Q&A/How do I get past gatekeepers?
Cold Email & Outbound5 key points

How do I get past gatekeepers?

TL;DR

The best approach is not trying to go around gatekeepers but through them — be specific about why you need to speak with the decision-maker, acknowledge their role explicitly, and make it easy for them to route you correctly. Multi-threading (reaching multiple contacts at the same account) also reduces gatekeeper dependency.

The Full Answer

The 'gatekeeper problem' is more common in phone outreach than email — executive assistants and receptionists screening calls. But it also applies to mid-level contacts who forward (or don't forward) messages to the decision-maker.

For cold calling:

Approach 1: Be direct and respectful. Don't try to trick gatekeepers. They've heard every scheme. "Hi, I'm [Name] from [Company]. I'm hoping to reach [Exec's name] — I'm calling about their SDR program. Could you let them know I called and ask the best way to reach them?" Direct, transparent, respectful of their role.

Approach 2: Build a relationship with the gatekeeper. If you're calling into an account multiple times, the EA can become an ally. Learn their name. Be warm. Ask how they prefer to handle introduction requests. Gatekeepers who like you will actually help you get the meeting.

Approach 3: Multi-thread the account. Go around the gatekeeper not by trickery, but by contacting multiple people at the account — including the decision-maker directly on email, which typically bypasses phone gatekeepers entirely. LinkedIn is great for this.

For email and LinkedIn:

Gatekeeping is less common in written outbound — most executives read their own email. But when you're trying to reach someone through a coordinator:

- Be explicit about why the message needs to reach the exec: "I wanted to reach [Name] specifically because this directly relates to the SDR hiring decision they're leading." - Ask for a warm intro or forward, not just contact info: "Would you be able to forward this, or let me know the best way to get on their calendar?" - Use LinkedIn to message the decision-maker directly — executive assistants typically don't filter LinkedIn DMs.

The real fix: Invest in warm introductions. A mutual connection intro bypasses every gatekeeper, gets opened first, and has a 40–60% meeting conversion rate vs. 2–5% for cold.

Key Takeaways

  • Treat gatekeepers with respect — they can become allies, not just obstacles
  • Be direct about why you need the decision-maker specifically
  • Multi-thread accounts by emailing multiple stakeholders, not just cold calling
  • LinkedIn DMs typically bypass phone/email gatekeeping
  • Warm introductions from mutual connections are the ultimate gatekeeper bypass

From Cactus: Cactus uses multi-threading as a standard account strategy — reaching 3–5 contacts per target account across email and LinkedIn reduces gatekeeper dependency and increases overall conversion.

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