Technical Sales Manager - AI Software & Services

Intersog · Remote · Canada

Open 6 days

New Business + Account Growth: you win new customers and grow existing ones.

Base: C$80K–C$120K
OTE: Not disclosed
Posted: 6d ago

Still open · checked 6h agoon Intersog's careers page

Apply on Intersog →

The job

What you'd do

Sell AI software and services to business owners and the people who make tech decisions, from first demo through contract signing and renewals. You'll also find new customers and turn early trial users into paying ones.

What you'd sell

Builds custom software and supplies engineers on flexible terms

When a company needs software built but doesn't have the engineers in-house, it usually has to hire them one at a time, which can take months. The problem is, a full-time hire is hard to scale up or down when the project changes. Intersog builds custom software and lends the company engineers on flexible terms, so the work gets done without the long hiring process.

In plain English, from their own job posts. Something wrong? Tell me · More Developer & IT tools companies →

Who you'd sell to

Business owners and technology decision-makersIn their words: “Identify and develop new business opportunities with business owners and technology decision-makers.”

Where deals come from

Mostly you. Expect a lot of outbound: cold calls, emails and LinkedIn.

The Braun Read

Ask hard questions

Too much is left unsaid. Make them answer before you invest.

Pay: Base is listed but not OTE. Ask what the variable is and how many people hit it.
Transparency: Says nothing about quota, attainment, deal size, territory or sales cycle. Ask about all five.
Time on market: Open 6 days.
Company hiring: 2 sales roles open, hiring at a steady pace.

Based only on what the posting says. Lights are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

1.
What percentage of fully ramped reps hit quota last year?
OTE is what you could earn. This is how likely you are to earn it.
2.
What's the OTE, and what did the median rep earn last year?
Base is what you're guaranteed. OTE and the median show the upside.
3.
What's the annual quota, and how was it set?
A quota built from real data is a target. Otherwise it's a hope.
4.
What share of last year's closed deals did reps source themselves?
Shows how much pipeline you'll have to build on your own.
5.
How long is ramp, and what's the quota during it?

Before You Apply

Find out where you fit, and where you don't, before you hit submit.

Why I built it this way ↓

Most résumé tools try to make you look like a match. I'd rather help you find out if you are one.

Nothing made up.
Nothing goes on your résumé that you didn't do. If a line would need a number you didn't give me, I ask. I don't guess. On Braun Board it's checked in code, not just promised.
Curiosity before conclusions.
If the job wants something your résumé doesn't show, I ask before I assume. Plenty of sellers have done the thing and just never wrote it down.
Sorting, not selling.
Some jobs won't line up with what you've done. Finding that out before you apply isn't a loss. It's an hour back, spent on a job that fits.
No score.
A match score tells you how well you copied their words. It doesn't tell you whether you'd be good at the job, or happy there.

It's the same way I teach selling. We don't control who says yes. We do control where we spend our time, and whether everything we say is true.

Josh

1 Is the job worth it?

Ask hard questions. Too much is left unsaid. Make them answer before you invest.

No red lights. 1 thing the posting doesn't say, worth asking on the first call.

See the full Braun Read

2 Where you fit

Upload once, see where you fit on any job.

What people say about working at Intersog ↓

Got an offer from Intersog? Not sure about it?Ask me. I read every message myself. · JoshAsk Josh

Rather talk it through? Call or text me: 954-695-0844 (text)

Full posting

We are looking for a Technical Sales Manager to drive sales of our AI-powered products and software services. You will manage the full sales cycle, from initial discovery and product demonstrations to negotiations, contract signing, and renewals. Working closely with our product team, you will help businesses understand how AI solutions can address real challenges and deliver measurable value. Key Responsibilities - Identify and develop new business opportunities with business owners and technology decision-makers. - Lead the full sales cycle, including discovery, product demonstrations, proposals, negotiations, and closing. - Translate complex AI and software capabilities into clear business benefits and measurable ROI. - Develop business cases and manage pricing discussions for subscriptions and fixed-price projects. - Guide early adopters from pilot programs to paid engagements. - Build and maintain partner and reseller relationships. - Navigate contracts, procurement processes, and client security requirements. - Maintain an accurate sales pipeline and manage ongoing client relationships. - Use AI tools for research, proposals, and client communications, ensuring accuracy and quality. Requirements Required Qualifications - 5+ years of experience selling B2B software products or technical services, with a proven track record of closing new business. - Experience selling early-stage products or solutions with limited market references. - Strong understanding of AI agents, LLM-based tools, their capabilities, limitations, and human oversight. - Knowledge of data privacy and security considerations, including Canadian and US privacy requirements, data residency, access controls, and vendor security reviews. - Understanding of software modernization, legacy system migration, integrations, and APIs. - Experience conducting technical discovery, delivering live product demonstrations, and engaging both business and technical stakeholders. - Strong negotiation, commercial, and pipeline management skills. - Practical experience using AI tools in daily sales activities. Nice to Have - Previous experience in software engineering, solutions engineering, or product management. - French or Spanish language skills. How to Apply Please submit your resume and a short note describing: - A successful deal you closed that required significant technical knowledge. - How you currently use AI tools in your sales workflow. Salary Range: CAD $80,000–$120,000 annually, depending on experience and qualifications.

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