Braun Board

Sales Manager NA

Sidetrade · Calgary, AB, Canada

Base
Not disclosed
OTE
Not disclosed
Posted
8mo ago

Still open · checked 2h agoon Sidetrade's careers page

The job

Who you'd sell to
Still reading the posting. Check back within the hour.
Where deals come from
Not stated in the posting.

The Braun Read

Proceed with caution

A few things here deserve a hard look before you spend time on it.

Pay
No pay listed at all.
Transparency
Says nothing about quota, attainment, deal size, territory or sales cycle.
Time on market
Open 250 days. Ask why it's been hard to fill.
Company hiring
3 sales roles open, hiring at a steady pace.

Red lights

None spotted.

Yellow lights

  • Open 90+ days. This role has been posted for three months or more. Ask why it's been hard to fill, and whether anyone left it.
  • Player-coach. You'd lead a team and work deals yourself. Ask whether you carry a personal quota and how your pay splits between the two.

Green lights

None spotted.

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. 1.

    How is time split between managing the team and carrying your own number?

    Two jobs, one paycheck. Find out which one wins when time runs out.

  2. 2.

    This role has been open a while. What's made it hard to fill?

    The answer tells you what candidates saw that made them walk.

  3. 3.

    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.

  4. 4.

    What are the base and the OTE for this role?

    No point investing hours before you know the number.

  5. 5.

    What's the annual quota, and how was it set?

    A quota built from real data is a target. Otherwise it's a hope.

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    New headcount is growth. A replacement means someone left. Ask why.

› When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

Josh's top five questions for any sales interview →

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Full posting
We are looking for a passionate and enthusiastic Sales Manager to join our NA SMB division called "ezyCollect by Sidetrade" You will own revenue growth across the region, leading a team of Account Executives and Business Development Representatives, supported by a strong marketing function. This is a player-coach role suited to someone who thrives in fast-growth SaaS environments and is excited by building teams, processes, and predictable revenue from the ground up. About Sidetrade: Sidetrade (Euronext Growth: ALBFR.PA) is an AI-native company dedicated to Order-to-Cash (O2C). Its platform combines O2C applications, autonomous AI agents, and Aimie IQ, an intelligent natural-language interface that helps multinationals accelerate their cash generation, all built on SAFE, the Sidetrade Agentic Framework for Enterprise. Sidetrade operates the world's largest proprietary O2C Data Lake, built on $9 trillion in B2B transactions and millions of buying companies. We use this data to train specialized AI models that monitor, analyze, decide, and act autonomously throughout the O2C cycle. Sidetrade supports companies in 85 countries with 450 employees across Europe, North America, and Asia-Pacific. We’re proud of our 38 nationalities, and these diverse perspectives drive our innovation, one-team culture, and customer-first mindset. Sidetrade has been positioned as a Gartner® Magic Quadrant™ Leader since 2022. We value passion over perfection. So, if you’re eager to learn and bring great energy, we want to hear from you. Be you. Grow with us. Curious about Sidetrade? Catch Aimie in motion: Aimie Video Requirements What you’ll be doing: - Define and implement sales strategies across the North America region and key verticals - Own regional revenue targets, pipeline health, and forecast accuracy. - Manage the full sales cycle from qualified meetings through to long-term customer acquisition. - Drive repeatable, scalable sales motions aligned to SMB buying behavior in the O2C market. - Partner closely with Marketing on demand generation, campaigns, and pipeline acceleration. - Recruit, onboard, coach, and retain a high-performing sales team (AEs & BDRs). - Provide ongoing training, deal coaching, and performance management. - Establish clear expectations, KPIs, and accountability across the team. - Foster a strong sales culture focused on collaboration, execution, and customer value. - Own weekly and monthly sales forecasting and pipeline reporting. - Drive strong CRM discipline and data accuracy. - Implement and continuously improve sales processes, playbooks, and methodologies. - Use data and insights to identify trends, risks, and growth opportunities. - Maintain a strong understanding of the SMB finance, AR, and AI O2C landscape in North America. - Stay up to date on industry trends, competitors, and best practices. - Build trusted, collaborative relationships with Product, Customer Success, Partnerships, and Marketing. - Act as the voice of the customer, feeding insights back into product and go-to-market strategy. What you’ll bring: - 3-5+ years’ experience in a sales leadership role covering full sales cycles. - Proven track record of success selling SaaS solutions, ideally in B2B financial software or Order-to-Cash. - Demonstrated success in building and scaling new business sales teams. - Strong experience selling to C-suite and senior finance stakeholders (CFO, Finance Director, Credit Manager). - Consistent history of meeting or exceeding revenue targets. - Experience executing defined, repeatable sales methodologies. - Entrepreneurial mindset with a passion for building, testing, and scaling. - Self-starter with strong ownership mentality and bias for action. - Ability to operate effectively in a fast-paced, high-growth environment. Benefits - Premium office facilities- including a free health club membership, basketball court, golf simulator, food trucks, tenant lounge & bar, bike storage, and more! - Hybrid work model – a flexible mix of in-office and remote days. - Great culture – active Social Club organizing regular team events and activities. - Health & wellness – medical coverage, life insurance, and other wellness programs. - Time off – competitive paid holidays plus public holidays. - Career growth & compensation – competitive salary, equal opportunities, learning & mentorship programs, and advancement support Because when you thrive, we all succeed! We’re committed to providing a welcoming and inclusive experience for every candidate. If you need any accommodation during the hiring process, just let us know. Agencies We only accept applications from invited agencies via our Workable portal. Unsolicited CVs sent to managers or HR won’t be subject to fees.
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