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Your Sales Process Is Probably Broken. Here Are 5 Ways to Know for Sure.

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Every company has a sales process. Very few have one that actually works.

There's a difference between a set of CRM stages and a living methodology that shapes every conversation your team has with a prospect. Most organizations have the former and call it the latter. The gap between the two is where revenue disappears.

Here are the five signals that tell you something is broken.

1. Your sales cycle keeps getting longer

When deals take longer than they should, the problem is almost always at the front end. Your team is either talking to the wrong people or not qualifying hard enough. A real process front-loads the hard questions and eliminates non-opportunities early. If that's not happening, you're carrying dead weight through the whole pipeline.

2. Win rate drops as deal size goes up

Small deals close fine. Big ones stall. This tells you your process handles transactional sales but falls apart when decisions get complex. Complex deals require multi-stakeholder navigation and executive alignment. If your process doesn't account for that, you'll keep losing the ones that matter most.

3. Deals die at the same stage every time

Pull your lost deals from the last 12 months. If a disproportionate number died at the same pipeline stage, that stage has a process gap. Something isn't being said, asked, or confirmed at that moment and every rep is hitting the same wall without knowing why.

4. Your reps can't explain why they win

Ask your best salespeople why they close. If the answer is "I build good relationships," you have a problem. Not because relationships don't matter, but because that's not teachable. What wins can be replicated. What happens instinctively cannot be transferred to the rest of your team.

5. New reps take 9 to 12 months to ramp

Slow ramp time is not a hiring problem. It's an onboarding problem. When new reps join a team with a strong, defined process, they ramp in half the time because they have something concrete to learn from day one. If your onboarding depends on shadowing and osmosis, every new hire starts from scratch.

The fix

None of this is solved by a new CRM or a better deck. It's solved by going back to fundamentals, how your team opens conversations, qualifies, navigates decisions, and closes. That work is specific, worth the investment, and produces results that compound over time.

The Ruby Group helps CEOs and sales leaders in Ohio, Florida, and New York diagnose and rebuild sales processes that produce predictable revenue. Start with a conversation.

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