AI Advisory Council for SaaS Founders
Running a SaaS company is a non-stop series of reversible-until-they-aren't decisions: what to charge, what to build, when to raise. Convene a board of AI advisors that argues each one from every angle and decides.
Who is on the board?
Ask the AI Council is a five-member AI board. The Chairman, Jonathan Pierce, runs the meeting and delivers the verdict. Four specialist advisors debate your decision out loud, each in their own voice: Alexander Weiss (Operations), Charlotte Bauer (Growth), Dr. Sophia Chen (Innovation), Gabriel Morales (Finance). They are AI personas, not real people, and the board remembers your business between conversations.
What decisions can the council help SaaS founders make?
- Pricing & packaging changes — tested against churn and conversion risk
- Build vs. buy and what to put on the roadmap next
- Free trial vs. freemium vs. demo-led motion
- When to hire your first sales or success rep
- Whether — and when — to raise, and on what terms
What do SaaS founders ask the board?
- “Should we move from $29 to $39 and grandfather existing users?”
- “Is our churn a pricing problem or an onboarding problem?”
- “Should we add a usage-based tier or keep flat pricing?”
- “Do we raise a seed now or bootstrap another 6 months?”
How would the board handle a real decision?
The examples below are made up to show how each seat thinks. They are illustrations, not real cases or results. In a real session, the board works from what it knows about your business.
Example 1: Raise prices for new customers only?
The situation: You think your product is underpriced. You want to raise prices for new sign-ups and keep current customers on their old plan.
- Alexander Weiss, Operations: Asks whether billing, support and plan management can handle two price levels cleanly, and what that adds to the team's workload.
- Charlotte Bauer, Growth: Weighs how a higher price could change trial sign-ups and conversion, and how to explain the new price on your site.
- Dr. Sophia Chen, Innovation: Suggests ways to test the change, such as trying the new price on one plan or one channel first.
- Gabriel Morales, Finance: Looks at what the change could mean for revenue, cash runway and how long it takes to earn back the cost of a new customer.
Jonathan Pierce, Chairman: Gives a verdict, for example: raise the price for new customers, protect existing ones, and set a date to review results.
Example 2: Hire a salesperson or keep founder-led sales?
The situation: Deals are coming in, but you are the only one selling and it is taking time away from the product.
- Alexander Weiss, Operations: Asks whether your sales process is written down well enough for someone else to follow.
- Charlotte Bauer, Growth: Looks at deal size and sales cycle, and whether a new hire would expand reach or just take over your existing pipeline.
- Dr. Sophia Chen, Innovation: Asks which parts of the sales process, like follow-ups and demo scheduling, could be automated first.
- Gabriel Morales, Finance: Weighs the full cost of the hire and how long the company can carry it before it pays off.
Jonathan Pierce, Chairman: Decides whether to hire now, later, or try a cheaper step first, and sets the next three actions.
Frequently asked questions
Does the council know my product?
It remembers your business between conversations. Once you have told the board about your product, customers and goals, every new debate starts from there.
Can it help me prepare for fundraising?
Yes. Gabriel Morales focuses on cash flow, margins, deals and funding, and the board can debate whether to raise, when, and what to watch for in terms.
What does it cost?
Pro has a free first week, then costs $29.99 per month (credit card required). Pro Business is $69.99 per month.
Is this financial or legal advice?
No. The five board members are AI personas, not real people. Their output is for planning and thinking a decision through. Check important legal, tax or financial choices with a qualified professional before you act.
Bring your next decision to the board
Pro has a free first week, then $29.99/mo (credit card required). Web and iPhone, English and Spanish.
Convene your council →See the board for other industries, or how it compares with ChatGPT and Claude.