POVOutcomesPrinciplesGetting StartedWorkTestimonialsFAQ

Coach · Operator · Builder

Get Ahead

Understand your customers' perspective, coach teams to get along, and build pipelines you can trust.

I call it building durable businesses.

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My POV

Breadth changed
how I lead.

Different businesses demand different approaches. Experience across enterprise and product-led software, coupled with coaching, leadership development, and a deep, hands-on understanding of AI, has taught me to connect perspectives rather than rely on a single playbook.

1 / 4

Fewer fires. Clearer priorities.

Outcomes I focus on

Choose your path:

Revenue That Lasts

Disciplined teams that beat the number quarter after quarter — not just once.

Teams That Scale

People who grow, systems that improve, and a bench that's ready before you need it.

Businesses That Run Themselves

People grow. Systems improve. Profits compound.

My POV
Underneath all of it: relationships are a moat. Durable businesses know their customers, understand their pains, and help them win.
Jeff LougheedJeff LougheedOperator & Coach
RevenueOperationsProductLeadership

Show up, listen, and contribute.

How I work

Choose your path:

Signal Over Noise

Find the few things actually shaping performance, and fix those.

Progress Over Process

Processes should support the work, not become the work.

Owner Mindset

I treat every decision like the business is mine — that's how durable companies get built.

My POV
Most of my career has been spent close to ownership. It shapes how I lead, build, and make decisions.
Jeff LougheedJeff LougheedOperator & Coach
On the FieldIn the BoardroomCollaborativeOutcome Focused

One session at a time.

Getting Started

An experienced partner for your most important initiatives.

Choose your focus:
01

Book

Each session is 60 minutes and focused on understanding your objectives, constraints, and the opportunities ahead.

Book a Session — C$350
02The Session

Engage

Built on ICF-certified coaching principles and shaped by decades of leadership experience. You know your business. I'll help you see it differently.

What’s included

Call transcript

You own it. Use it however helps most.

100% satisfaction guarantee

If it wasn't worth it, you don't pay.

Go-forward strategy

A plan on next steps, focused on clear outcomes, action items, timelines and budget.

03

Excel

Clarity on the challenge, the levers that matter, and a practical path forward.

In their words
“Jeff brought sales leadership and structure to our revenue as we grew. His coaching approach gave the team a productive path to growth.”
Saif AjaniCEO · Keyhole

Career Highlights

Strong outcomes across diverse businesses.

1998–2013

Struggling Provider → Trusted Partner

$350K → $25M
Annual Bookings

Director of Sales & Relationship Management

Led the sales transformation that helped establish Trapeze as industry leader.

2011

I've always been a strong seller. This taught me to lead sellers.

Executive training in sales strategy, leadership, and executive presence.

Why it matters

Learned to build revenue systems that make teams better and performance repeatable.

Education
2014–2015

Most performance problems aren't skill problems. Cognitive coaching taught me to see the difference.

Graduate Certificate in Executive Coaching, focused on coaching methods, behavioural change, and organizational performance.

Why it matters

It changed how I lead — from solving problems for people to helping them think, decide, and perform for themselves.

Education
2015–2017

Legacy Vendor → Viable Cloud Partner

$1.7M
CloudSuite HCM Deal

Account Executive, HCM

Built a $2.5M enterprise pipeline and closed a $1.7M CloudSuite HCM deal.

2017

Understanding ML and AI isn't optional anymore. This is where I built that foundation.

Executive training in data science, analytics, and machine learning.

Why it matters

This is where I started to understand the power of prediction — and how machine learning could improve business decisions.

Education
2017–2018

Self Service → Multi-Motion Revenue

3×
Deal Size

VP, Revenue

Transitioned the revenue model from PLG to inbound and enterprise.

2019–2025

Stalled Product → Real Business

9×
ARR Growth

Head of Revenue, Product & Operations

Full P&L ownership across product, revenue, and operations. Turned a promising product into a real business.

2023
Interaction Design Foundation

Certificate in Design Thinking

Graduated with distinction – top 10% of class

Human-centred problem solving through research, ideation, prototyping, and testing.

Why it matters

Stronger problem framing, discovery, and experimentation.

Education
2024
Designlab

Certificate in UX/UI Foundations

Practical training in visual design, interface design, responsive layouts, and Figma.

Why it matters

Better judgment around usability and interface decisions.

Education
2024–2025
Maven.comInstructor: Colin Matthews

Product & AI

Technical Foundations for Product Managers · Structured Decision Making for PMs · Building SaaS Products with AI

Why it matters

Better product judgment across requirements, priorities, and trade-offs.

Education
2025
DeepLearning.AI

Certificate in Applied AI

Training in generative AI, language models, and practical business applications.

Why it matters

Practical fluency in LLMs, agents, and AI-enabled product design.

Education

Working Together

I’ve been fortunate to work with exceptional people. These are a few of their reflections on what it was like to work together.

Showing 30 of 30
Saif Ajani
Executive

“Jeff brought sales leadership and structure to our revenue as we grew. His…”

Saif Ajani
CEO
Vlad Chernenko
Executive

“Overall, Jeff has been instrumental in moving Meal Garden forward.”

Vlad Chernenko
CEO
Jim Schnepp
Executive

“Jeff proved himself to be a very capable leader, a great coach, an…”

Jim Schnepp
VP, Sales and Marketing
Rick Bacchus
Executive

“He has proven repeatedly that he can perform in the most trying situations.”

Rick Bacchus
President
Colin McKenzie
Executive

“Jeff’s ability to read people, adjust his message for his audience, and…”

Colin McKenzie
General Manager
John Parsons
Executive

“Jeff got the CFO to confirm their desire to expand scope, then spent…”

John Parsons
VP, Sales
Diego Menchaca
Peer

“His exceptional ability to listen is rare, and a defining trait of what…”

Diego Menchaca
Founder
David Corbin
Peer

“His ability to find new and creative ways to close large deals has been…”

David Corbin
Sales Executive
Pepper Harward
Peer

“His brilliance is at times unrivaled. He puts his own personality stamp on…”

Pepper Harward
CEO
Chris Chun
Peer

“I took your advice and went out guns blazing; #1 on my team and #2 in…”

Chris Chun
Sales Leader
Brittany Dallman
Peer

“You were such a great coach and so helpful, one of the people I learned…”

Brittany Dallman
Business Development Rep
William Tsuei
Customer

“Jeff is a seasoned executive with in-depth experience. Always willing to…”

William Tsuei
Chair, IT Committee
Rick Moore
Customer

“Jeff brought us new and innovative products to help resolve outstanding…”

Rick Moore
Rajeev Roy
Customer

“Jeff spent time understanding how we did business and partnered with us to…”

Rajeev Roy
Director, Digital and Process Transformation
Martin Burwell
Direct Report

“Jeff is a fantastic business coach who challenged me to view problems from…”

Martin Burwell
Sales Executive
Skyler Thompson
Direct Report

“I grew substantially as a professional while working with Jeff. He was…”

Skyler Thompson
Partnership Manager
Karl Shamatutu
Direct Report

“Jeff coached me around meeting execution: how to figure out the right…”

Karl Shamatutu
Sales Executive
Dale Mehta
Direct Report

“Jeff is one of the most focused and driven individuals I’ve ever had the…”

Dale Mehta
Sales Executive
Brendan Samis
Direct Report

“Jeff Lougheed has had the single most impact on the development of my…”

Brendan Samis
Sales Executive
Kiki Athanas
Direct Report

“Gave me the confidence to get out there and make it happen.”

Kiki Athanas
Founder
Iara Rios
Direct Report

“Your question-based coaching had a huge impact on helping me think more…”

Iara Rios
Manager, Content Marketing
Justin Juscka
Friend

“He shows up. No matter what’s happening in his own world, if you need…”

Justin Juscka
VP, Product & Portfolio Management
Friend

“You have this unique ability to truly listen, not just waiting to respond…”

Mike McPherson
Toronto Police Services
Rob Cotey
Friend

“His superpower has always been his ability to walk into a room and make…”

Rob Cotey
Principal
Steph Ringwald
Friend

“Your positivity, your contagious laugh, and love of humanity makes the…”

Steph Ringwald
Emergency Room Manager
Garth Willson
Friend

“True concern for your well-being, challenges the status quo, sees deep and…”

Garth Willson
Director, Engineering & Continuous Improvement
Mike Zinzer
Friend

“His enthusiasm and zest for life are special...magnetic. People are drawn…”

Mike Zinzer
General Manager
Helen Theodosiou
Friend

“The best part is always the laughter, the kind that is physical, that…”

Helen Theodosiou
Owner
Richard Ilnycki
Friend

“You’re one of the most interesting people I’ve ever met. I love your…”

Richard Ilnycki
Advisor
Ryan MacEwing
Friend

“Small pieces of advice can go a long way, and Jeff has dropped a few that…”

Ryan MacEwing
Senior Sales Executive

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