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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.

SaaS

How a raise and a relationship led to the 8-figure sale of this software business

Artificial intelligence is all the rage now, but founders like FriendlyData’s Michael Rumiantsau have been quietly building and scaling AI-driven companies for years.

Michael Rumiantsau, founder of FriendlyData
Services

This real estate startup was less than a year old when it sold in an all-stock deal

The solo founder of real estate startup Home Sale Assured was able to sell his business within a year thanks to deep industry experience and a focus on efficiency.

SaaS

These edtech founders overcame VC challenges, a war and a pandemic before selling

The founders of edtech ClassTag managed to grow the business to 7 figures in annual revenue and 5 million users, then sold to SchoolStatus.

SaaS

Cron and Notion’s founders used each other’s products before joining forces in this strategic deal

An investor connected the founder of calendar app Cron with productivity platform Notion, leading to a sale and integration of their complementary products.

A man with curly hair and a light blue shirt is holding a laptop open to a productivity application, sitting on a tan leather couch in a room with exposed brick and a large window.
SaaS

The buyer of this SaaS app got a great multiple by offering 7% of future resale value

MicroAngel Fund founder Eyal Toledano had a detailed playbook to triple his investment. Buying Postcode Shipping fit his plan.

Community

For the buyer of this newsletter and community, the value was in the audience

The co-founders’ busy freelancing careers made it hard to continue running the community, and selling to OutVoice made sense for both parties.

Platform

Why big expectations pushed this food intelligence platform toward a sale

Bangalore-based food data platform Spoonshot had partnered with Target Research Group — and ended up selling to them.

A group of smiling people posing for a photo outdoors, indicating a team or a group of colleagues.
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