Being a business owner isn’t just hard work—it’s a constant challenge, especially in 2025’s fast-evolving landscape where AI, automation, and the creator economy reshape how we connect and collaborate. If you love what you do, it never feels like work, but certain missteps can derail your momentum and make you want to quit for the day. One huge mistake that still trips up many entrepreneurs is bringing someone to a lunch meeting without telling the other party.
Being Nosy
DON’T: Bring an assistant or extra guest to a business meeting without a heads-up
I’ve had this happen more times than I care to count, and while some might brush it off, I find it downright disrespectful and inconsiderate. In today’s world, where privacy and trust are paramount—especially when discussing sensitive business strategies or AI-driven projects—showing up with an unannounced extra person is a major red flag.
If you’re going to bring someone else—be it an assistant, a junior team member, or even an AI specialist—give the other party the option to say no. They might want to discuss confidential matters or simply prefer a one-on-one conversation. Inviting someone without permission not only undermines trust but can also backfire if information is mishandled or leaked. Remember, you requested a meeting with them, not their entourage.
This kind of grandstanding screams diva behavior and can kill deals faster than a bad AI pitch. If it happens to me again, I’m walking out. Business meetings in 2025 demand transparency and respect—period.
Beyond this, here are some updated tips for mastering business lunch meetings in the age of AI and automation:
Choose your venue wisely. Opt for quiet, private spots with good Wi-Fi and minimal distractions—perfect for pulling out your tablet or laptop if needed. Avoid noisy, overly casual places that kill focus.
Respect timing and agenda. Start business talk only after ordering food or once everyone is settled. Use AI tools to help plan and share meeting agendas ahead of time, ensuring everyone is on the same page.
Mind your tech etiquette. Don’t be glued to your phone or laptop during the meal unless it’s part of the meeting. If you need to take notes or show data, ask permission first.
Follow up promptly. Use automation tools to send personalized follow-up emails or action items within 24 hours. This shows professionalism and keeps momentum going.
Be mindful of alcohol. Many companies now have strict policies around alcohol at business lunches, especially with virtual and hybrid meetings becoming the norm. When in doubt, keep it sober and sharp.
Bringing someone unannounced to a lunch meeting is a rookie mistake that can cost you credibility and future business. In 2025, where every interaction counts and AI can amplify both your strengths and your slip-ups, keep your meetings transparent, respectful, and focused. Your reputation depends on it.
More practical business tips and AI-savvy strategies coming soon.
For ongoing insights, follow me on Instagram, Twitter, and Facebook. Here’s to your best in business—2025 style.
Kevin "KevRoss" Ross is a music and radio industry expert. He is a 20 -plus year entrepreneur with the leading most successful industry trade publication and site Radio Facts (www.radiofacts.com). He has also published various books, magazines, performed marketing and promotions for major corporations and recording artists and he is on the advisory board of several industry organizations. This year Ross introduced his non profit organization LOMARI (Leaders of the Music and Recording Industry) to help teach young minority students how to market and manage their music and products.
