How to Get More Meetings With Decision-Makers

Meetings with influencers feel productive but rarely close. Here’s how to reach the people who can actually say yes.

Scott Henkin
Scott Henkin Founder, Tek & Tel
6 min read
Appointment Setting

Plenty of teams book meetings. Fewer book meetings with the person who controls the budget. The result is a calendar full of friendly conversations that stall the moment someone says, “I’ll need to run this by my boss.”

01Map the buying group first

Before outreach starts, work out who is usually involved in buying what you sell. For a managed IT deal, that might be an owner or CFO who signs, an operations leader who feels the pain and an internal IT person who evaluates the details. Each one needs a different message.

02Lead with business outcomes

Senior people care about results: cost, risk, growth, time. Technical details matter later. Your first message to an executive should be about a business problem they recognize, stated in plain language.

Example
Instead of “Our platform offers 24/7 monitoring with automated patching,” try “Most growing practices we talk to are worried about downtime as they add locations. Is that on your radar?”

03Make the ask small

A request for an hour-long demo is a big commitment for a stranger. A 15- or 20-minute call to see if there’s a fit is much easier to agree to. Be specific about what they’ll get from the time, and offer two or three time options.

04Use referrals inside the account

If you reach someone lower in the organization who is interested, ask them to help you get time with the decision-maker. “Would it make sense to include Mike in a short call so we don’t waste your time later?” keeps your contact involved and gets you to the right person.

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05Qualify before you book

A meeting only counts if it has a real chance of moving forward. Agree on simple criteria with your sales team, such as company fit, role, a stated need and a rough timeline. Confirm those during the booking conversation so your closers trust every meeting on their calendar.

06Reduce no-shows

Send a calendar invite right away with a clear agenda
Confirm the day before with a short, friendly note
Include the name and photo of the person they’ll be meeting
Make rescheduling easy so a conflict doesn’t become a cancellation

07Keep improving the targeting

After each month, review which titles, industries and company sizes turned into real opportunities. Shift your outreach toward the segments that perform. Over time, that feedback loop does more for meeting quality than any single script change.

Scott Henkin
Written by Scott Henkin, Founder of Tek & Tel
Scott brings more than 20 years of sales experience to helping businesses build stronger pipelines through appointment setting, sales development, LinkedIn outreach, cold email and lead generation.

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