Article

Why 92% of Enterprise Sales Outreach Never Reaches Decision Makers

10th May, 2025

An analysis of the structural barriers preventing most sales teams from accessing true buying authority.

In the competitive landscape of enterprise sales, every sales team strives to connect directly with decision-makers—those individuals with the authority to approve budgets and drive strategic change. Yet, startlingly, up to 92% of outreach efforts aimed at these pivotal leaders never reach their intended recipients. This article examines why traditional outreach approaches fail, the structural barriers contributing to this challenge, and how adopting executive-to-executive engagement significantly enhances access and receptivity.

Structural Barriers in Enterprise Outreach

Enterprise decision-makers are notoriously challenging to reach due to several systemic barriers:

Gatekeeping

Gatekeepers, whether executive assistants, departmental coordinators, or junior stakeholders, effectively filter communication channels, often redirecting or discarding outreach perceived as irrelevant or unsolicited. Many outreach attempts never pass this initial scrutiny, significantly reducing visibility among genuine decision-makers.

Picture of a shopkeeper closing the shop's shutters

Information Overload

Executives are inundated daily with hundreds of communications—emails, LinkedIn messages, calls, and meeting requests. Amid this overwhelming flood of information, most outreach attempts become indistinguishable noise. Without compelling, relevant messaging tailored to executive-level priorities, even high-quality outreach is often overlooked.

Misalignment of Messaging

Sales teams frequently use generic messages designed broadly to appeal to numerous potential clients. However, enterprise decision-makers demand personalized communications that directly address their unique business challenges, strategic goals, and industry context. Generic outreach inevitably lacks resonance and fails to capture executive attention.

The Power of Executive-to-Executive Engagement

An underutilized yet highly effective solution is executive-to-executive engagement. This strategy leverages the credibility and shared understanding inherent in peer-level interactions. Decision-makers respond positively when approached by peers—other executives or high-level leaders—resulting in significantly higher engagement rates, greater receptivity, and more meaningful dialogue.

Executive-to-executive communication ensures:

  • Increased Credibility: Peers inherently understand the nuances, pressures, and objectives that executives face, leading to authentic and meaningful exchanges.

  • Direct Access: Peer-level outreach often bypasses gatekeepers entirely, facilitating direct communication and immediate visibility.

  • Focused Messaging: Executive outreach is typically aligned closely with strategic objectives and industry-specific concerns, ensuring that communications are relevant and actionable.

Leveraging Strategic Executive Relationships

To implement executive-to-executive engagement successfully, enterprise sales teams should:

  1. Develop Executive Champions: Foster relationships with internal or external executives who can advocate for your solution within their networks.
  2. Personalize Outreach: Craft highly tailored messages that clearly articulate value propositions aligned specifically with the recipient’s strategic objectives.
  3. Utilize Executive Networks: Leverage existing executive networks, professional forums, and industry events to facilitate peer introductions and meaningful engagements.

Conclusion

Addressing structural barriers in enterprise sales outreach requires shifting from conventional outreach practices toward strategic, peer-based communication models. By embracing executive-to-executive engagement, sales teams not only break through gatekeeping and information overload but also foster authentic connections that translate into meaningful business outcomes and sustained success.

Andrew Barstow
Andrew Barstow

A former Managing Partner at EY (Business Unit CEO equivalent) and over 35 years’ experience in senior leadership roles within EY and Cap Gemini, Andrew has demonstrable ability to influence, manage risk, create change and develop people in multiple market cycles and geographies.

Chair of the Cranfield Trust (a 1000 strong not-for-profit consulting firm that focuses on the charity sector) and former Managing Partner at AlixPartners where, whilst working cross sector, he was the Digital lead for Financial Services in EMEA working predominately on M&A related engagements. Andrew has worked on and been responsible for projects in a number of geographies including Scandinavia, the Benelux, Middle East and North Africa (MENA) and US in sectors ranging from Financial Services (FS), Private Equity(PE), Consumer Products, Retail and Distribution (CPRD), Energy & Utilities and Oil & Gas.

As Managing Partner for the EY MENA FS Advisory he grew revenues (by over 200%) and significantly increased profits.