Selling AI to Telecommunications Companies A seven-person AI agency in Dallas signed a $560,000 engagement with a regional wireless carrier serving 1.2 million subscribers across e...
Selling AI Services to Private Equity Portfolio Companies Last November, a three-person AI agency in Chicago closed a $1.2 million annual deal with a mid-market private equity firm...
Competing with Free and Open-Source AI Tools A manufacturing company in Ohio was ready to sign a $180,000 contract with an AI agency for a predictive maintenance system. Then their...
Structuring Annual Contracts for Predictable Revenue An AI agency in Denver was doing $2.4 million in annual revenue across twenty-three project-based engagements. Their average pr...
Getting AI Budget Approved at Board Level A mid-sized insurance company in Atlanta wanted to hire an AI agency to build a claims processing automation system. The VP of Operations ...
Pricing Enterprise Support and SLA Tiers A six-person AI agency in Seattle had built a successful practice delivering AI projects to mid-market and enterprise clients. Their proble...
Selling AI to Healthcare Organizations A five-person AI agency in Nashville closed a $520,000 deal with a regional health system last year. The project: an AI-powered patient sched...
Selling AI System Migration and Modernization A financial services company in Chicago spent $1.8 million building an AI-powered fraud detection system in 2022. Three years later, t...
Selling Paid AI Readiness Assessments A four-person AI agency in Minneapolis was hemorrhaging time on free consultations. Every prospect wanted to "pick their brain" about AI, whic...
Using Executive Dinners to Close Enterprise Deals An AI agency founder in San Francisco hosts a quarterly dinner for twelve executives. CIOs, CTOs, and VPs of Operations from mid-m...
Upgrading Project Clients to Retainer Contracts A five-person AI agency in Atlanta had a revenue problem hiding behind impressive numbers. They closed $1.6 million in project reven...
Improving Proposal Win Rates from 20% to 50% An eleven-person AI agency in Atlanta sent forty-two proposals in 2025 and won nine of them, a twenty-one percent win rate. Each propos...
Pricing Pilot Projects for Maximum Conversion A four-person AI agency in Seattle had a problem. They were booking plenty of discovery calls and delivering impressive proposals, but...
Non-Negotiable Terms in AI Contracts A five-person AI agency in San Francisco learned this lesson the hard way. They signed a $280,000 contract with a logistics company that includ...
Selling AI Compliance and Governance Tools A four-person AI agency in Washington, D.C., pivoted to AI compliance after the EU AI Act came into force and their existing enterprise c...
Building a Comprehensive Objection Handling Library A six-person AI agency in Minneapolis tracked every objection they heard across 240 sales conversations over twelve months. They...
Selling to Corporate Innovation Teams A four-person AI agency in New York City closed a $320,000 engagement with the corporate innovation lab of a Fortune 500 consumer goods compan...
Selling AI to Retail and Ecommerce Companies A six-person AI agency in Austin closed a $290,000 deal with a direct-to-consumer brand doing $85 million in annual revenue. The projec...
Selling AI to Media and Entertainment A four-person AI agency in Los Angeles closed a $320,000 deal with a mid-sized digital media company that published fourteen niche content bra...
Using Trigger Events to Time Outreach A solo AI consultant in San Diego had been cold-calling manufacturing companies for months with mediocre results, a three percent meeting rate...
Mapping and Prioritizing Sales Territories Effectively An AI agency in Dallas was spreading their sales effort across forty-seven prospect accounts in nineteen different industries...
Transitioning from Hourly to Outcome-Based Selling Two AI agencies in the same city were competing for a manufacturing client's predictive maintenance project. Agency A proposed 2,...
Selling Through Technology Partnerships A four-person AI agency in Chicago was struggling with direct sales. Their close rate was decent, eighteen percent, but they could not gener...
The Sales-to-Delivery Handoff That Keeps Clients Happy A seven-person AI agency in Denver had a retention problem that showed up six months after every sale. Their close rate was s...
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