Selling AI to Nonprofit Organizations A two-person AI agency in Portland signed a $72,000 engagement with a mid-sized hunger relief nonprofit that distributed 28 million meals annu...
Selling AI to Real Estate Companies A two-person AI agency in Miami closed a $210,000 deal with a regional commercial real estate brokerage managing $1.8 billion in assets across s...
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 Services to Venture-Backed Startups A three-person AI agency in New York signed four venture-backed startups in a single quarter. The engagements ranged from $60,000 to ...
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 Training and Enablement Workshops An AI agency in Portland added a workshop offering to their service lineup almost as an afterthought. A client asked if they could trai...
Selling Data Strategy Engagements as a Gateway to AI Projects A nine-person AI agency in Seattle was struggling with a familiar problem: prospects loved the idea of AI but were not...
Selling AI Services During Economic Downturns A three-person AI agency in Phoenix watched their pipeline evaporate during the economic slowdown of early 2025. Three deals totaling ...
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 Platform Engagements vs One-Off Projects An AI agency in San Francisco had a pattern. They would win a $150,000 project, deliver it brilliantly, collect the final payment, ...
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...
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 ...
Selling AI to Chief Data Officers A three-person AI agency in Boston closed a $340,000 engagement with the Chief Data Officer of a $2 billion specialty insurance company. The CDO h...
Selling AI to Chief Information Security Officers A five-person AI agency in Washington, D.C., closed a $420,000 engagement with the CISO of a mid-sized financial services firm aft...
Selling AI to Existing Data and Analytics Teams A three-person AI agency in Denver landed a $195,000 engagement with a mid-market e-commerce company that already had a seven-person...
How to Sell AI Services to Family Offices and High-Net-Worth Investors A colleague of mine who runs a seven-person AI agency in Miami landed a $480,000 annual retainer with a singl...
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 Mid-Market Companies ($50M-$500M) A four-person AI agency in Charlotte closed $1.1 million in AI contracts in a single year by exclusively targeting mid-market compan...
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...
Navigating Multi-Stakeholder Procurement Committees A colleague who runs a twelve-person AI agency in Boston spent eight months building a relationship with the VP of Data Science ...
Getting Warm Introductions to Enterprise Buyers A two-person AI agency in Denver went from $0 to $1.4 million in revenue in fourteen months. They did not run ads. They did not cold...
Enterprise buyers evaluate price through psychological frameworks, not spreadsheets. Learn how to use anchoring, framing, and contrast to price your AI services for maximum revenue.
Enterprise procurement teams are trained to negotiate discounts. Here is how to hold your pricing, protect your margins, and close deals without giving away value.
Referral partners can become your most profitable sales channel, but only if the compensation structure works for both sides. Here is how to design partner programs that generate consistent deal flow.
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