Why Roundtables Fail to Engage Director-Level Buyers—and How to Fix It

Why roundtables often miss the mark with senior tech buyers and how to drive better engagement through outbound-led event strategies.

May 21, 2025

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Event Marketing

Introduction

Roundtables have become a go-to tactic for B2B marketers in the tech industry looking to foster peer-driven conversations. But there’s a problem: while the format promises intimacy and insight, many roundtables fall short of engaging director-level and above decision-makers.

The reason? These buyers are too strategic, too busy, and too inundated with event invites to attend an uncurated discussion. And when your pipeline depends on meaningful engagement from senior prospects, misfires like these become costly.

This blog unpacks why traditional roundtable strategies often fail to deliver senior-level attendance—and how to fix it with appointment-based event marketing, powered by outbound.

What Roundtables Mean for Demand Generation Marketers

Roundtables are designed for depth, not volume. For demand generation marketers at technology companies, they represent a way to:

  • Facilitate peer discussion among decision-makers
  • Position their company as a thought leader
  • Build trust with high-value prospects in a low-pressure setting

But the success of a roundtable isn’t about who registers; it’s about who actually shows up and whether they match your ICP (ideal customer profile).

Many marketers report strong registration numbers but low turnout from director-level or executive participants. Without the right attendance, the ROI of the entire program collapses.

Common Challenges Marketers Face

Without outbound support or a targeted appointment-setting strategy, marketers face these issues:

Non-ICP Registrants: When using inbound-heavy promotion tactics (email lists, LinkedIn ads, content syndication), registrations are often inflated by junior roles or irrelevant titles.

Low Attendance Rates: Even if senior prospects register, they often ghost the event. Roundtables are easily deprioritized if there's no human connection leading up to the session.

Lack of Accountability: Most event vendors stop at "registrant acquisition," with no guarantee those registrants are senior enough—or will actually attend.

No Pipeline Impact: Roundtables without decision-makers yield weak follow-ups, slow sales cycles, and minimal attribution for demand generation.

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Solutions That Work

Site Ascend helps solve these challenges through event marketing programs that guarantee senior-level registrants using outbound dialing, not just ads or forms.

Here’s how we support demand gen teams running executive roundtables:

Guaranteed Director+ Attendance
Our outbound event marketing program targets only director-level and above contacts at your named accounts. You only pay for confirmed registrants that match your criteria.

Outbound-Driven Event Promotion
We use U.S.-based contact centers to reach out directly to decision-makers, bypassing gatekeepers and getting real-time RSVPs—not just clicks.

SMS Engagement Workflow
After a prospect commits to attending your roundtable, we maintain contact with them via an SMS workflow to keep attendance rates high.

Appointment Setting Follow-Up
Post-event, we can convert attendees or interested no-shows into 1:1 executive meetings, continuing the momentum from the roundtable.

Actionable Steps for Marketers

If you want your roundtable to generate real pipeline, follow these proven steps:

  • Pre-Qualify All Registrants: Don’t rely on forms alone. Use outbound calls to confirm title and interest.
  • Set Attendance Guarantees: Partner with vendors like Site Ascend that guarantee director-level registrants.
  • Use SMS as a Reminder Tool: Emails get ignored. SMS reminders drive higher attendance rates.
  • Follow Up Within 48 Hours: Don’t wait to follow up. Use the roundtable momentum to book executive meetings.
  • Track Event ROI in Real-Time: Use a dashboard to monitor who registered, attended, and converted to meetings.

Comparison of Market Solutions

Many B2B marketers lean on marketing automation, ad platforms, or email-driven vendors to fill their roundtables. These approaches can generate registrants, but rarely ensure quality or attendance. Here’s the issue:

  • Marketing Automation Tools: Great for scale, but can’t guarantee title-level relevance or attendance.
  • Content Syndication Vendors: High volume, low relevance. They focus on lead quantity over quality.
  • In-House SDR Teams: Limited bandwidth. Hard to justify using them for top-of-funnel event promotion.

By contrast, Site Ascend provides outbound-led support that:

  • Ensures director-level and above registration
  • Leverages U.S.-based callers for professional outreach
  • Supports conversion with SMS workflows and real-time dashboards
  • Charges only for confirmed, qualified registrants

Conclusion

Roundtables can be powerful. But only if the right people show up. If you're running executive roundtables and not seeing pipeline impact, it's time to rethink your approach.

Site Ascend delivers guaranteed director+ registrants through outbound dialing, not just marketing automation. And we support you all the way through with follow-up appointment setting to turn conversations into pipeline.

Start a pilot with Site Ascend and make your next roundtable count.

Frequently Asked Questions

Why don’t director-level and above buyers engage with most roundtables?

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Can I still use roundtables in my marketing mix if past attempts flopped?

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How does Site Ascend help ensure our roundtables are filled with qualified attendees?

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