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Welcome to a milestone moment Episode 300 of To The Point Home Services! 🎉
In this special episode, Chris sits down with someone who has been part of RYNO since day one (and who originally didn’t even want this podcast to exist): Anna Yano.
This isn’t your typical industry interview. Instead, Chris and Anna open up about the real journey behind building, growing, and transforming RYNO Strategic Solutions including the hard lessons learned through private equity, mergers, leadership challenges, cultural shifts, and rebuilding a company after major change.
Whether you're a contractor, entrepreneur, or leader navigating growth, uncertainty, or organizational change, this episode is full of honest, applicable takeaways.
This is one of the most honest and insightful episodes we’ve ever recorded.
00:00 — Intro & Episode 300 Celebration
01:00 — Why Anna is the guest (finally)
01:40 — What this episode will really be about
02:00 — Shared journey & business lessons from marriage + entrepreneurship
03:00 — Private equity, leadership, and systems: how it all changed
04:20 — RYNO’s performance today vs. what it took to get here
05:00 — Contractor outlook for 2026
06:00 — Operational efficiency & reporting breakthroughs
07:00 — AI in CSR and why contractors should pay attention
08:00 — Working with Avoca & the future of booking
09:00 — Lead aggregation, filling call boards & new opportunities
10:30 — Why brand, trust, and OTT matter in low-demand economies
12:00 — The merge with Blue Corona: expectations vs. reality
14:00 — Process breakdowns, finger-pointing, and fixing integration mistakes
16:00 — Culture collapse & negative NPS: the turning point
18:00 — Private equity lessons no one talks about
21:00 — What Anna would do differently in a sale
22:30 — Why not everything was in their control
25:00 — Taking back leadership of the company
27:00 — Rebuilding teams, expectations & processes
30:00 — Change fatigue and how to lead through it
33:00 — Is RYNO “back”? What the future looks like
35:00 — How the journey changed Anna as a leader
38:00 — What Chris learned about himself
40:00 — Partnership growth: what changed & what stayed true
43:00 — Closing thoughts
(If you want these timecodes refined after you upload the full audio, I can match them precisely.)
If this episode resonated with you, especially the raw and honest parts about leadership, challenge, and rebuilding drop a comment below.
We’d love to hear your story.
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