Jayson DeMers has spent more than 20 years in SEO and marketing, working with over 1,000 clients across the industry. In 2010, he founded a marketing agency, which he sold in 2019. While still running that agency, he launched EmailAnalytics in 2018, an email analytics and response-time measurement platform for Gmail and Outlook. In 2018, he started OutreachBloom, a B2B growth agency specializing in AI search optimization and cold email outreach. Jayson DeMers is the founder of OutreachBloom, a B2B agency specializing in AI search optimization.
Investing Early on How Search Is Changing
Jayson DeMers describes himself as an operator, not a theorist. Most of the commentary on AI search right now comes from people analyzing the shift from the outside, he says, while he is running live campaigns for real clients, testing what actually gets a business cited inside AI-generated answers from tools like ChatGPT and Google’s AI results. That distinction matters to him. Twenty years and more than 1,000 clients of pattern recognition, he says, is what separates a working method from an untested theory built on guesses.
His read on where search is headed is direct. “The future of search isn’t ranking number one,” DeMers says. “It’s being the source the AI cites.” Traditional SEO, in his view, is becoming table stakes. The next decade, he argues, belongs to whoever figures out how to be the answer an AI gives, rather than just one more link it lists among ten blue links on a results page.
Two Companies, One Operator
DeMers runs two businesses in parallel. EmailAnalytics measures email response times for teams using Gmail and Outlook, giving managers visibility into how quickly their people are replying to customers, without requiring any change to the inbox software they already use. The platform is used by more than 10,000 teams today. OutreachBloom is the newer of the two, a B2B growth agency built around cold email outreach and the emerging discipline of AI search optimization, helping businesses figure out how to show up when someone asks an AI tool a question rather than typing a search query into a traditional search results page.
OutreachBloom also runs Reddit marketing for clients, a service DeMers treats as inseparable from the AI search work rather than a separate offering. AI tools increasingly draw on Reddit threads when generating answers, treating the platform’s discussions as a signal of real, unfiltered opinion in a way many traditional web pages don’t offer. Getting a business mentioned credibly inside those conversations, DeMers says, has become as important to AI visibility as anything OutreachBloom does on a company’s own website.
DeMers is venture-backed, and he treats OutreachBloom less as a side project than as the next chapter of a career built on identifying shifts before they become obvious. He has already built and sold one company. That exit, he says, is not really the story here. The story is that he is doing it again, this time staking an early, specific position in a category that is about to matter to nearly every business with a website.
A Track Record Beyond the Client List
Jayson DeMers has written for Forbes, Entrepreneur, and Inc, and has appeared on dozens of podcasts discussing SEO, email productivity, and now AI search. He has guest lectured at the University of Washington, and in 2015 he won Entrepreneur Blogger of the Year from the Oxford Center for Entrepreneurs. That body of work, built over two decades, is part of what he says gives him an edge in a category where most of the loudest voices are entirely new to the industry.
Most companies, DeMers points out, have no real strategy for showing up in AI-generated answers. Search is being reshaped by large language models faster than most businesses can keep up with, and he sees that gap as both the risk his clients face and the opportunity OutreachBloom is built to address. Search engines used to reward the businesses that ranked first on a results page. Increasingly, DeMers argues, they reward the businesses that an AI system trusts enough to cite by name, regardless of where those businesses would have ranked under the old rules. Becoming that kind of trusted source, rather than simply one more page in a list of results, is the specific skill OutreachBloom is built around.
What Comes Next
Jayson DeMers is now building OutreachBloom’s method, while the category is still early enough to define. He expects the businesses that figure out AI search optimization in the next year or two to have a durable advantage over the ones still optimizing purely for traditional rankings. As he puts it, the shift already underway in 2026 is not a future trend to prepare for. It is already determining which businesses get mentioned when someone asks an AI tool a question, and which ones simply disappear from the answer entirely.
He is careful to separate the two businesses he runs day-to-day. EmailAnalytics solves a measurement problem inside a company’s own inboxes. OutreachBloom solves a visibility problem for an audience that increasingly starts its search with an AI tool rather than a traditional search engine. Both, in DeMer’s view, come down to the same underlying discipline: measure what is actually happening rather than assuming it, and build a method around the data rather than a hunch.
Learn more about Jayson DeMers’s work at outreachbloom.com and emailanalytics.com.
