This is a senior client-facing role for someone who wants to operate at the intersection of strategy, growth, sales, and execution.

You will work directly with founders and business owners, understand their business in depth, identify what is holding growth back, and help them decide what to do next.

You are not here to simply manage a relationship.

You are here to become a trusted partner in the growth of the business.

That means understanding the client's goals, offer, market, acquisition strategy, sales process, delivery model, current constraints, and commercial priorities - then helping them turn that into a clear plan of action.

In some conversations, you will be helping a founder sharpen their positioning.

In others, you will be diagnosing why pipeline is weak, why sales are not converting, why execution is stalling, or where the next growth opportunity sits.

Your job is to create clarity. To tell clients what matters now. To show them what needs to happen next. And to make sure the right actions actually happen.

This is not a traditional Customer Success role.

It is a role for someone who wants to become an exceptional commercial operator by working closely with ambitious founders and helping them solve real business problems.

The Opportunity
You will have exposure to a large number of businesses, markets, offers, sales models, and growth challenges.

That creates an unusually steep learning curve.

Instead of spending years inside one company solving one set of problems, you will see patterns across dozens of businesses and develop the judgment to quickly understand:

What is actually holding growth back

What is noise and what matters

Where the highest-leverage opportunity is

What the founder should focus on now

What should be stopped

What should be doubled down on

How strategy should translate into execution

Over time, the expectation is that clients see you as someone whose judgment they trust.

Someone who can walk into a complicated situation, understand it quickly, simplify it, and give them a transparent direction forward.

If you want to build serious capability in growth strategy, founder communication, sales, operations, and commercial decision-making, this role gives you the environment to do it.

What You Will Own
You will work closely with founders to understand the business beyond surface-level account updates.

You will build a clear picture of:

Their business model

Target market

ICP

Offer

Acquisition channels

Delivery model

Team capacity

Immediate constraints

From there, you will help determine the highest-priority actions required to move the business forward.

Advise, Don't Just Support
We are not looking for someone who simply responds to questions.

We want someone capable of leading the thinking.

You should be comfortable saying:

"This is the problem I think we need to solve first."

"This is where I think you're focusing on the wrong thing."

"This is the strategy I would recommend."

"This is what I would do over the next 30 days."

"This is what needs to happen before we scale."

You will challenge clients when needed, simplify decisions, and help them avoid wasting time on low-leverage work.

Your value comes from your judgment, not just your responsiveness.

Turn Strategy Into Action




Good advice without execution is useless.

Every strategic conversation should translate into clear priorities.

You will help clients move from broad goals to focused execution:

Define the objective

Identify the constraint

Decide the strategy

Break it into clear actions

Assign ownership

Review what happened

Adjust based on results

You should naturally reduce complexity rather than add to it.

If a client has fifteen things they could be doing, your job is often to help them identify the two or three that actually matter.

Help Clients Build Revenue
You will think commercially.

That means understanding the complete journey from market to revenue:

You will help clients understand where that journey is breaking down.

For example:
If acquisition is weak, you investigate the offer, market, message, and channel.

If leads are coming in but deals are not closing, you look at qualification, sales process, follow-up, positioning, and pricing.

If sales are happening but delivery is becoming difficult, you help identify what needs to change operationally.

You should be comfortable moving across the business rather than treating growth as a single function.

Work Across Growth Channels
Depending on the client, you may be advising across areas such as:

Cold email

Outbound

Paid acquisition

ICP and positioning

CRM and pipeline

Follow-up

Go-to-market

Operational priorities

AI implementation and services

You do not need to personally be the world's best practitioner in every function.

You do need enough commercial understanding to identify what is working, what is not, ask the right questions, and make good strategic recommendations.

Lead High-Level Client Conversations
You will spend significant time speaking directly with founders and senior operators.

These are not scripted check-ins.

The conversations should be valuable enough that a founder would pay for the thinking itself.

You will:

Review business performance

Analyse what has changed

Identify opportunities

Diagnose problemsChallenge assumptions

Set priorities

Recommend strategy

The standard is not whether the meeting happened.

The standard is whether the meeting changed what happens next.

Own the Bigger Picture
Clients may have multiple people supporting different parts of their business.

Your role is to maintain the full commercial picture.

You should understand what everyone is working on, how it connects to the overall strategy, and whether the combined effort is actually moving the client toward their objective.

If teams become disconnected, priorities conflict, or something important is falling through the cracks, you take ownership of resolving it.

The client should feel like they have one clear strategic partner who understands the whole business.

Identify Risk Before It Becomes a Problem
Strong operators notice problems early.

You should recognise when:





A client is losing momentum

Execution has stalled

The strategy is not producing results

Expectations have become misaligned

Lead flow is weak

Sales follow-up is poor

Internal delivery is becoming a blocker

The client is focusing on the wrong priorities

Trust is beginning to decline

Then act.

Do not wait for a formal escalation.

Part of being a trusted partner is being willing to address uncomfortable realities before they become larger problems.

Commercial Judgment

Strategic Thinking

Founder-Level Communication

High Ownership

Structured Execution

AI Fluency

The Person We Want
This role is best suited to someone who wants to accelerate their career by taking on real responsibility.

You want to become the kind of person founders trust when making important decisions.

You want to develop judgment, not just knowledge.

You want to understand how businesses grow from the inside.

You are excited by the idea of working across many different companies, seeing patterns quickly, and becoming better at solving commercial problems every week.

You do not want to spend your career running scripted calls.

You want to sit across from a founder, understand what they are trying to build, and help them build it.

You Will Probably Not Fit If

You want a traditional Customer Success role

You prefer being given the answer rather than finding it

You are uncomfortable advising people more senior than you

You avoid giving direct recommendations

You prefer following scripts to thinking independently

You enjoy relationship management but are less interested in business strategy

You need very clear boundaries around your responsibilities

You focus heavily on activity rather than outcomes

You are looking for a low-pressure role with a predictable learning curve

Experience

7+ years in consulting, growth, client strategy, account management, sales, operations, or a senior client-facing role

Experience working directly with founders, executives, or business owners

Strong commercial understanding and the ability to think across acquisition, sales, and delivery

Experience helping businesses solve growth or execution problems

Strong understanding of B2B go-to-market

Direct exposure to areas such as outbound, sales, offer creation, paid acquisition, pipeline management, consulting, or agency delivery

Experience operating in fast-moving environments where judgment matters more than rigid process

What You Get

Fully remote

Full-time role at a profitable, bootstrapped company

Direct access to ambitious founders and business owners

Exposure to a wide variety of companies, markets, and growth problems

The opportunity to build deep skill across strategy, acquisition, sales, operations, and AI

Significant autonomy and ownership

Direct access to senior leadership

A role where your judgment and capability can grow quickly

Performance-based progression into leadership, strategy, operations, or broader commercial ownership

This is an opportunity to become much more than an account manager.

Done well, this role develops you into the kind of commercial operator who can walk into almost any business, understand what matters, and help the founder decide what to do next.

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📌 Senior Strategic Growth Partner (Ontario)
🏢 AI Acquisition
📍 Ontario