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Jessica Stillman

Jessica Stillman

Reporter

Jessica Stillman is a writer, editor, and ghostwriter whose work has appeared in Forbes, Insider, and CNBC, among many other places. She currently writes a daily column for Inc.com. Visit jessicastillman.com for more information or to get in touch.

Content

A “finance guy” built an investing newsletter, sold it to a sports brand – then bought it back

When media company Barstool looked to expand beyond its sports roots, finance newsletter The Water Coolest attracted interest with irreverent jokes.

AJ Glagolev (content), Nick Ellis (content), Tyler Morin (CEO), Ian Barto (VP Sales), The Water Coolest team
Content

How this TechCrunch editor built her VC newsletter and sold it to her employer

Veteran Silicon Valley reporter and TechCrunch editor Connie Loizos sold her newsletter and events business, StrictlyVC.

Content

How this newsletter-podcast startup landed a buyer that wanted its young audience

Canadian media company ZoomerMedia acquired newsletter and podcast startup The Peak as part of its quest to reach a younger audience.

SaaS

WordPress theme creator stayed ‘purposefully small’ and sold to WP Engine

Mike McAlister, the founder of Array Themes, rejected acquisition offers until leading WordPress platform WP Engine came calling.

A close-up of a man wearing glasses and a plaid shirt. He has short dark hair and appears to be smiling. The background is grey, with some black elements in the wall behind him. He is standing indoors, near a wall decorated with various objects such as clocks and books. He is wearing eyeglasses and his clothing includes a collared shirt with plaid patterning.
SaaS

How this founder built his SaaS integration tool and landed a match with Notion

The deal with the San Francisco-based giant offered Automate.io greater customer impact and gave Notion access to integration tools and Indian tech talent.

Software

How Viral Post Generator went from fun side project to acquisition in one crazy week

Some founders build businesses with an eye on an exit. Others, like Viral Post Generator’s Tom Orbach, aim to have fun and stumble into a life-changing acquisition.

A man smiles at the camera while pointing to a computer screen in the background that shows the home screen for Viral Post Generator.
Content

With 20,000 subscribers, Austin newsletter Austonia sells to local news company 6AM City

While local news is generally in decline across America, several newsletter-first local news outlets are seeing growth—and they’re on the hunt for acquisition opportunities.

Content

Why Ladders sold just one arm of its company, its 2.2M-subscriber daily newsletter

Why did executive job search site Ladders sells its newsletter to Industry Dive in September 2021? We explain the value of those 2.2 million subscribers, and why selling that list was a sign of a strategic pivot.

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