Account Executive North America

Letsignit; Montreal (administrative region); Hybrid; CAD 90,000 - 120,000; Full time

Job summary

Letsignit is seeking an Account Executive for North America, based in Montreal, to lead full-cycle sales across SMB to Enterprise. The role focuses on driving revenue growth by building compelling business cases, managing multi-threaded deals, and expanding market presence in a high-growth environment.

You will collaborate with Marketing, Solution Engineers, and Legal teams to close opportunities and ensure smooth handoffs to Customer Success after the sale, while shaping go-to-market strategy.

Qualifications

• 4+ years in B2B SaaS sales with quota-bearing roles.
• Experience selling to SMB, Mid-Market and Enterprise segments.
• Proven track record of closing complex, multi-stakeholder deals.

Responsibilities

• Own inbound and outbound sales cycle from qualification to closing.
• Develop tailored value propositions and ROI business cases.
• Collaborate with Marketing, Legal, and Delivery teams on deals.
• Forecast accurately and maintain CRM data quality.
• Expand accounts through upsell and cross-sell opportunities.
• Represent Letsignit at events and industry conferences.

Skills

B2B sales

SaaS sales

Quota attainment

MEDDICC

Challenger selling

Executive relationship

CRM management

Tools

CRM (e.g., Salesforce)

Job description

Letsignit is a cutting-edge email signature management and marketing solution, empowering businesses to deploy personalized, on-brand email signatures seamlessly across devices from a centralized dashboard. By integrating targeted marketing banners, event calendars, and other engagement tools, Letsignit helps organizations strengthen their brand presence, enhance employee communication, and drive business growth. The solution is compatible with Microsoft 365, Exchange, and leading marketing tools like HubSpot, Pardot, and Salesloft. As a Microsoft Gold Partner with over 2,000,000 users, Letsignit collaborates with renowned organizations such as Pernod Ricard, Sephora, Suez, and Vinci Construction.

Role Description

This is a full-time, hybrid role for an Account Executive in North America, based in Montreal, QC.

The Account Executive owns the full sales cycle across a diverse portfolio of companies ranging from SMB to Enterprise accounts.

This role is responsible for driving revenue growth at Letsignit by developing and executing effective sales strategies, managing complex deals, and delivering measurable business value to executive stakeholders.

As a key contributor in a high-growth and evolving organization, the Account Executive plays a central role in scaling the Sales organization, shaping go-to-market strategy, and expanding market presence across North America.

Key Responsabilities

A. End-to-End Sales Cycle Ownership

• Own and manage inbound leads full sales cycle: qualification, discovery, solution positioning, business case development, negotiation, and closing
• Identify customer challenges, reframe business needs, and build a compelling case for change
• Maintain accurate CRM data and ensure reliable pipeline forecasting

B. Complex Deal Execution (Multi-Threaded Sales)

• Engage with senior stakeholders across Marketing, IT, Finance, Procurement, and Executive Leadership (CMO, CTO, CFO, etc.)
• Build tailored value propositions and ROI-driven business cases
• Identify, develop, and mobilize internal champions
• Proactively anticipate objections and navigate complex buying processes
• Build and maintain the channel activity through sales enablement and growing partners.
• Partner closely with Marketing on campaigns, events, and webinars
• Represent Letsignit at industry events, conferences, and networking opportunities

D. Cross-Functional Collaboration & Account Growth

• Collaborate with Solution Engineers and Legal teams to support complex pre-sales cycles
• Ensure a seamless handoff to Customer Success and Delivery teams post-sale
• Drive expansion within existing accounts through upsell and cross-sell opportunities

Qualifications

A. Experience & Technical Skills

• 4+ years of B2B sales experience, including 2+ years in SaaS sales
• Proven track record of consistently meeting or exceeding quota across SMB, Mid-Market, and/or Enterprise segments
• Strong command of modern sales methodologies (e.g., MEDDICC, SPICED, Challenger)
• Experience managing complex, multi-stakeholder sales cycles
• Ability to sell to executive-level decision-makers and build strategic relationships
• Strong business acumen with the ability to qualify opportunities, accelerate deal velocity, and close efficiently
• Skilled in building executive-level business cases and ROI narratives
• Familiarity with Marketing, Branding, or MarTech ecosystems is a plus
• Interest in AI-powered tools and emerging technologies

B. Core Competencies (Soft Skills)

• Strong executive presence and persuasive communication skills
• Highly analytical with structured thinking and strong prioritization abilities
• Competitive, results-driven, and solution-oriented mindset
• Self-starter with high ownership and accountability
• Adaptable and comfortable in fast-paced, scaling environments

C. Languages

• French: Nice to have

D. Culture & Values Fit

• Alignment with Letsignit core values: DARE – CARE – FAIR – FUN
• Positive, collaborative, and proactive attitude
• Customer-first and impact-driven mindset
• Interview with Sales Leadership
• Case study / practical assessment (e.g., discovery role-play, business case presentation)