Monday, November 09, 2026

Scaling Up publishes a price ladder from a $20 book to a $40,000-$120,000 annual coach retainer. Here is what each rung buys, who it suits, and when a coaching program is the better first step.

Short answer: Know Your Future is a self-paced online masterclass for a one-time US$497 payment. It is for owners who are busy and growing, or stuck, without a clear picture of where the business is going. If you already have direction and need follow-through, look at Making It Happen ($297). If you want sales ideas this month, look at Quick Wins ($97).

A disclosure first: Simple-Growth publishes this guide and sells Know Your Future, so read it with that in mind. Everything about the program below comes from its live sales page, opened on 10 November 2026.

What is in Know Your Future?

The sales page describes self-paced video training, a workbook to complete as you go, pre-made templates, a key points summary, real-world examples from big brands and small businesses, and Kevin D'Ambros-Smith's practical tips. It lists six modules:

  • Know your destination
  • Design your ideal business
  • Visualize your future
  • Identify what makes you unique
  • Know your "Why"
  • Capture your milestones

The page gives no total running time or estimated hours, so we cannot say how long it takes. Payment is $497 once, with a 30-day money-back guarantee: the page says that if it is not useful, you can ask for a refund. The page does not describe the refund process, so ask on the free call if that matters to you.

Why direction comes before tactics

The U.S. Chamber of Commerce Small Business Index for Q3 2026 (published 30 July 2026) reports that 54% of small business owners say inflation is their biggest challenge right now. Much of that is outside an owner's control. What you do control is where you point the business. That is our judgment, not a finding from the index. The index does not measure planning, and the page we read did not give fieldwork dates or sample size.

How does Know Your Future compare with your other options?

  • Know Your Future ($497, self-paced). Suits you if you want a defined destination, a positioning idea and milestones you can act on. Watch out: it is a thinking-and-planning program, and the value comes from finishing the workbook.
  • Making It Happen ($297). Suits you if you have direction but not follow-through. Watch out: it is not a substitute for strategy.
  • Quick Wins ($97). Suits you if you want fast sales ideas. Watch out: tactics without direction.
  • Strategy offsite or consultant. Suits you if you want a facilitated process and a bespoke plan. Watch out: cost and time, and the plan can sit unused.
  • One-on-one coaching. Suits you if you want a diagnosis of your constraint and ongoing accountability. Watch out: higher cost; start with the free 30-minute call.

Who should skip Know Your Future?

  • Owners who already have a clear three-year direction and written milestones.
  • Owners who want a done-for-you plan.
  • Owners in survival mode this quarter, with cash flow as the urgent problem. Fix that first.
  • Owners who will not set aside a few focused hours for the workbook.

A 90-day way to use it

  • Weeks 1 to 3: work through destination and ideal-business modules, and write one sentence describing the business in three years.
  • Weeks 4 to 8: complete uniqueness and "Why", then draft three milestones with dates.
  • Weeks 9 to 12: pick the first milestone, break it into weekly actions and review monthly.

Frequently asked questions

How much does Know Your Future cost? US$497 as a single payment, with a 30-day money-back guarantee per the sales page.

How long does it take? The page does not say. It is self-paced.

Is it the same as coaching? No. It is recorded training with a workbook and templates. Coaching adds a person who tests your thinking and holds you to account.

Can I talk to someone before buying? Yes. Kevin offers a free 30-minute call, and there is no obligation.

Results vary and depend on the work you put in; nothing here is a guarantee.

Checked 10 November 2026. Last updated 10 November 2026.

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