Episode 8: A Client Story of Growth, Readiness, and Real Decisions, with Guest Aaron

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Shownotes

Episode Overview

In Episode 8 of R Readiness Lens, Sheri Radler is joined by Aaron, a long time client who has worked with Sheri for nearly a decade. This episode is a candid look at what business readiness looks like in real life over many years, not just in theory.

Aaron shares how his journey began in 2015 with a box of financial documents and a need for help, and how the relationship evolved into building multiple entities, navigating major growth moments, planning exits, and ultimately scaling a complex, highly regulated national business. The conversation covers building the right advisory bench, shifting from running a company to running a corporation, and the importance of slowing down and planning growth so it is manageable and sustainable.

If you have ever wondered what readiness looks like over time, this episode gives a real example of what it takes to build with intention and adapt through every chapter.

Key Takeaways

  • Readiness is built over years, not weeks. The most meaningful progress comes from consistent decisions and a long term perspective.

  • Surrounding yourself with the right advisors changes everything. Accounting, legal, insurance, HR, IT, and banking relationships become critical as you scale.

  • Running a company is different than running a corporation. Growth requires defined responsibilities, support staff, and operational structure.

  • Cash flow and funding become constraints during growth. Payroll scale, receivables, and lines of credit create real limits if not planned proactively.

  • Job profitability must be protected with process. Simple tools like a color coded margin check can prevent costly underpriced contracts.

  • Waterfalls happen during growth. The goal is not to avoid every problem, but to spot risk early and respond strategically.

  • You can do something and still should not do it. Focus, service trimming, and core offerings can strengthen long term outcomes.

  • A valuation or evaluation is a reality check. Knowing where you stand helps determine whether to hold, partner, merge, or pursue another growth path.

  • Healthy growth includes time management and personal sustainability. Readiness includes mental and emotional ROI, not just financial performance.

Timestamps

00:00 — Welcome to the podcast and episode framing
00:43 — Introducing Aaron and the decade long journey
01:40 — Starting in 2015 with a transition and a need for help
02:59 — The mirror moment and recognizing limitations
04:15 — Building an advisory bench and why it matters
05:27 — Growth intention and doing things the right way
07:52 — Preparing an exit from one company to focus on the next
09:30 — Retirement and shifting focus fully into the next business chapter
10:13 — The Tuesday rhythm and building structure through weekly planning
12:30 — Running a company versus running a corporation
14:45 — Compliance, national deployment, and adding key hires
17:04 — Cash constraints as payroll and scale increase
18:00 — Margin control, quoting process, and job tracking
19:19 — The Excel tool that is still in use today
20:10 — The waterfall moment and reassessing profitability and ROI
21:37 — Allocating costs accurately and controlling labor drivers
25:39 — Hidden pricing issues like overtime and holiday rates
27:00 — Capital acquisition planning and fleet growth
30:22 — Budgeting, quarterly reevaluations, and growth planning
32:45 — Another growth milestone and the need to revisit pricing and coverage
35:07 — Valuation as a gut check and strategic pivot
37:32 — Narrowing focus, trimming offerings, and preparing for partnership
39:56 — The role of Sheri’s team and the importance of responsiveness
42:19 — The risk side of entrepreneurship and putting it all on the line
44:42 — Industry overview and why operations are complex
49:24 — Diversification, client mix, and sustainable growth
51:35 — Final lesson: time manage growth and build realistic projections
53:48 — Closing thoughts and preview of KPIs and dashboards in the next episode

Mentioned Resources

What is next

If this episode resonated with you, share it with a fellow business owner or client who’s ready to turn structure into strategy. And don’t forget to follow R Readiness Lens for more conversations on business readiness, clarity, and growth.

 

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Episode 9: Financial Planning: The Growth Multiplier for Small Businesses With Guests Denise Hanlon and Jane Watkins

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Episode 7: Cash Flow Isn’t Profit (and Why That Matters)