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What you need to know in online business news: Week of September 14

Daily recaps of important stories, trends and updates from the small business scene with my fiery commentary

By Lex Roman

/ 14 Sep 2026

Should you bother with Black Friday as a service provider?

Holiday sales seem like a fun way to make cash, but they only work if you design them for your audience. Here's how to be strategic with your holiday promotions.

By Lex Roman

/ 13 Sep 2026

Should you bother with Black Friday as a service provider?

Ask The Legends: What's your dream destination for a business trip?

Where in the world are you hoping your business takes you in the next year?

By Lex Roman

/ 13 Sep 2026

Ask The Legends: What's your dream destination for a business trip?

Baby latch on to me: Nathan Fielder, Elizabeth Holmes and the constant chase to stay relevant

What keeps you relevant is your proximity to other relevant people.

By Lex Roman

/ 10 Sep 2026

Nathan Fielder and Elizabeth Holmes stare at each other in their new documentary

Ask The Legends: Are there any types of clients that are off limits?

I'm curious if you have types of clients you wouldn't ever work with

By Lex Roman

/ 10 Sep 2026

Ask The Legends: Are there any types of clients that are off limits?

Best of small business news: Week of September 7-11

Daily recaps of important stories, trends and updates from the small business scene with my fiery commentary

By Lex Roman

/ 7 Sep 2026

Best of small business news: Week of September 7-11

Me? Get paid to speak?

By Lex Roman

/ 6 Sep 2026

Me? Get paid to speak? 15 entrepreneurs share how they landed their first paid speaking gig

Ask The Legends: Do you embrace the hustle of Q4?

I'm seeing lots of chatter about it being HUSTLE SEASON between summer and the winter holidays.

By Lex Roman

/ 5 Sep 2026

Ask The Legends: Do you embrace the hustle of Q4?

Legends Retreat 2026: Trip Guide

By Lex Roman

/ 3 Sep 2026

Ask The Legends: Who would you sell your company to?

With Pat Flynn selling Smart Passive Income, it has me thinking about who an ethical buyer might be for other companies.

By Lex Roman

/ 2 Sep 2026

Ask The Legends: Who would you sell your company to?

Liz Wilcox buys Pat Flynn's Smart Passive Income. Finally, a heartwarming acquisition we can get behind.

Smart Passive Income was founded by Pat Flynn in 2008 to help creators make money online. Email marketer Liz Wilcox takes it over today.

By Lex Roman

/ 2 Sep 2026

Pat Flynn sells SPI to Liz Wilcox (pat and liz on podcast screenshot)

Sponsorships expert Justin Moore launches "Sponsor Mole," a new app to help you find and pitch brand deals.

I went to the launch event to find out what this new sponsorship tool is and who it's for

By Lex Roman

/ 1 Sep 2026