Courage & Clarity

Steph Crowder

These spirited conversations give us a peek behind the curtain and share what it really takes to earn an independent living doing something you love. Add one part grounding inspiration to one part tangible tactics and you've got this podcast: a unique way to catch insights that really work from successful female entrepreneurs. These real, honest stories will help you find the courage and clarity to go after what you love!

  1. 4d ago

    212: "The Ick Test": 1 Step to Go From Gross to Aligned Selling

    In this episode, Steph unpacks the "ick": that visceral, gross, out-of-alignment feeling that creeps in when you're selling, and walks through the single shift that turns it around. She breaks down the three specific moments where the ick shows up most (reaching out to your warm network, crafting your "what do you do?" one-liner, and sitting on a sales call wanting the client so bad), the one thing that's always happening when the ick hits, and how moving the spotlight off yourself and onto the person you're serving can completely change the energy of every sales conversation you have. What You'll Hear In This Episode A Q4 update: wrapping up the First Clients Fast Track with 41 new clients (plus mastermind clients), the upcoming first-ever mastermind client event, and what's changing about Year on the Wall 2027 (now a 3-day virtual event, Dec 1-4)The difference between healthy discomfort (the nerves of clicking send on a scary email or pitching yourself for a podcast you'd die to be on) and the ick, which feels grabby, desperate, and out of your integrityThe concept of "desperation breath" she learned from her Groupon sales training days, and why both sides of a desperate conversation can feel it radiatingThe client who ping-ponged between forcing herself to reach out to friends and avoiding it entirely with busy work, and how she admitted, "I can only do that so many times before I just feel like I have to take a shower"Why every time the ick shows up, the same thing has happened: "You've made it about yourself. That's it."The friend who kept trying to come up with a clean, tight one-liner for conferences, only to realize, "The one-liner I'd been craving was never for them. It was for me."The sales call where Steph wanted a dream client so badly she slipped into grabby energy, was the only prospect she didn't close that round, and how reaching out from a place of total service months later landed the clientThe "medicine in your pocket" analogy: "You're walking around with the medicine in your pocket, and there's people dying in the street, and you're like, 'Well, I don't wanna swoop in and make it about me.' Give them the medicine."The dating analogy: sitting at the bar batting your eyelashes hoping they'll come over versus having the courage to make the first move with curiosity and saying, "Hey. I think we should talk."The Ick Test as a gut-check for every sales moment: are you giving cool, service-minded, helper energy, or desperation, "this has to work," me-me-me energy?Why service-based selling will change your life, and the moment clients light up and say, "Oh my God. Yeah, that's right. That's all that's happening is I'm thinking about myself."✨ Year on the Wall 2027 | $47 December 1–4, 2026: now a 3-day virtual event (plus a bonus day). Link coming soon, mark your calendar now. ✨ Sold Out Group Programs Join the waitlist: https://stephcrowder.com/mastermind Connect with Steph Instagram: @heystephcrowder

  2. Sep 21

    211: From 6 to 41 (How I Turned Around a Failing Launch)

    In this Walk & Talk style episode, Steph breaks down the real numbers and the real mindset shift behind a launch that started with just six sales and ended with 41 paying clients for her 30-Day First Clients Fast Track. She walks through the exact moment she almost canceled the whole offer, the "driver swap" that changed everything, and the specific strategic moves (the webinar, inviting mastermind clients in, the email rallying cry) that carried it the rest of the way. What You'll Hear In This Episode The backstory on the First Clients Fast Track: how it started as an internal 30-day on-ramp for her mastermind clients before becoming a public $197 offerThe moment six sales came in against a list of over 4,000 people, and her first instinct: "I'm so embarrassed. I wanna cancel this."The mindset shift that changed the whole launch, swapping the thought "nobody wants this" for "they don't get it"Why she believes "money is money" and people don't buy what they don't understand, no matter the price pointHow inviting mastermind clients into the fast track turned six people into a party of 21 before she even opened the webinarThe live webinar where 15 people bought on the spot, including someone who logged on with 3 minutes left, said "I still don't get it," got the full pitch again, and bought anywayThe Post-it note exercise she used to get into gratitude for her first six clients instead of chasing moreWhy she believes launches should be run from the energy of your most excited, most ready client, not from fear of the ones who might be scaredHer "court case" framework for managing a brain that's only showing you the bad evidenceThe quarterback analogy for knowing when to swap out the driver in your own launch✨ Year on the Wall 2027 | $47 December 1–4, 2026: now a 3-day virtual event (plus a bonus day). Link coming soon, mark your calendar now. ✨ Sold Out Group Programs Join the waitlist: https://stephcrowder.com/mastermind Connect with Steph Instagram: @heystephcrowder

  3. Sep 17

    210: How to Prepare for Rapid Success (Strategy vs. Mindset, AI vs.Original Thought, & Winning in This Era)

    Steph unpacks a pattern she's watching play out in real time: the online business world skipping mindset work in favor of pure strategy, and why that's setting people up for the same crash she lived through after her own rapid success in 2020-2021. She makes her case using a driver/car analogy, digs into her complicated feelings about AI from both sides of the fence, and lays out the punchline: for every strategy or AI skill you build, you need a corresponding mindset skill to counterbalance it. What You'll Hear In This Episode Why this moment in 2026 feels like an echo of 2020 -- the same rush-to-strategy pattern, just with AI instead of a pandemicThe story of Steph's first rapid success with her mastermind (then called The Messy Middle) -- going from $997 courses to $3,900 clients almost overnight, and why she wasn't ready to hold itWhat led her to shut down her business, lose 200 podcast episodes, and step away entirelyWhy unchecked mindset is "literally like your tween daughter is hijacking the car"Her honest take on AI from both sides, for people scared of being left behind, and for people who've become so reliant on AI they can't think an original thoughtWhy she believes "when something is clearly AI, it does break the connection to the person" including her Pinterest ad and Instagram caption examplesHer prediction: "the very next wave is going to be connection"The punchline: "For every strategy or every AI skill that you build... you need a corresponding mindset skill to counterbalance it"Why she believes burnout comes from poor mindset, not from working too hardQuotable Moments "Rapid success will make you run away." "Strategy is driven by mindset. Mindset is the driver of the car." "You can have the fastest car in the world, but if a hijacker is driving it... it's going off a cliff." "AI can't prepare you for it. There's no $297 challenge for this." "It's one thing to get it. It's another thing to hold it." Reflection Questions From This Episode Are you balancing your strategy with mindset, or working almost entirely in one lane?If you're afraid of AI, is fear the one actually driving the car?If you rely on AI heavily, could you still produce your work without it?Are you preparing yourself to hold success, not just to get it?✨ Year on the Wall 2027 | $47 December 1–4, 2026: now a 3-day virtual event (plus a bonus day). Link coming soon, mark your calendar now. ✨ Sold Out Group Programs Join the waitlist: https://stephcrowder.com/mastermind Connect with Steph Instagram: @heystephcrowder

  4. Sep 9

    209: Improvise, Adapt & Overcome

    This week's episode is a different kind of story. Steph and her family spent Labor Day weekend at a YMCA family camp, something her husband grew up doing every year and always called one of his top childhood memories. Steph never fully understood why until she experienced it herself: no air conditioning in 100-degree heat, a drained pool, cold showers that couldn't touch the heat, and days built entirely around dining hall meals and outdoor activities. It was not her idea of a dream vacation... and that's exactly the point. In this episode, Steph shares what she took away from three days of discomfort, disconnection, and unexpected joy, and the framework she's now bringing into her business and her life: What's covered: Why Steph almost went into the weekend "taking one for the team," and the mindset shift that changed everythingThe difference between leaning in and standing on the sidelines with your arms crossed, and why that choice determines whether you actually get anything out of an experienceBonding through simplicity: what happens when cooking, cleaning, and decision fatigue disappear for three daysWhat three days with no phone service taught her about her own brainThe idea of "growing capacity," and why the conditions being hard didn't cancel out the goodCuriosity over judgment, and how pre-deciding you already know the ending (in a launch, a sales call, a project) quietly kills opportunityThe story behind the episode title: a camp program director, a locked box of marksmanship equipment, and the mantra she uses to stay calm under pressureThe Improvise, Adapt, Overcome framework, and how Steph is already using it with her own mastermind clients✨ Year on the Wall 2027 | $47 December 1–4, 2026: now a 3-day virtual event (plus a bonus day). Link coming soon, mark your calendar now. ✨ Sold Out Group Programs Join the waitlist: https://stephcrowder.com/mastermind Connect with Steph Instagram: @heystephcrowder

4.8
out of 5
165 Ratings

About

These spirited conversations give us a peek behind the curtain and share what it really takes to earn an independent living doing something you love. Add one part grounding inspiration to one part tangible tactics and you've got this podcast: a unique way to catch insights that really work from successful female entrepreneurs. These real, honest stories will help you find the courage and clarity to go after what you love!

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