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How to build a sales enablement content strategy with AI

6 min read  •  August 29, 2025

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Most enablement content never gets used—AI can help you fix that fast.

Sales and marketing teams invest heavily in creating content designed to empower their sales force. Whitepapers, case studies, battlecards, or presentations are produced with the intention of shortening sales cycles and closing more deals. However, a significant portion of this content never sees the light of day.

Be honest—how easy is it for your reps to find the right deck or battlecard when they need it most? If you’ve ever watched a rep scramble to dig up the ‘latest’ deck before a client call, you know how much time and opportunity slips away when the right materials aren’t at their fingertips.

The problem goes beyond the existence or the quality of the content itself. It extends to access, timing, and team alignment too. Sales reps need to get the right materials fast, adapt them to real conversations, and move quickly from call to close. A well-crafted sales enablement content strategy addresses these challenges head-on.

In this article, we’ll break down how to build a sales enablement strategy that actually works, covering:

  • What reps and consultants really need
  • How to organize content so it gets used
  • Where AI fits in to simplify search, reuse, and personalization
A sales and marketing team working together at desks in an open office, planning a content strategy using AI.

Identifying your sales enablement content needs

Before diving into why sales enablement strategies fail, it's essential to lay the groundwork by understanding your specific content needs. This involves identifying who you’re enabling, what goals you’re supporting, and how you’ll measure impact.

Here are a few things to consider:

  • Who you’re enabling: Different roles require different types of support. For example, account executives might need help with closing deals, while sales development representatives focus on generating leads.
  • What goals you’re supporting: Are you aiming for faster ramp-up times for new hires? Shorter deal cycles? Improved competitive positioning? Your content strategy should align with these specific objectives.
  • How you’ll measure impact: Define clear metrics to track the effectiveness of your sales enablement efforts. These might include content usage rates, influenced revenue, deal velocity, and win rates.

By clarifying these needs upfront, you create a clear foundation for your sales enablement strategy. It ensures the right people get the right support at the right time, which makes your content more actionable. This will make your enablement efforts far more effective.

Types of sales enablement content (and when to use them)

Sales conversations rarely follow a straight line—and neither should your content strategy. To truly support your team, your content library needs to cover the full buyer journey while staying flexible enough for quick reuse:

Here are some examples of sales enablement content that drives deals forward:

  • Product one-pagers—quick-hit leave-behinds for early-stage conversations, offering a concise overview of your product’s key features and benefits
  • Persona-based decks—tailored presentations for specific decision-makers, like CMOs, CTOs, or end-users, each deck should tell a story that addresses their unique needs and pain points
  • Case studies—mid- to late-stage credibility builders that showcase how your product has helped other customers achieve measurable results
  • Battlecards—real-time objection handling tools for competitive cycles, equipping reps with talking points and counter-arguments to address common concerns
  • Email templates and follow-up notes—pre-written resources that ensure consistency and speed while still allowing reps to customize for individual prospects
  • Training modules and playbooks—comprehensive resources for onboarding and ongoing upskilling, covering product knowledge, sales techniques, and industry best practices

Taken together, these content types give your team the right resource at the right moment, which helps them guide prospects smoothly from first conversation to closed deal.

What a modern sales enablement content strategy should do

The modern sales enablement landscape has shifted from simply producing content to actively enabling its use. It's a move away from generic, one-size-fits-all materials towards tailored, personalized experiences. A good sales enablement content strategy should:

Prioritize content accessibility

If reps can’t find it, they won’t use it. Content should be searchable, centralized, and accessible in real time—no matter the file type or storage tool. Consider the following to improve content accessibility:

  • Consolidate content into one hub where sales reps can access proposals, case studies, or templates easily and avoid digging through multiple systems
  • Use smart search tools and tagging so sales reps can search by deal stage, industry, or persona—instead of remembering exact file names
  • Embed content into existing workflows (CRM, Slack, email) so sales reps don’t have to switch tools to find what they need

You should make it incredibly easy for reps to find and apply the right content at the moment of need. An effective sales enablement tool should integrate seamlessly with their existing workflows.

Prioritize personalization over broad, one-size-fits-all coverage

High-level decks only go so far. Reps need content tailored to industry, persona, stage, and common objections. The best strategies include modular components that can be mixed and matched. Here are a few things to try:

  • Build modular content blocks (like product benefits, industry stats, customer quotes) that reps can quickly combine into tailored decks
  • Provide persona-based messaging guides that help reps shift tone and focus depending on whether they’re speaking to a CMO, CTO, or end-user
  • Maintain a library of objection-handling snippets that can be dropped into emails, presentations, or battlecards in seconds

The more personalized the content, the more likely it is to resonate with prospects—this is the heart of sales enablement. You need to make it easy for prospects to buy—as well as making it easy for your team to sell.

Treat enablement as a shared function

The best enablement materials come from across the business. Marketing, customer service, product, and support should all feed into what sales teams say and share—with input loops to keep it fresh. Consider the following:

  • Set up a cross-functional content review team that meets regularly to align messaging, share insights, and plan updates
  • Gather frontline insights from customer service and support to highlight real customer challenges, FAQs, and success stories that resonate in sales conversations
  • Use feedback loops—like win/loss reviews or surveys—to refine the content that actually drives results, then update the library accordingly

Adding these simple techniques to your broader sales team strategy can provide useful insights and highlight important content, as well as assist in gathering useful feedback from the field.

How Dropbox Dash helps sales enablement teams move faster

Sales enablement only works when team members can quickly access the right content, tailor it for the right audience, and deliver it securely. Dash supports execution across several key areas:

Discovery: One search across all tools

Your team won’t have to remember if a case study lives in Gmail, Slack, or Drive if they use Dash. With universal search that scans across connected apps in seconds, surfacing the exact content needed to keep deals moving is easy. This eliminates the need for sales reps to guess where specific content lives and waste time hunting it down.

Reuse: Organize assets by persona, use case, or stage

Leaders can group essential sales content into Dash stacks, making it easy for teams to pull the right resources for a specific deal type or sales category. This makes targeted content delivery based on specific criteria smooth and ensures consistent messaging. Stacks are also great for faster sales rep onboarding.

Personalization: Generate follow-ups and recaps instantly

With Dash Chat, sales reps can write AI prompts to summarize a deck for a CFO or draft a tailored follow-up email. Instead of starting from scratch, they can spend more time building relationships and advancing conversations.

You can use prompts like "Summarize this deck for [persona]" or "Write a follow-up that highlights [product feature] with urgency" to quickly generate personalized content. This saves time and ensures that follow-ups are always relevant and impactful.

Security: Control access and protect sensitive content

Dash respects permissions across connected platforms, so confidential assets like pricing sheets or legal documents are only visible to the right teams. This keeps enablement aligned with compliance and reduces risk.

Dash lets you connect all your apps and helps you create a hub for all sales enablement content, making it easier for reps to find, customize, and share the right materials. By implementing sales enablement, businesses can leverage AI to automate repetitive tasks and improve the overall effectiveness of the content.

A screenshot of the Dash Chat interface showing files and AI prompts to summarize objectives to be used for sales enablement content strategy.

Where enablement moves deals forward

Behind every sales enablement asset is a moment, such as a rep under pressure to deliver the perfect deck, a consultant clarifying technical details, or a marketer adapting messaging for multiple audiences.

Here’s how Dash supports those real-world scenarios:

An account exec customizing a deck for a CMO at a mid-market fintech

In this situation, account executives can quickly surface past case studies, competitive insights, and relevant sales materials stored across Gmail, Slack, or Drive. With Dash stacks, they can group these assets, making it easier to tailor the presentation for that specific audience.

A solutions consultant prepping for a technical proof-of-concept

A consultant might use Dash to pull up notes and summaries from previous meetings, then link the most relevant product documentation in a follow-up email. This shortens preparation time and ensures stakeholders receive a clear, consolidated view of prior discussions and technical details, which can help them drive a deal forward.

A content marketer building variants for a multiple-buyer journey flow

Instead of starting from scratch, they use Dash to surface past campaign decks, call transcripts, and messaging blocks tied to specific pain points. This makes it easier to adapt existing content for different personas while keeping brand voice and messaging consistent across all touchpoints.

Give reps what they need without starting from scratch

Empower your sales team with the content they need by using prompts in Dash Chat.

Chat and create content

Build smarter enablement with Dropbox Dash

Dash helps your team find what’s relevant, adapt it fast, and stay aligned—whether they’re prepping a pitch or onboarding new reps. It provides the tools and capabilities you need to execute this strategy effectively, helping your sales team close more deals and reach their full potential.

By prioritizing accessibility, personalization, and collaboration, you can create a sales enablement content strategy that drives real results. Get a full demo today to see how Dash can transform your sales cycle and drive deals forward.

Frequently asked questions

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