Reducing Context Shift with AI and Processes

In this episode of Head, Heart, and Boots, Brandon and I sit down for a raw, unfiltered look at the last 60 days - the travel, the pressure, the wins we haven’t slowed down to celebrate, and the realities of running two fast-moving companies at the same time. We talk about what it feels like when your business hits a streak of negative momentum, how long it takes to turn the ship, and why even small signs of stabilization matter more than you think.

We get into the personal side, too - the exhaustion of constant context-shifting, how hard it’s been to hold routines together, and what we’re learning about rest, recovery, and leadership when everything speeds up at once. From supporting two teams across time zones, to protecting focus, to the conversations that are shaping our 2026 planning, this is a behind-the-scenes look at the real rhythms of entrepreneurship.

Hope you enjoy.

Chris

Why You Should Listen

[00:01:20] What the last 60 days looked like inside two growing companies - and how to recognize when negative momentum starts, stops, and finally stabilizes

[00:03:49] Why celebrating wins matters (even when you’re exhausted) and how missing those moments creates long-term burnout for founders and teams

[00:07:26] The truth about routines under pressure - how travel, growth, and leadership demands quietly erode the habits that keep you grounded

[00:24:13] How “context shifting” destroys focus, drains leaders, and impacts entire organizations - and why reducing it may be the key to a healthier 2026

[00:38:47] A candid look at stress, mental resets, and the tools leaders are turning to - from saunas to silence to psychedelic therapy

Did you know...

Only 30% of businesses listed for sale actually find a buyer? Even more striking, just 10% of those sell for the price their owners anticipated or higher, meaning only 3% of all business owners achieve their desired sale price. By focusing on understanding and enhancing your enterprise value, you can significantly boost your chances of joining that successful 3%.

Business Health & Value Assessment

Start Assessment Know Your Enterprise Value. See Your Potential Gaps.

Complete this assessment in less than 15 minutes and receive a free assessment for your business that includes:

• A Lite Valuation Of Your Business
• Your Value Multiplier Per Your Industry
• Health Assessment Per Our PYB Methodology
• Business Value & Growth Roadmap Tailored For You
• Value Acceleration Strategies

Spotlight on Floodlight: Your Secret Weapon for Sales & Scaling

This isn’t a paid plug. It’s real talk from the front lines. If you’ve ever thought, “How do I get a VP-level sales leader or even a sales team without hiring full-time?” Floodlight has the answer.

Fractional Sales Leadership

• They act as your outsourced VP of Sales, taking full responsibility for training, managing, and growing your sales team. No six-figure hire needed.

• Clients often close 20 to 50 percent more deals within six months, thanks to data-driven coaching, CRM setup, scripts, and performance reviews.
  More at floodlightgrp.com/sales

Commercial Sales MasterCourse

• A self-paced, video-driven B2B sales course designed specifically for restoration teams. Perfect for building commercial revenue and getting free from TPA handcuffs.

• Covers mindset, prospecting, pipeline building, LinkedIn lead generation, and includes a $250 discount with code SALESBOOST.
  Details at floodlightgrp.com/courses

Tailored Consulting & Coaching

• Floodlight’s Propel Your Business methodology offers a full-circle roadmap: financials, sales, marketing, leadership, recruiting, productivity. All built for contractors.

• These aren’t “life coaches.” They’re former restoration owners who’ve lived the chaos and know how to scale out of it.
  Explore more at floodlightgrp.com

Live Training, Tools & Strategic Partnerships

• Floodlight also delivers live onsite and virtual training, keynote speaking, and leadership tracks covering operations, project management, and strategic growth.

• Bonus: They’ve vetted tools like Xcelerate, Liftify, and Sureti. Floodlight clients get access to exclusive discounts on tech that actually moves the needle.
  See all partnerships at floodlightgrp.com/partners

Why it matters for you as a listener

• You don’t need to figure this stuff out alone.

• If you’re serious about sales growth, operational clarity, exit readiness, or leadership development, Floodlight is already helping folks like you scale smarter.

• And you get it from industry insiders. People who’ve sat in your chair, survived the fires, and built systems that actually work.