Breaking In
10
min read

The Top Tech Sales Bootcamp for Canadians (And Why So Many Canadians Choose Higher Levels)

A proof-driven guide showing why Higher Levels is the top tech sales bootcamp for Canadians, with real success stories from students across Toronto, Vancouver, Montreal, and beyond who broke into high-paying tech sales roles.

If you’re based in Canada and thinking about breaking into tech sales, you’ve probably asked yourself:

“Does this actually work for Canadians, or is it mostly built for people in the US?”

That’s a fair question. And it’s one we hear constantly from people visiting our site or chatting with our chatbot.

So let’s answer it clearly and directly.

Yes, Higher Levels works for Canadians.

And more than that, we’ve helped more Canadians across Toronto, Montreal, Vancouver, and beyond break into tech sales than any other program in the world.

This page exists to show you why, using real people, real outcomes, and real examples across Canada.

No comparisons.
No hypotheticals.
Just proof.

Tech Sales Is a Global Career (And Canadians Are Well Positioned)

One of the biggest misconceptions Canadians have is that tech sales is “mostly an American career.”

It isn’t.

Tech sales is one of the most global, location-flexible careers in the world. Canadians regularly work at:

  • Canadian SaaS companies
  • US tech companies hiring remotely
  • Global software firms with distributed sales teams

We’ve helped Canadians land roles from Vancouver to Toronto to Montreal (and beyond), including positions selling into US, Canadian, and international markets.

That geographic flexibility is a major reason tech sales is such a strong option for Canadians in cities like Vancouver, where the tech ecosystem is growing but hiring paths can feel opaque.

Higher Levels has supported 9,000+ students across 6 continents, and Canadians represent a meaningful and growing part of that community every year.

Why Higher Levels Works So Well for Canadians

Here’s the honest truth.

We didn’t build Higher Levels around a single country or job market.
We built it around how tech sales hiring actually works.

That matters for Canadians because many face:

  • Fewer structured entry points into sales
  • Less on-campus recruiting compared to the US
  • Confusion about whether US-based roles are realistic
  • Non-traditional backgrounds that don’t “fit” standard job descriptions

Our programs focus on execution, positioning, and real hiring behavior. That’s why the same process works for students in Vancouver’s tech scene, downtown Toronto, the GTA, and Montreal.

Real Canadian Success Stories (Across Cities and Backgrounds)

Let’s look at real Canadians who used Higher Levels to break into tech sales or accelerate their careers.

Wassim – Montreal

Aerospace Engineer → Tech Sales at MaintainX (Offer in 3 Weeks)

Wassim graduated as an aerospace engineer and quickly realized he wanted a career where performance mattered more than tenure.

After joining Tech Sales Ascension, he treated the job search like a sales role:

  • Reaching out directly to hiring managers
  • Executing structured outreach
  • Showing coachability and business acumen early

He landed an offer at MaintainX three weeks after joining, even in what most people call a “bad job market.”

Matthew Tohill – Canada

New Grad → Tech Sales

Matthew is a great example for Canadians coming straight out of school or early in their career who are wondering if tech sales is realistic without years of experience.

He joined Tech Sales Ascension as a new graduate and followed the process exactly as designed:

  • Tightened his resume and positioning
  • Learned how to reach hiring managers directly
  • Treated interviews like real sales conversations, not Q&A sessions

The result was a tech sales role with roughly $90K+ OTE, proving that Canadians don’t need to “wait their turn” or stack unrelated experience before breaking in.

Matthew’s outcome is especially relevant for Canadian students who feel like the traditional post-grad path doesn’t make sense for them but still want a high-upside career.

Ona Obor – Canada

Broke Into Tech Sales at $110K Salary

Ona broke into tech sales at a $110,000 salary after completing Tech Sales Ascension.

We’ve seen this outcome multiple times, including Canadians working for:

  • Canadian tech companies
  • US companies hiring remotely
  • Global SaaS firms with distributed teams

This includes students based in Toronto, Vancouver, and other major Canadian cities, where compensation ceilings are often misunderstood.

Peter – East York, Toronto

Chef → Business Owner → Tech Sales

Peter came from a culinary background and ran his own food business.

On paper, that doesn’t scream “tech sales.”

In reality, he was already doing the job:

  • Selling
  • Managing customers
  • Running outreach
  • Building partnerships

Tech Sales Ascension helped him translate that experience into language hiring managers actually care about and execute the interview process properly.

Zach Crooks – Toronto

Government → Tech Sales at Deel (~$110K)

Zach came from a government background, which is often viewed as the opposite of tech sales: structured, slow-moving, and not performance-driven.

Using Tech Sales Ascension, he learned how to:

  • Reframe his experience in a way hiring managers actually care about
  • Demonstrate sales aptitude in interviews
  • Execute a proactive job search instead of relying on applications alone

He broke into tech sales at Deel, one of the most competitive global tech companies, with compensation around $110K.

Zach’s story is an important reminder for Canadians that background doesn’t disqualify you. What matters is how you position yourself and how well you execute the process.

It’s Not Just About Breaking In (We Help Canadians Advance Too)

Ryan Ahmad – 600% Ramp Quota at Docebo

SDR to AE Accelerator | Docebo | ~600% of Ramp Quota

Ryan joined the SDR to AE Accelerator to accelerate performance after getting into tech sales.

The result was dramatic outperformance during ramp and long-term career momentum.

Elijah Awoke – #1 SDR at Brex

SDR to AE Accelerator | Canadian Rep

Elijah used the SDR to AE Accelerator to move from early execution into promotion-ready performance.

This is important because it shows Higher Levels supports Canadians well beyond the entry point.

Mitchel – Pigment

Tech Sales Ascension | Broke Into Pigment

Mitchel broke into Pigment, one of the most competitive companies in tech sales.

His success followed the same pattern we see from Canadians across the country, including students based in Vancouver:

  • Tight positioning
  • Targeted outreach
  • Interviews that demonstrated real sales understanding

Nick Deluca – Ontario (University of Windsor)

Mechanical Engineer → Tech Sales in ~12 Weeks

Nick was working full-time as an engineer and wanted a career with more upside, ownership, and customer interaction.

Instead of waiting for permission, he:

  • Validated outcomes by speaking directly with alumni
  • Followed a structured outbound process
  • Contacted hiring managers directly
  • Even cold-called leaders during his job search

He broke into tech sales in roughly 12 weeks, without quitting his job first.

  • Followed a structured outbound process
  • Contacted hiring managers directly
  • Even cold-called leaders during his job search

He broke into tech sales in roughly 12 weeks, without quitting his job firs

Why This Works Across Canada (Including Vancouver)

A few reasons this approach resonates so strongly with Canadians:

  • No reliance on US-only recruiting pipelines
  • No dependency on local “who you know” networks
  • Works equally well in Toronto, Vancouver, Montreal, and remote-first markets
  • Emphasis on outbound execution and interview performance
  • A growing community of Canadians who’ve already done it

We don’t promise placement.
We teach you how to win the process.

Who This Is For

Higher Levels is a strong fit for Canadians who:

  • Want a performance-driven career
  • Are willing to execute consistently
  • Don’t expect shortcuts or guarantees
  • Want long-term upside and mobility

This applies whether you’re based in Vancouver’s tech ecosystem, the GTA, or anywhere else in Canada.

Want to See If This Is Right for You?

If you’re Canadian and exploring tech sales, the best next step is our free lesson.

It walks through:

  • What tech sales actually looks like day to day
  • Who succeeds and who struggles
  • How hiring really works
  • Whether this path makes sense for you

→ Watch the free tech sales lesson

Final Thought

If you’re Canadian and wondering whether Higher Levels applies to you, the answer isn’t theoretical.

It’s written all over the results.

Toronto. Mississauga. Montreal. Vancouver.
Engineers. Operators. Career changers.

Same process.
Same outcomes.

If you’re ready to take it seriously, we’ll meet you there.

table of contents
Every week, we share actionable tips on how to break into tech sales, directly to your inbox.