monday assembling a view of the pipeline that the system was supposed to generate automatically.

This is where the compound cost really starts to show. The workaround for the workaround requires its own time investment.

Layer 5: Forecast Trust Breaks

When the data feeding the forecast comes from multiple manual sources, each maintained with different levels of rigor, the forecast becomes an opinion rather than a measurement.

Pipeline numbers don’t match between deal reviews and the forecast meeting. Conversion rates fluctuate without clear cause. The VP of Sales starts manually discounting every number. The board asks harder questions. Quarterly business reviews become debates about methodology instead of discussions about strategy.

The irony: everyone knows the numbers aren’t right, but nobody has the time or authority to fix the root cause. They’re too busy maintaining the workarounds.

Layer 6: Full Rebuild Required

The stack finally exceeds its carrying capacity. No amount of patching, workaround-upon-workaround, or manual effort can hold it together.

The CRM needs to be re-implemented. Processes need to be redesigned from scratch. Data needs a comprehensive audit. The team needs to be retrained. What could have been addressed with targeted fixes at Layer 2 is now a six-month rebuild project.

The compounded debt exceeds patch capacity. The only option left is to start over. This is the gravity well effect — each zone of debt is exponentially harder to escape than the last.

The Pattern Is Always the Same

Across every company we’ve worked with, the progression follows the same sequence:

  1. A process breaks → someone builds a workaround
  2. The workaround becomes “how we do it”
  3. More workarounds stack on top
  4. The system collapses under its own weight

The speed varies. Some companies reach Layer 6 in 18 months. Others take three years. But the sequence doesn’t change.

Why Workarounds Persist

Workarounds persist because they solve immediate problems. The rep who builds a spreadsheet gets their deal tracked. The manager who does the manual pull gets their report assembled. The ops person who creates the Slack reminder gets the handoff to happen.

Nobody is wrong for building a workaround. The problem is systemic, not individual.

Workarounds persist because:

They work. In the short term, every workaround solves exactly the problem it was created for.

They’re invisible to leadership. The people closest to the work see the workarounds. Executives see the outputs. The gap between those two views hides the accumulating debt.

Nobody has time to fix root causes. Everyone is too busy maintaining the workarounds to address why they exist in the first place.

There’s no single moment of failure. The system degrades incrementally. There’s never a clear “we need to fix this now” moment until it’s too late.

The Fix Isn’t More Workarounds

The instinct when a process breaks is to create another workaround. Patch it. Route around it. Add a step.

The actual fix is the opposite: remove the need for the workaround entirely. Reconfigure the system so the gap that created the workaround no longer exists.

This means:

It’s unglamorous work. It doesn’t produce a splashy new tool or a visible quick win. But it reduces the weight on the stack and prevents the next layer from being added.

The Question

How many workarounds is your team carrying right now?

Count the spreadsheets that live alongside the CRM. Count the manual processes that should be automated. Count the Slack reminders that exist because a handoff is broken. Count the meetings that exist because a dashboard doesn’t work.

Each one adds weight. Each one feels productive in the moment. And each one moves the system closer to the point where it can’t carry any more. If you want a quick read on how deep the debt goes, take the free systems health scorecard — it takes five minutes and surfaces the patterns that matter most.


Designate Solutions helps B2B companies audit their workaround debt, trace it to root causes, and rebuild the system to eliminate the need for patches. Start with a systems diagnostic.

How healthy are your revenue systems?

Take the Revenue Systems Health Scorecard — a 5-minute self-assessment for B2B revenue leaders.

Take the scorecard →

Diagnose your own revenue systems → Explore the console