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Stop Sending “Just Checking In”

Stop Sending “Just Checking In”

by Jessica Bennett | Nov 2, 2026 | Sales, Sales Relationships, Sales Training, Selling, Training

You had a good conversation, asked thoughtful questions, and sent a proposal you felt confident about. Now…silence. You don’t want to be pushy, but you don’t want the opportunity to disappear either. So, you send the familiar message: “Just checking in to see if...
Your Clients Are Using AI. Are You Asking About It?

Your Clients Are Using AI. Are You Asking About It?

by Jessica Bennett | Oct 13, 2026 | Advertising, Communication, Sales, Sales Relationships, Selling, Training

AI is no longer something local businesses are simply hearing about. Many are already using it to write social posts, create marketing content, respond to reviews, brainstorm promotions, research competitors, and save time. And their customers are using it, too....
The “BER” Months Road Map to Revenue

The “BER” Months Road Map to Revenue

by Jessica Bennett | Sep 15, 2026 | Communication, Sales, Sales Relationships, Sales Training, Selling, Training

The final three months of the year bring changing customer needs, seasonal events and valuable sales opportunities. Yet many advertisers wait until the last minute and invest in one short holiday promotion. Media sellers can help clients take a more strategic...
Halfway Through the Year… Is Your Account List Ready for the Second Half?

Halfway Through the Year… Is Your Account List Ready for the Second Half?

by Jessica Bennett | Jul 20, 2026 | Communication, Sales, Sales Training, Selling, Training

Summer often brings a slight change of pace, making July the perfect time to step back and evaluate your business. Between prospecting, client meetings, proposals, and closing orders, it’s easy to stay focused on what’s directly in front of you. But the...
Summer Reset: Turning the Summer Slowdown into Sales Opportunities

Summer Reset: Turning the Summer Slowdown into Sales Opportunities

by Jessica Bennett | Jun 16, 2026 | Communication, Sales, Sales Training, Selling, Training

Summer often brings a different pace to the business world. Decision-makers take vacations, schedules become less predictable, and many media sellers experience a slowdown in client activity. While it can be tempting to view summer as a challenging season for sales,...
It’s Not a No—Your Client Just Isn’t Confident Yet

It’s Not a No—Your Client Just Isn’t Confident Yet

by Jessica Bennett | Apr 15, 2026 | Communication, Sales, Sales Relationships, Sales Training, Selling, Training

  Let me ask you something, are you running into more “let me think about it” lately? Not flat-out no’s…just hesitation. Because that’s what I’m hearing across the board right now. And honestly, it’s not always about your proposal. Most of the time, it’s that...
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Recent Posts

  • Gratitude Is Good Business: 5 Ways to Make People Feel Valued
  • Stop Sending “Just Checking In”
  • Your Clients Are Using AI. Are You Asking About It?
  • How to Avoid Client Ghosting: 3 Sales Follow-Up Tips
  • The “BER” Months Road Map to Revenue

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