Give Them The Pickle

Stop Creating Jobs, Start Building Businesses

What does it look like when someone goes from fixing and flipping houses in post-crash Las Vegas to co-founding a $165 million venture-backed real estate technology company — twice? This week, Stephanie and Zach sit down with Josh Stech, co-founder of Sundae, for one of the most framework-rich, intellectually honest conversations the podcast has ever produced. Josh brings the kind of clarity that only comes from building at scale: a 4S decision-making framework that diagnoses why most teams talk past each other, a gut-level philosophy on co-founding versus solo founding, and a warning about AI-driven marketing shifts that every real estate operator needs to hear right now. But underneath all the frameworks is something more personal — a guy who knows himself well enough to admit he needs a co-founder the same way he needs a gym buddy, who invests in the entrepreneurs that spin out of his companies rather than trying to stop them, and who believes the most dangerous thing you can tell yourself is that you don't need anyone else. Josh and Stephanie also go deep on what it means to compete from a place of passion versus a place of strategy, why the customer is the only filter that matters for innovation, and how to lead a team through the AI wave without losing their agency in the process. This one is packed. Key Takeaways * Most people don't build businesses — they create jobs for themselves. Josh's distinction is one of the sharpest in the episode: if your decision-making lens is "can I quickly turn this into active income for me," you're not thinking like a business builder. You're thinking like a self-employed person. The infrastructure, human capital, and discipline required to build at scale is a completely different game. * The 4S Framework: Sense, Seek, Solve, Start. When a team feels like it's talking past itself, it's usually because people are on different S's. Some want to jump straight to solving before anyone has asked why the problem exists. Some get stuck in sensing and never move. Naming which S you're on is one of the fastest ways to get a room aligned. * You can't sustainably beat someone who bleeds for the mission. Josh's take on passion versus strategy is unambiguous: even if you're smarter, better capitalized, and more operationally sophisticated, you cannot maintain a sustainable advantage over someone who actually cares about the problem. Passion is the only moat that compounds. * Solo founders may just be avoiding the hard work of collaboration. This is the most provocative idea in the episode — that some people convince themselves they don't need a co-founder not because they're built for it, but because recruiting collaborators and capital is hard, and it's easier to tell yourself you work better alone. * If you don't feel ahead on AI marketing, you're further behind than you think. Of the six Fs of real estate investing — find it, figure it, fund it, fix it, fill it, flip it — Josh believes the "find it" piece is about to be completely transformed by the shift from search to discovery. Operators who aren't actively ahead of this curve are already falling behind. Left Main is more than just a CRM, it's an end-to-end Real Estate Investment operations solution to run your company as an actual business with sales systems embedded. Want to find out more, book a call today, leftmainrei.co or whosinchargepodcast.com/home

More Problems, More Revenue, More Happy

What does it actually look like when a company turns the corner — not from a highlight reel moment, but from the slow, unglamorous work of facing what you've been avoiding? In this solo episode, Stephanie and Zach pull back the curtain on what's working right now in both Better Path Homes and Left Main REI. No guests, no polish — just a raw, honest conversation about burnout disguised as boredom, the three hires that changed everything, and why doing 10x turned out to be dramatically easier than trying to double. Zach opens up about something most CEOs won't admit: he knew exactly what it would take to grow his sales team — and he simply didn't want to do it. Stephanie unpacks why that's more common than anyone talks about, and how the right operations support doesn't just fix a business problem, it gives a leader their identity back. Along the way they get into AI as a distraction versus a force multiplier, the gold rush mentality that's pulling entrepreneurs off their core mission, and the Left Main product releases that have been two years in the making. If you've ever felt like you were drifting from your own company — or secretly hoping the pain wouldn't get bad enough to force a change — this episode is going to hit different. Key Takeaways * Knowing what to do and wanting to do it are two different problems. Zach's honest admission — that he knew how to grow the sales team and chose not to — is one of the most underdiagnosed growth killers in entrepreneurship. Pain is the motivator. Don't wait until it's catastrophic. * Operations support isn't a luxury, it's the unlock. The shift at Better Path didn't come from a new strategy. It came from three key hires — a COO, a Revenue Operations lead, and a Sales Operations manager — that gave Zach the room to operate in his zone and show up with energy again. One operations hire is never enough. * AI is the new logo design rabbit hole. Spending weeks building an AI tool instead of closing deals is the 2026 version of spending weeks on a business card instead of making calls. AI should make you more effective at the one thing you're already doing — not distract you into building a product you don't need. * Completion is the revenue. Zach's 80% clean room analogy lands hard: in business, an uncompleted task doesn't pay. Focus isn't just about choosing the right thing — it's about committing to it all the way through, not until the next shiny object appears. * Measure backwards before you spiral forward. Stephanie's moment of overwhelm — am I doing enough for the podcast, the companies, the kids, the marriage — is universal. The antidote isn't doing more. It's stopping to look at what actually got done and giving yourself credit for the distance traveled. Left Main is more than just a CRM, it's an end-to-end Real Estate Investment operations solution to run your company as an actual business with sales systems embedded. Want to find out more, book a call today, leftmainrei.co or whosinchargepodcast.com/home

No One Is Coming to Save You

What happens when two people who started as business partners — and not even friends — end up building one of the most solid entrepreneurial marriages in real estate? This week, Stephanie and Zach welcome Matt Theriault of Epic Real Estate and his partner Mercedes Torres for a double date conversation that gets refreshingly honest about ego, adaptability, and what it actually means to be a team. Mercedes admits Matt couldn't stand her when they first met. Matt admits he's been married and divorced twice before. And together, they share the one distinction that changed everything: when you love someone, why would you ever want them to lose just so you can win? What unfolds is a masterclass in partnership under pressure. Matt and Mercedes open up about the five hardest years of their business lives — COVID wiped out their thriving live events company almost overnight, and they spent two years hoping it would come back before finally accepting it wouldn't. What pulled them through wasn't a strategy. It was the same thing that built their relationship in the first place: complementary strengths, zero tolerance for "I told you so," and the discipline to focus on one thing when everything felt like it was falling apart. From eight throw pillows arranged in exactly the right order to the real reason employees stay on a team for a decade — this episode is packed with the kind of wisdom that only comes from going through the fire together. Left Main is more than just a CRM, it's an end-to-end Real Estate Investment operations solution to run your company as an actual business with sales systems embedded. Want to find out more, book a call today, leftmainrei.co or whosinchargepodcast.com/home Key Takeaways * Stop trying to win the argument. Matt's reframe is simple and devastating: if you love someone, why would you want them to lose? The moment he heard that, he called Mercedes and squashed a days-long argument immediately. Needing to be right is a relationship liability — in marriage and on your team. * Peers make the best partners. Matt and Mercedes saw each other as equals from day one — not romantically, but professionally. That peer-level respect meant their strengths and weaknesses were treated as assets, not ammunition. Whether you work together or not, how you position your partner in your mind shapes everything. * Swim in your own lane — by design. Mercedes made a deliberate choice early: separate offices, separate drives to work, separate domains. Not because they didn't trust each other, but because she refused to get sick of her husband. Intentional boundaries aren't distance — they're protection for the relationship. * No one is coming to save you. Matt's most honest moment: they had plenty of friends offering sympathy and pats on the back during the hard years. None of it improved the situation. At some point you stop waiting for the storm to pass and start building in the rain. * Humility is a strength, not a weakness. Mercedes calls it out directly — vulnerability and humility get mistaken for weakness constantly. But the leaders whose teams stay for ten years, whose partners still choose them after 17, are the ones who can say "I don't know" and "you take this one" without it costing them their identity. Left Main is more than just a CRM, it's an end-to-end Real Estate Investment operations solution to run your company as an actual business with sales systems embedded. Want to find out more, book a call today, leftmainrei.co or whosinchargepodcast.com/home

Are you the same person at home and at work?

Eric Brewer is a name that real estate investors recognize — but this episode isn't about the deals. It's about what happens behind the billboard. This week, Stephanie and Zach sit down with Eric and his wife Sonia for a rare, unfiltered look at the relationship that has quietly anchored one of the most recognized names in REI. It starts with a bar, a rejected tip, and a woman who had zero interest in skipping the line for anyone — and it evolves into one of the most honest conversations we've had on this show about what it actually takes to build a life and a business at the same time. What unfolds is a master class in the kind of personal development that doesn't come from a book. Eric opens up about the pivotal moment he realized his toxic habits would cost him everything he'd built at home — and the deliberate, unglamorous steps he took to change course. Sonia shares what it looked like to watch that transformation from the inside, and why she never loved the younger version of Eric as much as she loves who he is today. Together, they reveal the one piece of advice that every entrepreneur building something with a partner desperately needs to hear: the people at work should say the same things about you that the people at home do. If there's a gap, something's broken — and it's worth fixing. Left Main is more than just a CRM, it's an end-to-end Real Estate Investment operations solution to run your company as an actual business with sales systems embedded. Want to find out more, book a call today, leftmainrei.co or whosinchargepodcast.com/home Key Takeaways * Character alignment is the real work-life balance. Eric's core insight — that your colleagues and your family should describe you the same way — reframes balance from a scheduling problem into an identity problem. If you're exhausting your best self at the office, you're not leading at home. You're just occupying space. * Fail forward, then fail forward again. Sonia's lived example is the proof: navigating airports alone with five kids felt impossible when she had two. The confidence to handle anything isn't given — it's built through every mess you survive. Don't wait to feel ready. Get the reps. * The partner who holds the line is the greatest asset you have. Sonia didn't chase Eric out of his self-destructive phase — she communicated her non-negotiables clearly and let him decide. That boundary, held with love and patience, was the catalyst for his most important growth. Leaders in business know this instinctively: guardrails drive performance. * Children are a forced personal development program. Eric and Sonia return to this theme repeatedly — each child, each stage, each chaotic Wednesday is a live training exercise in communication, patience, creativity under pressure, and leading without all the answers. The skills transfer directly to any transaction, negotiation, or team you'll ever manage. * Over-communicate before you under-deliver. Both Eric and Sonia agree: the tendency to assume your partner knows what you need is the single most expensive habit in a marriage and a business. Speak it plainly. Ask for help directly. The alternative — hoping someone reads your mind — has a 0% success rate. Left Main is more than just a CRM, it’s an end-to-end Real Estate Investment operations solution to run your company as an actual business with sales systems embedded. Want to find out more, book a call today, leftmainrei.co or whosinchargepodcast.com/home [https://www.google.com/search?q=https://whosinchargepodcast.com/home]

The Revenue Ceilings Nobody Talks About

Most entrepreneurs hit a wall and assume something is broken. The revenue stops growing, the team feels chaotic, and no matter how hard they push, nothing moves. What Zach and Stephanie Betters know — after 12 years of building real estate investment and SaaS businesses — is that hitting a ceiling isn't a sign you're failing. It's a sign you've graduated. In Episode 10 of Who's In Charge?, Stephanie maps out the exact revenue ceilings every REI operator will face — $1M, $3M, $5M, $10M, and $15M — and more importantly, the specific milestone that unlocks each one: proof of concept, funnel mastery, people and redundancy, data depth, and strategic business development. This isn't theory. It's the hard-won framework from operators who have lived every stage. But the real thread running through this conversation is personal. Zach opens up about a difficult moment of self-reckoning — the realization that he skipped the manager stage entirely, coasting on Stephanie's operational strength until the cracks became impossible to ignore. It's a rare and honest admission that will resonate with any entrepreneur who has ever led with vision but struggled with execution. This episode is ultimately about who you have to become — not just what you have to do — to break through each ceiling. Because your business will only grow as fast as you do. Left Main is more than just a CRM, it's an end-to-end Real Estate Investment operations solution to run your company as an actual business with sales systems embedded. Want to find out more, book a call today, leftmainrei.co or whosinchargepodcast.com/home Key Takeaways * The ceiling defines the cure. Each revenue threshold — $1M, $3M, $5M, $10M, $15M — requires a completely different skill set to break through. Hustle gets you to the first million. Mastering your funnel gets you to three. People and redundancy get you to five. You can't skip the order. * Two is one and one is none. Single points of failure in any department — especially sales — will cap your revenue ceiling and drag leadership back into gap-filling. Build redundancy before you need it, especially in sales, where team energy and competition are critical to consistent performance. * You can't manage what you can't see. Funnel visibility isn't a luxury — it's the diagnostic tool that tells you which lever to pull. Without it, you'll optimize a $100 problem while ignoring a $30,000 one. A centralized system with real-time dashboards isn't optional at any stage. * Most businesses die of indigestion, not starvation. At the $10M ceiling, the temptation is to expand into new markets and go wide. The actual move is to go deep — master your data, tighten your efficiencies, and say no to everything outside your core genius zone. * Your business grows to the level of its leadership — and not a dollar more. At every ceiling, the person in charge must evolve. The producer becomes a manager. The manager becomes a leader. The leader becomes a strategist. Imposter syndrome at each stage isn't a red flag — it's confirmation you're in the right place. Left Main is more than just a CRM, it’s an end-to-end Real Estate Investment operations solution to run your company as an actual business with sales systems embedded. Want to find out more, book a call today, leftmainrei.co or whosinchargepodcast.com/home [https://www.google.com/search?q=https://whosinchargepodcast.com/home]