Project Details

From Doer to Leader – Executive Coaching for Cannabis Operators

Project Details

From Doer to Leader – Executive Coaching for Cannabis Operators

Client Type: Dispensary Owner-Operator Location: New York Challenge: Owner was stuck in the daily grind—unable to delegate, overwhelmed by staffing drama, and worried the whole business would fall apart if they stepped away. Meetings were unproductive, team goals were vague, and staff accountability was nonexistent.

Client Type: Dispensary Owner-Operator Location: New York Challenge: Owner was stuck in the daily grind—unable to delegate, overwhelmed by staffing drama, and worried the whole business would fall apart if they stepped away. Meetings were unproductive, team goals were vague, and staff accountability was nonexistent.

Client

Cannabis Operators

Client

Cannabis Operators

Year

Year

Services

From Doer to Leader – Executive Coaching for

Services

From Doer to Leader – Executive Coaching for

Location

New York

Location

New York

Duration

3 moths

Duration

3 moths

The Problem:

  • Owner couldn’t step away from the dispensary for more than a few hours without anxiety

  • No clear performance structure—just “hope they do their jobs”

  • Internal meetings lacked focus and often became complaint sessions

  • Staff waited for direction instead of acting proactively

  • Owner lacked tools to set boundaries, track performance, or inspire confidence

 What We Did:

Green Street to Main Street delivered a 1:1 Executive Coaching + Leadership Toolkit, covering:

  • Defined KPIs for Every Role – Clarity on what success actually looks like, with role-specific metrics and weekly checkpoints

  • Performance Improvement Plan (PIP) Templates – Introduced accountability structures that didn’t feel punitive, just clear and fair

  • Leadership Presence Coaching – Helped the owner develop a more composed, direct, and confident tone—especially in tough conversations

  • Meeting Makeover – Created a new internal meeting structure with:

    • Timeboxing

    • Clear agendas

    • Action items and follow-up protocols

  • Delegation Frameworks – Taught the owner how to coach team leads, not micromanage daily fires

The Results:

  • Owner now takes two full days off per week without panic

  • Turnover dropped 18% after implementing the performance framework

  • Internal meetings went from 60-minute rants to 25-minute strategic check-ins

  • Staff began self-managing—escalating less, solving more

  • Owner feels like a CEO, not a manager

The Problem:

  • Owner couldn’t step away from the dispensary for more than a few hours without anxiety

  • No clear performance structure—just “hope they do their jobs”

  • Internal meetings lacked focus and often became complaint sessions

  • Staff waited for direction instead of acting proactively

  • Owner lacked tools to set boundaries, track performance, or inspire confidence

 What We Did:

Green Street to Main Street delivered a 1:1 Executive Coaching + Leadership Toolkit, covering:

  • Defined KPIs for Every Role – Clarity on what success actually looks like, with role-specific metrics and weekly checkpoints

  • Performance Improvement Plan (PIP) Templates – Introduced accountability structures that didn’t feel punitive, just clear and fair

  • Leadership Presence Coaching – Helped the owner develop a more composed, direct, and confident tone—especially in tough conversations

  • Meeting Makeover – Created a new internal meeting structure with:

    • Timeboxing

    • Clear agendas

    • Action items and follow-up protocols

  • Delegation Frameworks – Taught the owner how to coach team leads, not micromanage daily fires

The Results:

  • Owner now takes two full days off per week without panic

  • Turnover dropped 18% after implementing the performance framework

  • Internal meetings went from 60-minute rants to 25-minute strategic check-ins

  • Staff began self-managing—escalating less, solving more

  • Owner feels like a CEO, not a manager

The Problem:

  • Owner couldn’t step away from the dispensary for more than a few hours without anxiety

  • No clear performance structure—just “hope they do their jobs”

  • Internal meetings lacked focus and often became complaint sessions

  • Staff waited for direction instead of acting proactively

  • Owner lacked tools to set boundaries, track performance, or inspire confidence

 What We Did:

Green Street to Main Street delivered a 1:1 Executive Coaching + Leadership Toolkit, covering:

  • Defined KPIs for Every Role – Clarity on what success actually looks like, with role-specific metrics and weekly checkpoints

  • Performance Improvement Plan (PIP) Templates – Introduced accountability structures that didn’t feel punitive, just clear and fair

  • Leadership Presence Coaching – Helped the owner develop a more composed, direct, and confident tone—especially in tough conversations

  • Meeting Makeover – Created a new internal meeting structure with:

    • Timeboxing

    • Clear agendas

    • Action items and follow-up protocols

  • Delegation Frameworks – Taught the owner how to coach team leads, not micromanage daily fires

The Results:

  • Owner now takes two full days off per week without panic

  • Turnover dropped 18% after implementing the performance framework

  • Internal meetings went from 60-minute rants to 25-minute strategic check-ins

  • Staff began self-managing—escalating less, solving more

  • Owner feels like a CEO, not a manager

Frequently Asked Questions

Why Train With Us?

Because cannabis isn’t like any other industry—and your training shouldn’t be either. Our programs help teams:

Frequently Asked Questions

Why Train With Us?

Because cannabis isn’t like any other industry—and your training shouldn’t be either. Our programs help teams:

Boost conversions and grow average basket size

Boost conversions and grow average basket size


  • Turn first-time buyers into loyal, returning customers
  • Build trust and brand stickiness in a crowded market
  • Own every interaction with confidence, clarity, and intent

Ready to Spark Up Your Sales Flow?
Let’s build the kind of sales culture that elevates your entire operation.
📞 Call 650.346.9111 or reach out to schedule your workshop.



Ready to Spark Up Your Sales Flow?
Let’s build the kind of sales culture that elevates your entire operation.
📞 Call 650.346.9111 or reach out to schedule your workshop.



Question

Answer

Is this just customer service training?

Question

Answer

What industries do you work with?

Question

Answer

What does a typical engagement look like?

Question

Answer

Can this work for frontline hourly teams?

Question

Answer

What’s your pricing?

Question

Answer

How is this different from other sales or service training companies?

Question

Answer

Is this just customer service training?

Question

Answer

What industries do you work with?

Question

Answer

What does a typical engagement look like?

Question

Answer

Can this work for frontline hourly teams?

Question

Answer

What’s your pricing?

Question

Answer

How is this different from other sales or service training companies?

Is this just customer service training?

What industries do you work with?

What does a typical engagement look like?

Can this work for frontline hourly teams?

What’s your pricing?

How is this different from other sales or service training companies?

Frequently Asked Questions

Why Train With Us?

Because cannabis isn’t like any other industry—and your training shouldn’t be either. Our programs help teams:

Frequently Asked Questions

Why Train With Us?

Because cannabis isn’t like any other industry—and your training shouldn’t be either. Our programs help teams:

Boost conversions and grow average basket size


  • Turn first-time buyers into loyal, returning customers
  • Build trust and brand stickiness in a crowded market
  • Own every interaction with confidence, clarity, and intent

Ready to Spark Up Your Sales Flow?
Let’s build the kind of sales culture that elevates your entire operation.
📞 Call 650.346.9111 or reach out to schedule your workshop.