05/05/2024
From $100 to 46 employees
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This conversation chronicles Stephanie Rayton's entrepreneurial evolution from a solo residential cleaning service (Sage Cleaning Company, then Mommy Mops) to a 46-employee janitorial company (Mops INC) serving commercial clients and vacation properties. Starting with $100 borrowed capital in Barry, Ontario, Stephanie left a stable salaried position with benefits to pursue entrepreneurship, driven by an "urge" she couldn't quiet. The COVID-19 pandemic forced a strategic pivot from B2C residential cleaning to B2B janitorial services, requiring her to intentionally release one-off clients before securing replacements. The discussion explores her people-first business philosophy, the challenges of scaling, impostor syndrome, work-life integration with three daughters, and the critical transition from working in the business to working on the business.
Key Insights: Universally Applicable Principles
On Strategic Pivoting and Client Selection: Growth sometimes requires releasing existing revenue streams before replacements materialize. Stephanie deliberately let go of long-term residential clients who didn't align with her company's new direction, despite the emotional difficulty and financial risk. This demonstrates that strategic transformation demands sacrificing comfortable stability for uncertain opportunity. The shift from B2C to B2B fundamentally changed her sales approach, negotiation style, and management requirements—proving that business model changes affect every operational layer.
The "You Never Rise to Your Dreams, Only Fall to Your Systems" Philosophy: Sustainable growth depends on documented processes, not aspirational thinking. Stephanie's company recently implemented 28 detailed processes covering everything from accounts payable to client communication protocols. Without systems, ownership becomes unclear and accountability disappears. This granular approach—documenting who receives invoices, where they're uploaded, how payments are marked—creates the foundation for scaling and replication. The rinse-and-repeat model only works when you've eliminated unnecessary elements and know exactly what's required.
The "Put the Mop Down" Principle: Founders must physically stop performing the service they sell to enable company growth. Stephanie cleaned houses 17 hours daily, sometimes completing five properties per day while her children waited in building entrances. A pivotal realization came from a cleaning podcast: your maximum possible revenue equals your available hours multiplied by your hourly rate. This ceiling remains absolute until you delegate. The transition took a full year of intentionally refusing to fill gaps when staff called in sick, forcing her to develop systematic solutions rather than becoming the perpetual band-aid. Working "in" versus "on" the business represents the fundamental difference between self-employment and entrepreneurship.
On Building People-First Organizations: The mission statement remained unchanged for five years: humans first. This isn't merely idealistic—it's strategic. Stephanie learned from employment counseling that job matching isn't primarily about capability, but about aligning management styles with individual needs. The company creates roles based on employee skill sets, promotes from within, and pays living wages. However, this philosophy requires brutal honesty about fit. When someone doesn't align with the culture, continuing the relationship serves neither party. The people who thrive become long-term sustainable employees, with their families integrated into the workplace community.
Network Building in New Markets: Without an established personal network, aggressive relationship-building becomes essential. Stephanie perfected her elevator pitch and shared her vision with anyone who'd listen. In smaller communities, being embraced requires active participation—attending small business center events, chamber networking functions, and always carrying business cards. The first $100 investment purchased phone minutes, cleaning supplies, and business cards, establishing the foundation for word-of-mouth growth. Strategic networking groups like SRT (meeting at 7 AM every Tuesday) provide consistent relationship-building opportunities, though the early timing tests commitment.
On Entrepreneurial Decision-Making Psychology: Two mindsets coexist in founders—the rational mind seeking stability and the risk-taking mind recognizing duty to create something. Stephanie's urge to start Mommy Mops grew so loud she stood up during a staff meeting and quit on the spot. This wasn't impulsive—it was the culmination of weeks of internal pressure. Surrounding yourself with other risk-takers matters because traditional, stable-minded people (even well-meaning ones) may not provide the encouragement needed. Her father, a serial entrepreneur who'd reached career stability, advised staying put. Her mother asked the defining question: "If money wasn't a factor, what would your decision be?"
The Financial Ostrich Phase: Early-stage entrepreneurs sometimes must avoid detailed financial analysis to maintain momentum. Stephanie admits playing "ostrich" financially for extended periods because confronting the numbers might have stopped her progress. Being solely accountable—without a partner requiring explanation before buying two new vans—provides both freedom and burden. The advantage: complete autonomy in decision-making. The disadvantage: no checks on impulse purchases or reality-testing conversations. Now at a more mature business stage, she's transitioning to "lean" operations, cutting unnecessary expenses and gaining clarity on true operational costs.
ADHD and Neurodiversity as Business Assets: Different cognitive styles enable different entrepreneurial approaches. Stephanie identifies characteristics suggesting ADHD—rapid pivoting, creative problem-solving, ability to present in varied environments (from docks to university lecture halls), and constant motivation for new challenges. Rather than viewing learning disabilities (she also has dyslexia) as limitations, she's built accommodations into her work style: requesting phone calls over lengthy emails, booking Zoom meetings to review correspondence collaboratively, and texting for urgent matters. The key: understanding your actual skill set and confidently communicating your needs rather than hiding perceived weaknesses.
Structural Patterns: Organizational Frameworks
The Five-Pillar Company Structure: Stephanie organized Mobsync around five departments: sales, marketing, operations, administration, and finance. Her role focuses on receiving reports from department leaders rather than executing within each area. This structure clarifies where she still maintains hands-on involvement (sales, until the new salesperson starts next month) and where she's successfully delegated. Creating this organizational chart helps identify which "mops" still need putting down—where founder involvement creates bottlenecks rather than value.
The Gap Analysis Hiring Model: Two approaches exist for building teams. First, the instinctive hire: meeting someone whose vibe aligns perfectly and bringing them into organized chaos with transparent vulnerability. Michelle and Renee joined as summer employees with undefined roles, working collaboratively to carve out job descriptions based on complementary strengths. Second, the strategic hire: conducting gap analysis to identify missing capabilities, then crafting detailed roles with specific deliverables, expectations, and targets. The sales position represents Stephanie's most structured hire to date, with clear performance metrics and compensation tied to outcomes.
The "Who's Got the Ball" Accountability System: Clear ownership prevents the "too many cooks" problem. Once responsibility transfers to a team member, they own that deliverable until passing it to the next person. This chain-of-custody approach enables rapid problem identification when something fails. Without defined ownership, everyone has their hands in everything, creating confusion and preventing both celebration of success and productive failure analysis.
The Hammock Chair Culture Strategy: Physical environment signals company values. Installing hammock chairs in the office—allowing team members to work from reclined positions with laptops—demonstrates that unconventional work styles are welcome. When candidates arrive for interviews and see leadership in hammock chairs, they immediately understand whether the culture fits their preferences. This self-selection mechanism attracts people energized by music, activity, and creative chaos while deterring those requiring traditional structure.
Hidden Implications: Broader Patterns and Future Impact
The Entrepreneurial Parenting Model: Children raised in entrepreneurial households develop different relationship with work, risk, and stability. Stephanie's daughters understand peaks and valleys, know when mom's talking to clients they must stay quiet (even when mosquitoes fill the car), and give speeches about being proud of the family business. This upbringing teaches work isn't something separate from life—it's integrated. The mom guilt remains constant regardless of choices, but including children in business development creates transparency. They see the networking events, understand where mom goes Tuesday mornings, and recognize her face on classmates' computers during lunch breaks. This exposure to entrepreneurial reality may produce the next generation more comfortable with risk, or it may inspire them to seek stability—but it definitely shapes their perception of what's possible.
Small Community Advantage for Startups: Building businesses in populations of 55,000-60,000 people provides unique advantages over major metropolitan areas. Without established networks, founders must aggressively build relationships, but smaller communities embrace new businesses more readily. Well-connected community members willingly hear pitches and make introductions. The question isn't whether the company would be bigger in Toronto—it's whether it would exist at all. The intimacy of smaller markets accelerates trust-building and word-of-mouth growth, compensating for the smaller total addressable market.
The Service Industry Respect Gap: Cleaning remains an undervalued sector despite being essential infrastructure for commercial operations. Stephanie's mission includes making people "fall in love with the cleaning industry"—reframing it from "silent service" to visible, valued work. By creating living-wage jobs, promoting from within, creating roles around employee skills, and building family-inclusive culture, she's disrupting industry norms. This approach challenges the assumption that service work must be transactional, low-paid, and culturally invisible. The broader implication: every industry contains opportunities to elevate workers' dignity and economic security while building successful businesses.
Impostor Syndrome at Scale: Revenue growth from $3,000 to $20,000 payroll clears produces identical emotional experience. The numbers change but the anxiety remains constant. Even at 46 employees, founders question worthiness, wonder "what have I done," and feel like frauds. Last night's networking event brought compliments met with "I have no idea what I'm doing." This persistent self-doubt serves protective function—it maintains humility, drives continuous improvement, and prevents complacency. But it also reveals that external validation and business metrics don't resolve internal uncertainty. The "look at us" self-awareness—recognizing the disconnect between how others perceive success and how it feels internally—becomes a shared experience bonding entrepreneurs navigating similar psychological terrain.
The Continuous Disruption Mindset: Once you've taken the entrepreneurial leap, you keep seeking that urge. When things stabilize, restlessness emerges. "Where is it? It's got to be there somewhere because there's always good stuff behind it." This pattern suggests entrepreneurship isn't a single decision but a personality orientation. Stephanie describes being "obsessed with growth" and taking "big risks all the time." What looks calm and stable externally involves constant internal disruption. The business becomes a playground for perpetual experimentation, with failure viewed as necessary learning rather than catastrophic outcome. This creates both opportunity and burden—freedom to innovate daily, but inability to experience extended contentment with current state.
The 24/7 Entrepreneurial Consciousness: Unlike 9-to-5 employment with defined boundaries, entrepreneurship occupies constant mental bandwidth. Ideas emerge during dog walks. Solutions develop during family time. Emails get answered from the couch. Being present becomes challenging because "getting stuff sorted" enables presence, but stuff never stops appearing. Work doesn't hide between business hours—it happily occupies all available edges. This reality means family integration isn't optional; it's survival strategy. When kids understand Tuesday 7 AM departures, see their parent's face on classmates' screens, and attend networking events where they meet the people mom mentions, they become stakeholders in the venture rather than victims of parental absence.

