ONLINE BUSINESS ROADMAP | One founder. Distributed team. Less than five people.
• Online business only
• 1 founder
• Distributed workforce, fewer than 5 people
• Revenue stages: 0–100k, 100k–1M, 1M–2M+
• Goal: founder focus, low overhead, clean scale
STAGE 1 — 0 to 100k
Founder-led. Speed beats structure.
Core objective
Prove demand.
Deliver results.
Avoid tool drag.
Team
• 1 founder
• Optional contractor support
Tech stack
• Notion
• WhatsApp
How the system runs
Notion
• One task list
• One weekly plan
• One delivery checklist
• Notes, ideas, content, all in one place
WhatsApp
• Quick coordination
• Voice notes
• Same-day questions only
Founder role
• Build
• Sell
• Deliver
• Decide
What not to add yet
• Slack
• Heavy PM tools
• Complex SOPs
Budget
• Software: $0–$30 per month
• Ops support: none
Failure mode
Too many tools too early kills momentum.
STAGE 2 — 100k to 1M
Repeatability matters. Founder stops holding everything.
Core objective
Reduce cognitive load.
Create consistency.
Delegate execution.
Team
• 1 founder
• 2–4 contractors or part-time team
Tech stack
• ClickUp
• Slack
• Notion
How the system runs
ClickUp
• All tasks
• Clear owners
• Clear due dates
• Simple statuses only
Slack
• Async updates
• Coordination
• No task tracking
Notion
• SOPs
• Delivery playbooks
• Decision log
Founder role
• Direction
• Quality control
• Key relationships
Founder stops being the reminder system.
Optional ops support
• Part-time EA or Ops Assistant
• 8–12 hours per week
Budget
• Software: $60–$150 per month
• Ops support: $500–$1,200 per month
Failure mode
Founder still answers everything and slows growth.
STAGE 3 — 1M to 2M+
Visibility beats effort.
Core objective
Operate through systems.
Protect margin.
Founder focuses on leverage.
Team
• 1 founder
• Ops lead or Senior EA
• 3–5 total team members
Tech stack
• Monday.com or mature ClickUp
• Slack
• Notion
How the system runs
Monday or ClickUp
• Dashboards
• Project health
• Delivery timelines
Slack
• Leadership updates
• Cross-team awareness
• No execution detail
Notion
• Training
• IP
• Institutional memory
Founder role
• Strategy
• Partnerships
• Vision
• Capital allocation
Founder checks dashboards weekly, not tasks daily.
Ops ownership
• Operations Manager or Senior EA
• Authority to enforce systems
Budget
• Software: $120–$250 per month
• Ops support: $2,000–$4,000 per month
Failure mode
Founder micromanages instead of leading.
THE SIMPLE SCALING LAW FOR ONLINE BUSINESSES
0–100k
• Do the work
100k–1M
• Build the system
1M–2M+
• Read the system
THE ONE QUESTION TO SELF-CHECK
Ask yourself weekly:
“If I disappeared for 14 days, would delivery continue?”
• No → you are pre-100k in systems
• Maybe → you are mid-scale
• Yes → you are ready for 2M+
ONLINE BUSINESS ROADMAP (Programs, consulting, digital products)
STAGE 1: 0–100k
Budget (monthly) • Software: $0–$40 • Ops support: none or founder-led
Ops Owner • Founder
Focus • Prove demand • Ship fast • Avoid overhead
Team • 1–2 founders • 0–1 contractors
Systems • Notion as tasks + docs (www.notion.so) • WhatsApp for communication (www.whatsapp.com)
Founder Role • Builder • Seller • Deliverer
Failure if rushed • Too many tools • Slack before a team exists
STAGE 2: 100k–1M
Budget (monthly) • Software: $60–$150 • Ops support: $500–$1,200 (part-time)
Ops Owner • Operations Assistant or EA (part-time)
Focus • Repeat delivery • Reduce founder load • Reliability
Team • 1–2 founders • 3–5 contractors
Systems • ClickUp for tasks (www.clickup.com) • Slack for async communication (www.slack.com) • Notion for SOPs (www.notion.so)
Founder Role • Delegator • Quality control
Failure if skipped • Founder becomes bottleneck
STAGE 3: 1M–2M+
Budget (monthly) • Software: $120–$550 (model dependent) • Ops support: $2,000–$4,000
Ops Owner • Operations Manager or Senior EA
Focus • Visibility • Margin protection • Leadership
Team • Ops lead • 5–8 team members
Systems • Monday (www.monday.com) or mature ClickUp (www.clickup.com) • Slack (www.slack.com) • Notion (www.notion.so)
Founder Role • Strategic leader • Decision maker
Got it.
Below is the updated, online-only version, tightly aligned to the ONLINE BUSINESS ROADMAP and only the tools that matter at each stage.
This keeps role clarity for software and adds budget context, so you know when a tool earns its place.
ONLINE BUSINESS
Programs, consulting, digital products
1 founder, distributed team under 5
STAGE 1 — 0–100k
Speed beats structure.
Budget
• Software: $0–$40 per month
• Ops support: none
• Ops owner: Founder
Systems in use
• Notion
• WhatsApp
Only these two. Nothing else.
Notion (Stage 1)
UTILITY
Knowledge base and lightweight execution.
BEST FOR
• Tasks
• Notes
• Content drafts
• Simple delivery checklists
• Thinking and planning
NOT FOR
• Real-time coordination
• Complex workflows
• Accountability across multiple people
ROLE IN THE SYSTEM
Notion is the founder’s brain.
If you cannot run the business from one Notion page, the business is not clear yet.
WhatsApp (Stage 1)
UTILITY
Immediate, low-friction communication.
BEST FOR
• Quick coordination
• Voice notes
• Same-day questions
NOT FOR
• Planning
• Task ownership
• Documentation
ROLE IN THE SYSTEM
WhatsApp handles today.
If it matters tomorrow, it moves into Notion.
Failure if rushed
• Adding Slack without a team
• Adding PM tools without repeatable delivery
• Managing tools instead of selling
STAGE 2 — 100k–1M
Systems beat effort.
Budget
• Software: $60–$150 per month
• Ops support: $500–$1,200 part-time
• Ops owner: Operations Assistant or EA
Systems in use
• ClickUp
• Slack
• Notion
ClickUp (Stage 2)
UTILITY
Task and workflow execution.
BEST FOR
• Task ownership
• Deadlines
• Launches
• Content pipelines
• Delegation
NOT FOR
• Strategy thinking
• Documentation depth
• Real-time chat
ROLE IN THE SYSTEM
ClickUp answers one question.
“Who owns what by when?”
It is the execution spine.
Slack (Stage 2)
UTILITY
Async communication for distributed teams.
BEST FOR
• Daily updates
• Coordination
• Alignment without meetings
NOT FOR
• Task tracking
• Decisions
• Long-term memory
ROLE IN THE SYSTEM
Slack answers one question.
“What is happening right now?”
If something matters tomorrow, it must leave Slack.
Notion (Stage 2)
UTILITY
Source of truth and leverage.
BEST FOR
• SOPs
• Delivery playbooks
• Decision log
• Training
NOT FOR
• Daily task execution
• Urgent coordination
ROLE IN THE SYSTEM
Notion remembers.
If someone asks twice, document it.
Failure if skipped
Founder becomes the bottleneck.
Everything still routes through one brain.
STAGE 3 — 1M–2M+
Visibility beats control.
Budget
• Software: $120–$250 per month
• Ops support: $2,000–$4,000
• Ops owner: Operations Manager or Senior EA
Systems in use
• Monday.com or mature ClickUp
• Slack
• Notion
Monday.com or mature ClickUp (Stage 3)
UTILITY
Operational visibility and reporting.
BEST FOR
• Dashboards
• Delivery health
• Multi-project oversight
• Leadership review
NOT FOR
• Creative thinking
• Knowledge storage
• Early experimentation
ROLE IN THE SYSTEM
This answers one question.
“How is the business performing?”
It is a dashboard, not a brain.
Slack (Stage 3)
UTILITY
Leadership alignment.
BEST FOR
• Cross-team awareness
• Weekly updates
• Reducing meetings
NOT FOR
• Execution
• Ownership
ROLE IN THE SYSTEM
Slack is the hallway, not the factory.
Notion (Stage 3)
UTILITY
Institutional memory.
BEST FOR
• Training new team members
• IP
• Strategy
• Long-term leverage
ROLE IN THE SYSTEM
Notion holds the business after the founder steps back.
ONLINE STACK SUMMARY
0–100k
• Notion = brain
• WhatsApp = today
100k–1M
• ClickUp = execution
• Slack = communication
• Notion = memory
1M–2M+
• Monday or mature ClickUp = visibility
• Slack = alignment
• Notion = leverage
Final clarity
Do not ask
“What tool does the most?”
Ask
“What failure does this tool prevent at this stage?”
ROLE - "Who" Is Needed in the Team
EA / Operations Lead (Online Business)
This role owns flow, not strategy.
Their job is to keep the system clean, predictable, and boring.
Boring systems scale.
CORE OUTCOME OF THE ROLE
• Founder never chases tasks
• Team knows exactly where work lives
• No tool confusion
• No dropped balls
• No repeated questions
If the founder is reminding people, this role is underperforming.
REQUIRED SKILLS (NON-NEGOTIABLE)
1. Systems thinking
Understands the difference between:
• Communication
• Execution
• Documentation
Knows where work belongs without asking.
2. Strong written communication
• Clear
• Direct
• Calm
• Structured
This person writes updates other people understand.
3. Tool confidence (not obsession)
Must be comfortable managing:
• Notion
• ClickUp or Monday.com
• Slack
They do not redesign tools every week.
4. Follow-up discipline
Comfortable:
• Nudging people
• Enforcing deadlines
• Closing loops
Polite. Firm. Consistent.
5. Founder boundary enforcement
Understands one rule clearly:
Founder does not manage tools.
Founder does not chase tasks.
Founder does not clean systems.
SIMPLE OPERATING SOP
Weekly rhythm for EA / COO-lite
DAILY (30–45 minutes)
Slack
Purpose: awareness, not execution.
• Review key channels
• Identify action items
• Redirect work into ClickUp or Monday
• Protect founder from noise
Rule enforced
Slack never holds tasks.
ClickUp or Monday
Purpose: execution.
• Check overdue tasks
• Confirm owners and dates
• Follow up missing info
• Close completed tasks
Rule enforced
Every task has one owner and one date.
WEEKLY (2–3 hours total)
1. Weekly planning (Monday or chosen day)
Owner: EA / Ops Lead
• Review all active projects
• Clean backlog
• Confirm priorities with founder
• Lock the week
Output:
• Clean task list
• Clear priorities
• No ambiguity
2. Founder summary (15 minutes)
Deliver one short update:
• What is on track
• What is blocked
• What needs a decision
Founder only responds to decisions.
3. Notion upkeep
Purpose: memory and leverage.
• Document new SOPs
• Update existing playbooks
• Log key decisions
• Improve clarity
Rule enforced
If someone asks twice, it goes into Notion.
MONTHLY (1–2 hours)
Systems hygiene
• Archive old tasks
• Remove unused Slack channels
• Review SOP relevance
• Simplify where possible
Goal:
Fewer tools.
Fewer steps.
Less friction.
STAGE-SPECIFIC RESPONSIBILITY
At 100k–1M (EA / Ops Assistant)
Time
• 8–12 hours per week
Focus
• Task follow-up
• Founder protection
• Tool hygiene
Authority
• Can assign tasks
• Can follow up
• Escalates only when needed
At 1M–2M+ (Senior EA or COO-lite)
Time
• 20–40 hours per week
Additional focus
• Cross-project coordination
• Delivery health
• Timeline forecasting
• Light KPI tracking
Authority
• Enforces deadlines
• Reprioritizes with founder
• Owns weekly ops rhythm
Founder role shifts to:
• Strategy
• Partnerships
• Vision
• Capital decisions
INTERVIEW FILTER QUESTION
Ask this:
“Someone messages in Slack with a task. What do you do?”
Correct answer:
• Clarify task
• Create or link task in ClickUp or Monday
• Respond in Slack with link
If they hesitate, they are not ready.
SUCCESS METRIC FOR THIS ROLE
After 30 days:
• Founder spends less time in tools
• Team asks fewer questions
• Delivery feels calmer
After 90 days:
• Founder could disappear for 7–14 days
• Work continues without friction
That is success.