#194 · Adding $100,000/mo—"Skool Advisory" Strategy

youtube ↗Pricing

How can I confidently charge $3k/month retainers for a productized AI automation agency when demoing makes it look like a SaaS and clients may expect lower prices?

A tiered (“ladder”) pricing approach can work, but the real key is confidence and positioning. Your value comes from the perception of high‑touch, white‑glove service combined with templates that do 80% of the work, letting you leverage effort like a mortgage. To charge $3,000/month, first uncover the client’s problem and quantify its cost (e.g., $10,000/month), then present your $3,000 solution as a clear ROI. Use consultative sales to get them to agree on the problem’s worth, then offer your service as the logical fix.

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Related answers

youtube ↗Pricing

I run AI automation retainer projects for CPA firms, mostly small firms of 1-10 people who won't shell out large amounts of money. Any advice on pricing strategies for the retainer services? Should I start lower than the ~$4-7K/month others in the space charge and gradually climb my pricing, the way you did?

Yeah, this is bang on — this is exactly what you want to do. You basically increase your prices until you get so much resistance that it doesn't make sense to increase them anymore. Here's a concept I think is really important: the optimal conversion rate is not 100%. If you put an offer in front of 100 people and all 100 say yes, odds are you could be making way more money by taking a few hits on the front end — because how much you actually make is conversion rate times price. If your fee is $1/month and 100% convert, you make $100 servicing 100 clients. If your fee is $25,000 and only 1 in 100 converts, you make $25,000 for 1/100th the work — 250x the money for 1/100th the work. This is an optimization problem: as price rises from low to high, conversion rate falls, but not proportionally at first — there's a hypothetical maximum where price times conversion rate is far higher than at a low price, even though conversion rate has dropped. So keep pushing your price up as long as your services stay solid; you'll make more money per unit of work. Alex Hormozi's rule of thumb is that the ideal conversion rate on a high-ticket service (and a $3K/month retainer with a ~5-month average return, i.e. $15K, counts as high-ticket) is around 30-40%. So if your current conversion rate is more like 50-60%, you'd actually make more money pushing pricing up until it drops to that 30-40% range — supply and demand: as price goes up, the number of people willing to say yes goes down.

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youtube ↗Pricing

How should I price my automation services? Should I target small local businesses for a few hundred dollars a month or firms with capital for a couple thousand? Should I use monthly recurring or another payment model?

You should look for clients who have money and suffer from a costly problem that you can find via automated methods. Price using value‑based pricing, not monthly recurring right away. Start with a small, tightly scoped intro offer you can deliver quickly, then move to a recurring deal after proving value.

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youtube ↗Sales

How can I convey the value of my marketing services, especially AI and automation, to prospects in India where pay‑per‑hour models aren't common?

I find you can't simply convince a prospect; you have to lead them to the conclusion themselves. Think of it like the inception scene in Inception—you plant the idea of ROI rather than shouting, “This will give you a 33x return.” I guide them through questions that make the problem clear. For example, I might say, “It sounds like your ability to get clients is being impacted.” They’ll acknowledge it’s a big problem, and I ask how long it’s been happening. If they say three months, I point out they’re losing a few clients each week—maybe 12‑13 clients in three months, which at an average order value of $5,000 equals $20,000 a month slipping away. I let them see that $20,000 is essentially being poured down the drain. By asking them to confirm the average order value and the number of lost clients, they arrive at the $20,000 figure themselves. My sales calls focus on highlighting these pain points, then clearly outlining the problem before introducing a solution. I position the solution as fixing that $20,000 monthly liability, which makes the price they’re willing to pay obvious. The key is to let them discover the opportunity and see automation as the biggest lever to close that gap.

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youtube ↗AI & Automation

How should I navigate turning my AI automation work into a template SaaS solution?

Offering a managed service means you deliver the work yourself—through calls, consulting, or a done‑with‑you approach—frontloading revenue and providing a white‑glove, customized experience that clients pay a premium for, but at the expense of long‑term revenue. Building a SaaS product flips that: you backload revenue and enterprise value, potentially making little upfront (e.g., under $10 K/month the first year) but outperforming a pure‑service model in years 2‑4 if you’re a competent operator. The trade‑off is short‑term versus long‑term revenue; choose managed service for immediate cash, SaaS for long‑term growth. My own shift from pure service to longer‑term bets like content and branding followed the same pattern: first earn enough to cover basics, then invest in assets that compound over time.

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