AI Readiness Report

Oak & Pine Landscaping · Prepared by The Bradbury Group
June 4, 2026
Confidential
48/100
Exploring

Your business has clear potential for AI — you can articulate specific bottlenecks and you’re open to new tools. Your biggest gap is disconnected tools, not lack of opportunity. That’s the cheapest and fastest thing to fix.

Not Ready 0 Exploring 25 Experimenting 50 Operationalizing 75
↑ 48
Score Breakdown
Strategy & Vision12/25
Clear growth goal (free 20 hrs/week on scheduling)
People Readiness8/25
You use AI weekly; your team hasn’t started yet
Technical Readiness6/20
Gmail + QuickBooks + Calendly, all disconnected
Process Readiness14/20
Well-defined bottlenecks with estimated time costs
Data Readiness8/10
Core business data is digital
Top Opportunities (by impact ÷ effort)
  • 1
    Scheduling Automation
    15 hrs/month savings • Can set up this week • $0 additional cost
    High ImpactLow EffortThis Week
  • 2
    Lead Response Automation
    Recover 20-30% of lost leads • HubSpot free tier • 1-2 weeks setup
    High ImpactMedium Effort1-2 Weeks
  • 3
    Invoice Follow-up Automation
    5 hrs/month savings • Already in QuickBooks, just enable it
    Medium ImpactLow EffortToday
? Decision Points

Answer these three questions before moving forward:

  • Do you fix scheduling frustration first, or lost lead revenue first?
  • Who on your team should be the AI Champion — the person who owns the rollout?
  • Ready for a 2-hour strategy session to build a 90-day plan that connects everything?
Next Steps

This Week (30 min)

Connect QuickBooks + Gmail (enable invoice automation)
Set up Calendly free tier (connect to Google Calendar)
Download ChatGPT or Claude — use it once daily for a recurring task

Next 30 Days

Implement scheduling or lead automation from the list above
Run a 30-minute team demo — show them what’s possible
Track hours saved — this becomes the data for your next move

90-Day Horizon

Book a strategy session to build a complete automation system
Connect individual tools into an integrated workflow
Evaluate: will AI replace a need to hire, or free your team for higher-value work?