Gen Z-aged woman with long red hair looking stressfully down at tablet during a sales meeting as she is in the trenches of sales enablement

Alright, let’s get into it. Consider this your unsugarcoated download from someone knee-deep in the world of B2B sales enablement. If you’re expecting a shiny LinkedIn-style pep talk, this isn’t that. I’m just here to tell the truth. The whole messy, glorious, frustrating truth

Outdated Tech Is Slowing Us Down

Why, in the year 2025 are we still wrestling with bloated CRMs that feel like they were coded on a floppy disk? Sales teams are expected to move fast, stay sharp, and be strategic… but we hand them tools that feel like digital molasses. It’s like asking someone to win a Formula 1 race in a tricycle. If we want performance, we need to stop duct-taping broken systems and start investing in tools that are intuitive, flexible, and actually helpful.

Stakeholder Buy-In Is Still a Battle

You know the dance. Pitch the initiative, show the benefits, back it with data… only to be met with blank stares or worse, “Let’s revisit this next quarter.” Convincing senior leaders to prioritize enablement can feel like trying to sell sand in a desert. But here’s the deal. You’ve got to speak their language. Bring the metrics, impact, COI and ROI. Make it impossible to ignore.

Shiny Trends Won’t Save You

Every week it’s a new tool, new tactic, new trend. Generative AI. Video prospecting. Intent data. You name it. Keeping up can feel like trying to drink from a fire hose. But real talk? Not everything shiny is worth chasing. Our job isn’t to jump on every bandwagon. It’s to filter the noise and double down on what actually helps reps win. Strategy over hype. Always.

Adoption Is the Final Boss

There’s nothing worse than spending weeks building killer playbooks, killer training, killer everything only for it to collect digital dust. Adoption is the final boss. And it’s a tough one. But enablement isn’t just about building. It’s about driving behavior. That means communication, reinforcement, and yes, holding people accountable. You’re not just a resource, You’re a leader.

So yeah, it’s not always glamorous. There are days when it feels like you’re yelling into the void. But then BOOM! Someone closes a huge deal using that sales play you made. Or you hear a rep confidently crush a call with messaging you helped refine. And in those moments? It’s all worth it.

Keep showing up. Keep pushing for better. Sales enablement isn’t just support. It’s a growth engine. And if no one else says it today, what you’re doing matters

TLDR

Simplify the tech stack – Less is more. Choose tools that integrate well and eliminate redundancy.

Make training relevant – If it doesn’t directly impact their quota, sales reps won’t care.

Measure adoption and impact – Track tool usage and tie enablement efforts to revenue outcomes.

● Foster collaboration – Sales enablement needs input from both sales and leadership to be effective.

Sales enablement can be a game-changer when done right. But without proper adoption, it’s just another corporate initiative collecting dust. Let’s start fixing that.

Up Next in This Series:

Navigating the B2B Sales Maze: Insights from a Millennial Newbie

Mastering the Art of Getting Time with B2B Buyers: Insights from a Gen X Sales Veteran

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