Coaches Breaking Through, With Chase Tolleson

If you’ve ever reached a goal and felt… nothing, this one will hit close to home. We start with Antonio Machado’s poem about the traveler who makes the path by walking, then use it to shine a light on a problem I see constantly in the coaching and entrepreneur world: people building impressive businesses on someone else’s blueprint, then waking up to realize they’re farther from themselves than ev...

Tired of performing online while your business feels heavier by the month? We go straight at the quiet problem behind forced sales and content that rings hollow: borrowed identity. The coaching space rewards imitation in the short term, but the long-term cost is real—resentment, shaky revenue, and a life you’re not present for. Instead of louder tactics, we offer a path to congruence that your aud...

We call out the trap smart coaches fall into: mistaking insight for change and using knowledge to avoid feeling. We share a four-step process to clear the charge in your body so pricing, content, and boundaries become easy and clean. • the cost of intellectualizing emotions in business • why naming a pattern isn’t releasing it • how scarcity stories shape prices and boundaries • a detailed client...

We trace the rise of online coaching from pre-2015 roots through the COVID surge to today’s crowded market, then show why stale, scripted content fails and how real authenticity creates demand. We share client stories, name the hidden costs of constant noise, and extend an invitation to build from resonance, not fear. • origins from Navy and gym ownership to online coaching • COVID-driven migratio...

What happens when two veteran coaches toss the script and follow the breath? We start with light banter and end up charting a practical map for getting out of your head: change your words, slow your breath, and watch your body resolve what thought alone can’t. Along the way we call out doomscrolling, the guru trap, and the quiet ways coaches accidentally create clients who won’t act without orders...

The first time you hit a big revenue milestone, you expect relief. Instead, the noise gets louder. We pull back the curtain on why $10K, $50K, even $100K months don’t deliver the peace they promise and how the nervous system, not another tactic, decides whether success feels safe. Rather than prescribing more frameworks, we get honest about the inner chaos that grows when we avoid our own stories...

Whoops, recorded using Riverside's mac app for the first time and forgot to select the nice mic. Good, this one is supposed to be real and raw We challenge the myth that pain must power success and lay out a clear path to drop destination addiction without losing your drive. We show how old stories wire anxiety into business, and how feeling fully can unlock calm momentum and real freedom. •...

What if the louder you get, the further you drift from who you are? We pull apart the modern performance of authenticity and look at the quieter kind—the kind you can feel in your body before you can explain it. From entrepreneurs chasing bigger numbers to outrun a noisy mind, to near-death clarity that strips identity down to signal, we map a path out of compulsion and into coherence. We start wh...

If “more” hasn’t fixed the nagging noise in your business, this conversation will. We take a scalpel to the side hustle myth, unpack how shiny objects quietly siphon momentum, and show how saying an enlightened no creates the space for compounding wins in your main thing. From a funny algorithm detour to a sobering HVAC investment story, we dig into the real cost of split focus and the unexpected...

What if the loudest driver behind your biggest months is the same force pushing you toward burnout? We pull back the curtain on the uncomfortable truth many high-earning coaches face: you can’t out-earn the noise in your head. The ads can be dialed, the offer sharp, the social proof stacked—and yet the climb to $40k or even $175k months still ends in a crash when the view from the top doesn’t quie...

Stop polishing the lead magnet and start becoming the version of you who can actually scale. We walk through the real levers behind 5K, 20K, and 50K months for online coaches, and none of them start with a fancy funnel. They start with identity shifts that unlock simple math, consistent sales, and leadership that builds durable systems. First, we break the 5K barrier by getting blunt about action....

Ever feel like you’re doing all the “right” things—journaling, cold plunges, perfect morning routines—yet your business won’t move? We unpack why so many coaches copy the mountaintop lifestyle from the valley and then wonder why nothing compounds. The habits people celebrate at the peak rarely built the peak. The climb did. We dig into the psychology of comfort, why intuition often signals safety...

Ever feel torn between going deep into self-work and building something that actually touches lives? We unpack a third way: take the wisdom from the mountaintop and bring it back to the marketplace, where a business becomes both your vehicle for service and your clearest mirror. Together we explore how “magnetic brands” aren’t born from louder tactics, but from subtracting internal noise so your r...

Burnout prevention coach Brennan Hillery shares his journey from opiate addiction and corporate burnout to helping high achievers create sustainable success that aligns with their authentic selves. • Brennan helps externally successful but internally miserable high achievers stop feeling consumed by work • Three burnout archetypes: the avoider, the overachiever, and the people pleaser • How childh...

Ever been told you're "ahead of the market" and felt both validated and frustrated at the same time? That tension between seeing solutions others don't recognize yet and wanting your business to succeed now is the entrepreneurial tightrope many visionaries walk. I share my journey of receiving that exact feedback from successful mentors like Angelo Cisco, who recognized what we...

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The journey of creating a truly effective offer is nothing short of a spiritual transformation that demands we leave our egos at the door. Are you struggling to attract clients despite knowing your coaching can transform lives? The answer might lie in your resistance to meeting clients where they actually are. Through raw, personal examples from my fitness career, I share how I initially dreamed o...

I've been a massive hypocrite in my business in two critical ways that cost me over half a million dollars in the last decade. • Claiming I had mindset breakthroughs to avoid uncomfortable growth opportunities • Using my coaching knowledge to convince myself I didn't need outside help • Investing in mentors and programs now because I recognize no coach can coach themselves effectively  •...

These are the things that nobody talks about when it comes to building a coaching business, or business in general. It's not the systems that hold us back and make us resent our business, it's the stories. It's the voice in our head that says "you don't deserve this" or "it's not safe being seen" So you play small. Try to fit in. Sell what everyone else...

What fire stirs deep in your soul? What change are you truly meant to deliver to the world? These questions form the foundation of authentic coaching, but there's a crucial disconnect that many passionate coaches face when trying to build their practice. The truth is stark yet liberating: while you might be passionate about "raising collective consciousness" or helping people "...

Ready to Rewrite Reality? Click here

Ready to Rewrite Reality? Click here

Ready to Rewrite Reality? Click here

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Lyssa Scott is a creative genius, the content queen, and a brand-building powerhouse. I've had the honor of getting to know Lyssa over the last two years. In 2024 we linked up to co-create two different masterminds and I have had the pleasure of getting to be her coach through Q1 of 2024... giving me a front-row-seat to the absolute MAGIC that she has been riding. Lyssa is operating in her zo...