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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.

Agency Deals

How finding the right positioning helped these founders build and sell a million-dollar agency

It was only when software development agency Krit dialed into the right services and vertical that revenue began to grow, leading to an eventual sale of the business.

Austin Price, Bill Brower, and Andrew Askins, co-founders of Krit
Media & Content Deals

In the heyday of Google traffic, this digital nomad built a website that earned him $50K/month

Biron Clark left a career in recruiting to build career advice website Career Sidekick. With $50k a month in revenue, it funded his travels around the world until he sold it in 2022.

SaaS Deals

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.

Services Deals

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.

Eric Meadow, founder of Home Sale Assured
SaaS Deals

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.

Vlada Lotkina, co-founder of ClassTag, and her daughter, Sophia.
SaaS Deals

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 Deals

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 Deals

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.