Lessons from Running Four Companies While Staying Human
Running multiple companies isn’t a theoretical exercise — it’s the daily reality I live in. I own MSP Hire, Gozynta, Cdaeris Agency, and Trickster’s Hideout. Each of these organizations operates in very different industries with distinct client needs and time demands:
- Gozynta currently requires almost no time from me.
- MSP Hire has reliable leadership and has exited startup mode, taking roughly two hours per week of my attention — one hour for accounting and one hour for the leadership meeting.
- Trickster’s Hideout, while soon graduate from its startup stage, though it’s still labor-intensive as an events venue and bar.
- Cdaeris is nascent — everything we do requires building the framework and procedures from scratch.
Despite these competing pressures, I consistently deliver results without sacrificing my well-being. What’s my system? It’s not perfection — it’s disciplined prioritization and intentional time allocation, grounded in research-based time management principles.
Step 1 — Every Evening, I Write My Next Day’s Priorities
Before I leave the office each day, I write 1–2 priorities for tomorrow. These are not aspirational tasks; they are the things I will not leave undone. This practice is modeled after what’s been popularized as the Ivy Lee Method, a simple prioritization technique developed in the early 20th century that has endured because it works: at the end of each day, list your most important tasks, rank them by importance, and then complete them in order the next day. Leaders who have used this method reported significant productivity gains. James Clear+1
This simple nightly ritual has two benefits:
- It externalizes mental load — I am not holding tomorrow’s priorities in my head.
- It creates clarity first thing the next morning, so I can resist reactive task hijacking.
Step 2 — I Treat Those Priorities as Non-Negotiable
Each morning brings emergencies, meetings, emails, and client issues that all compete for attention. But the priorities I set the night before become anchors in my day:
- I don’t leave the office until those priorities are either done or meaningfully advanced.
- If progress hinges on someone else (e.g., awaiting deliverables), I schedule a clear follow-up date.
This aligns with a fundamental time management principle: schedule priorities first, not react to what feels urgent, and protect the space needed for meaningful work. Researchers have noted that planning, organizing, and prioritizing are core components of effective time management. CAES Field Report
Step 3 — I Work From a Priority List That Reflects My Personal Imperatives
Beyond daily priorities, I maintain a broader, flexible priority list that I reference throughout the week. This isn’t a rigid schedule but rather a priority hierarchy that evolves with context. For example:
- In periods where cash flow is critical, revenue-generating tasks move up.
- During growth phases, strategic work on long-term funnels becomes paramount.
- Sometimes deadlines — like tax filings or grant writing — force certain items into the spotlight.
This approach matches evidence that effective time management isn’t simply about filling every minute but aligning your actions with meaningful goals and adjusting as circumstances change. Meta-analytic research has shown that time management behaviors correlate with higher job performance, academic achievement, and wellbeing, especially when individuals plan and prioritize clearly. PMC
Step 4 — I Time Block to Protect Focus and Balance Competing Businesses
Here’s where intentional allocation becomes critical: when multiple projects could each consume all available time, priority alone isn’t enough. I use time blocking — dividing my calendar into dedicated time blocks for specific businesses or types of work — to ensure that no single business inadvertently monopolizes my attention.
Time blocking isn’t just scheduling — it’s proactively assigning focus windows on my calendar for work on Cdaeris, Trickster’s Hideout, MSP Hire, and so on. Whether it’s dedicating Wednesdays and Thursdays to Cdaeris or setting repeated morning blocks for strategic planning, this structured allocation:
- Reduces context switching and helps maintain deep focus.
- Protects across commitments so that businesses with heavy operational fronts don’t overshadow strategic needs of others.
- Helps me treat focus time like any other important meeting or deadline. todoist.com+1
Research shows that reserving blocked time reduces multitasking and increases sustained focus, which can dramatically improve productivity and reduce stress versus reactive task hopping. Calendar
Why This Method Works
Your brain can only hold a limited number of active tasks without losing focus, and reactive task switching incurs cognitive costs. When priorities are written and externalized, you reduce cognitive load and improve decision quality. Structured planning and intentional scheduling free up mental bandwidth for the work that matters most. Researchers have found that systematic time management is associated with improvements in performance and wellbeing, even amid complex workloads. PMC
A research consensus also emphasizes breaking big goals into smaller, actionable steps — exactly what my daily priorities and time blocks do: they translate strategic goals into concrete, manageable work.
I Don’t Pretend It’s Perfect
I’m often asked whether I “have it all figured out.” The honest answer is no.
- I still underestimate how long tasks will take. This is a well-documented cognitive bias called the planning fallacy.
- Some days go sideways because people, markets, or unexpected crises demand attention. (Just this week, a power outage threw my schedule off.)
- I don’t always accomplish everything I set out to do.
But because I have a system that prioritizes what’s most important and protects dedicated time for it, I get through the work, week after week, across companies, responsibilities, and stakeholders.
What This Means for Your Business
Much of what I help Cdaeris clients do is exactly what I use in my own life: break big goals into bite-sized weekly pieces, sequence those pieces intentionally with priority and time blocks, and allocate focused calendar space to work on them.
Whether your business is new or established, operating alone or with a team, clarity on priorities — coupled with intentional time allocation — makes work manageable instead of overwhelming.
Let’s talk.
Because your goals aren’t too big—they just need the right foundation.
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