In this celebratory episode of The Road Less Traveled, Tiffany Rosenbaum shares the raw truth behind recently hitting major company goals at Rosenbaum Realty Group—doubling managed doors and scaling to new heights in 2025. She dives into the real, no-fluff actions it took: mindset shifts, tough decisions, daily disciplines, identity changes, and consistent execution that turned vision into reality. Perfect for entrepreneurs and business owners ready to stop dreaming and start delivering—listen now for the unfiltered roadmap to smashing your own goals.

Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!

With deep industry roots (Lacy brings over a decade in property management, real estate brokerage, and local leadership; Alex adds veteran experience in business development and ethical marketing), they launched ClearLead to deliver transparent, results-driven SEO, content marketing, local search optimization, website design, and reputation strategies that actually generate qualified owner leads and portfolio growth — no fluff, just clear wins.

Tiffany dives into the realities of digital marketing in property management: navigating Google updates, building trust as the new ranking factor, creating conversion-focused content, mastering local SEO, and turning online visibility into sustainable business growth in 2025 and beyond. They share practical tactics for small to mid-sized PM companies to stand out, attract better clients, and scale confidently.

Ideal for property managers tired of generic agencies, seeking measurable ROI from SEO, or ready to level up their digital presence.

Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!

Amoura (CEO, education & strategy expert) and Avery (marketing & design veteran) share how they blend their talents to deliver full-service branding, content strategy, social media, digital campaigns, and custom professional development workshops for purpose-driven businesses, nonprofits, and entrepreneurs.

Tiffany explores the realities of sibling entrepreneurship, building inclusive brands, creating high-impact marketing systems, and scaling with intention while staying authentic. Packed with practical tips on brand clarity, audience connection, project management, and legacy-building.

Perfect for entrepreneurs wanting stronger marketing, clearer vision, or inspiration from women-led success stories.

Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!

Ben shares his journey from roles in property management software and high-level customer service to building a leading consulting firm that has transformed operations for over 200 property management companies across North America. Through his innovative Processes Made Simple approach, Ben helps business owners streamline workflows, implement powerful automations (especially in tools like LeadSimple), foster team accountability, and create scalable systems that reduce chaos and free owners to focus on true growth.

Tiffany and Ben dive deep into the real challenges property managers face today: from inefficient processes that hold teams back, to building a process-driven culture that unlocks profitability and sustainability. Whether you're a property management professional looking to scale without burnout, an entrepreneur seeking operational clarity, or someone passionate about turning systems into superpowers, this conversation is packed with actionable insights, real-world success stories, and inspiration to take your business to the next level.

Tune in for practical strategies, mindset shifts, and a reminder that the right systems don't just support your business — they help it thrive independently.

Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!

Host Tiffany Rosenbaum speaks with Mindee Chidester, co-founder of The Plastics Clinic + Spa, a Draper, UT-based practice now powered by multiple board-certified surgeons that generates low-seven-figure revenue through a lean, referral-only model—no ads, no employees beyond essentials, and a 4–6 month waitlist. Mindee details the 2025 evolution: repositioning as a surgeon-adjacent hub with a referral flywheel replacing all marketing (90% consult conversion). Drawing from TikTok/Instagram traction (87K+ followers on educational, team-focused content), this is a blueprint for high-margin scarcity in aesthetics—proving collaborative restraint outperforms solo hustle.

Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!

Host Tiffany Rosenbaum sits down with Stephen Fox, the founder of Upkeep Media, a remote-first marketing agency that grew from a one-man operation into an industry quiet giant serving some of the biggest names in property management—all while Stephen intentionally keeps the company lean, profitable, and 100% bootstrapped. In a warm and unguarded conversation, Stephen traces his path from burnout in corporate real estate to betting everything on content, community, and relationships over paid ads and aggressive scaling.

He opens up about designing a business that gives him time for family and adventure instead of endless hustle, why he still answers customer support tickets himself, the counterintuitive growth strategies that doubled revenue without doubling headcount, and how saying "no" more often than "yes" became his greatest competitive advantage. If you've ever wanted to build something successful that doesn't slowly destroy the rest of your life, Stephen's story is proof that slower, smaller, and more intentional can quietly outperform the loud race everyone else is running.

Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!

In a refreshingly candid conversation, host Tiffany Rosenbaum sits down with John Gillespie, partner and CIO of Gallacher Capital, a low-profile investment firm that has been managing client wealth for over 30 years. John shares the principles behind their disciplined, conviction-driven approach, how they identify opportunities, and why they prioritize alignment and capacity over growth for growth's sake.

With disarming honesty, he reflects on the trade-offs of running a boutique operation in an industry obsessed with scale, the role patience and temperament play when others are panicking, and what almost two decades of managing wealth has taught him about risk, responsibility, and the accountability that comes with long-term decision-making. Far from the usual Wall Street bravado, this is a grounded, thoughtful look at what it really takes to stay independent and consistently deliver results when most of the incentives point the other way. If you're curious about disciplined, long-term thinking in an era of short-term noise, this episode is one you'll revisit often.

Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!

In this heartfelt and transformative episode of The Road Less Traveled, host Tiffany Rosenbaum welcomes Thomas Patrick Klein, the visionary founder of The Animal Alliance—a U.S.-based 501(c)(3) nonprofit born from a raw encounter with animal suffering during global travels in 2023 alongside co-founder Maggie Chahoud. Drawing from a childhood sanctuary of rescued cats and dogs that ignited his lifelong empathy, Thomas shares how he channeled entrepreneurial grit from building Asheville's top landscaping firm into a global mission: funding spay/neuter surgeries across Latin America, powering rescue and rehabilitation efforts, and igniting education campaigns to end premature euthanasia and stray overpopulation, ensuring every animal claims their right to a joyful life.

From dismantling the myths of "disposable" pets to the profound lessons in vulnerability, purpose, and cross-species compassion that reshaped his own path from business success to soul-deep advocacy, this conversation uncovers why true freedom means amplifying the voiceless—even when it demands upending your world. If you've ever questioned how to align ambition with heart or wondered what it takes to build a legacy of quiet revolution, Thomas's story is the compassionate call to action you've been craving

Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!

In this raw episode of The Road Less Traveled, host Tiffany Rosenbaum sits down with entrepreneur and self-described "professional troublemaker" Paul Stratton for a no-holds-barred conversation about walking away from a soul-crushing corporate career, getting canceled (twice), rebuilding from rock bottom, and deliberately building a life and multiple seven-figure businesses outside the system—often in direct defiance of conventional wisdom. Paul shares the mindset shifts that turned financial ruin into freedom, why "playing it safe" is the ultimate risk, when and how to blow up your life without regret, and his provocative truths on work, money, relationships, and personal sovereignty that most people aren't ready to hear.

Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!

In this heartfelt and empowering episode, host Tiffany sits down with Kimberly Bradshaw—passionate founder and owner of Flower Child Adventures, a transformative program dedicated to helping children, families, and individuals master emotional self-regulation through fun, accessible tools like yoga, breathwork, meditation, and mindfulness practices.

Kimberly opens up about her inspiring journey as a single mom of three who turned personal challenges into a mission of healing and growth. From launching after-school programs in Arizona schools to dreaming of statewide expansion with summer camps and in-school workshops, she shares the joys and hurdles of building a business that teaches kids (and adults!) coping strategies for life's stressors—fostering self-awareness, resilience, and inner peace in an overwhelming world.

Dive into real-talk on overcoming setbacks (including her courageous breast cancer battle), the power of play-based learning for emotional health, tips for parents introducing mindfulness at home, and how Flower Child Adventures is sparking joy and calm in young hearts across communities. Whether you're a parent seeking tools for your kids, an educator looking for fresh ideas, a wellness enthusiast, or someone navigating your own emotional adventures, Kimberly's story is a beacon of hope and practical wisdom.

Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!