It’s been a tough but exciting year for 23-year-old Jaspar Carmichael-Jack, founder and CEO of AI sales agent Startup Artisan.
Artisan has just grown a $25 million Series A led by Glade Brook Capital, and Carmichael-Jack tells TechCrunch exclusively. Y Combinator, first-day venture, Hubspot Ventures, Oliver Jung, Fellows Fund and more participated.
A year ago, the craftsman was one of the most popular alumni from the Winter 2024 Combinator class, raising $12 million in September. This is one of the largest rounds in the cohort.
Meanwhile, Carmichael Jack and his co-founder, 30-year-old Sam Stirlings (former IBM Product Manager), have experienced many early stage confusion.
Artisan is one of a swarm of rapidly growing startups in the highly viewed AI Sales Development Officer (AI SDR) market. It is probably best known for its numerous news articles, social media posts, comments and a “stop hiring humans” marketing campaign that has created several death threats, the company said.
On April 1, Carmichael Jack announced his “resignation” in response to the backlash, saying he was being replaced by the “AI CEO.” That’s a fool’s joke in April, and Carmichael Jack is still very CEO.
Even more seriously, when asked if he really believes AI will replace people, Carmichael Jack says, “No, it’s ironic. I did a billboard saying, ‘Stop hiring people,’ so that’s pretty much for caution.”
“Having AI content makes human labor even more valuable,” he says. In fact, his company employs 35 people and is considering hiring another 22 people, including sales. They also hired Ming Li, a new CTO from Deel, Rippling, Tiktok and Google.

Mix the customer
The artisan, like others in the AI SDR market, has experienced a significant share of customers leaving their products, Carmichael Jack admits.
Entry-level sales seem like an obvious use for AI agents. Human exchanges will block out cold emails. However, this is a very young industry and has cultivated a reputation for products that don’t work well.
First-generation AI SDRs “get a fairly low response rate” and have “relatively high churn” among customers,” says Carmichael Jack.
However, over the past year, artisans have claimed that it (almost) fixed it. Its flagship product, Ava, hallucinates only one hallucination in every 10,000 emails. By working closely with humanity, the model provider, the artisans created more stringent prompts. Companies enter information into the AVA via forms and then use a series of rigid prompts. It “left no room for hallucination because it is directly supplied with all the information,” he explains.
Carmichael-Jack says AVA has improved to the point where craftsmen counted 250 customers, reaching recurring revenues of $5 million a year.
Artisan is also working on two new AI agent products: Aaron, which handles inbound messages, and Aria, an assistant to the conference manager. Both are scheduled to be released by the end of 2025.

Carmichael Jack spoke about another difficult lesson. Not all companies need to use AI SDR. There are also some industries, such as offshore development agencies, but craftsmen don’t take on it anymore.
“Some customers “flop completely” with agent outbound sales, says Carmichael Jack. Like its rivals, Artisan offers contracts that include break clauses that allow customers to terminate early.
“We’ve been sold historically to a lot of wrong customers, and we’ve learned the hard way that it’s not something like the typical SaaS product you can sell to everyone.
Some customers use artisan agents to generate sufficient responses, others generate too many low-quality agents, and they force humans to make too much effort to sort promising leads from dead ends. According to Carmichael Jack, sweet spots have a response rate of around 1%.
But the artisans are also one of the AI SDR vendors who are learning how to better target their outreach. As the sales automation industry has been around for more than a decade, AI SDR systems such as Artisan and proactively AI have begun to read and incorporate signals from social media posts, funding data, news articles and more.
Carmichael Jack says that certain edges of artisans are the brick and mortar databases. Beyond that, craftsmen tackle the industry’s volatile reputation by piloting new flexible “success-based pricing” options at Pay.ai. It is a new agent billing platform founded by Outreach co-founder and former CEO Manny Medina.
Instead of signing a long-term agreement and paying per response, customers can use Pay.ai.
“We need to actually sell it only if we get value from the product,” says Carmichael Jack. “If we don’t get value from them, we shouldn’t charge them for money.”
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