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Legal Solutions Advisor (Account Executive)

Date posted:

January 22, 2026

Calgary, Alberta

Full-time

Hybrid in office

About Goodlawyer

At Goodlawyer, we’re reimagining what it means to build a modern legal career — and how businesses access world-class legal talent. We help Canada’s most ambitious companies get the right legal support at the right time through flexible, fractional and embedded legal solutions. Whether it’s a Fractional General Counsel, Fractional In-House, or Full-Time Secondments, we make it simple for businesses to scale confidently with trusted legal expertise. Our mission is bold and clear: to become the most desirable way to practice law. We’re a fast-growing tech-enabled company proudly headquartered in Calgary, powered by a team that is driven, collaborative, and deeply committed to winning together. We take our work seriously, but we enjoy the ride and the people on it.

Job Overview:

We’re hiring an Account Executive to own the full sales cycle for Goodlawyer’s fractional and embedded legal solutions, from qualified first meeting through signed engagement. This is not a traditional AE role. You won’t be responsible for lead generation or cold outreach. You’ll lead qualified client conversations and run a structured discovery process to assess legal needs, design the right solution, and guide engagements to close. You’ll work directly with General Counsel, senior operators, and executives at high-growth, mid-market, and enterprise companies to understand legal needs, position Goodlawyer appropriately, and guide the engagement process. This is a consultative, high-trust sale. Success comes from strong discovery, clear communication, sound judgment, and the ability to coordinate multiple stakeholders including buyers, talent and leadership. This is not a high-volume or transactional sales role — credibility, judgment, and client trust matter more than activity metrics. This role is a strong fit for in-house lawyers. We’re particularly excited about candidates who have worked as in-house counsel and want to apply their legal judgment, commercial instincts, and stakeholder management skills in a client-facing role. If you’ve been the buyer of legal services — managing risk, budgets, and executive expectations — you’ll have a meaningful advantage in this role.

Work Environment:

Type: Full-Time | Hybrid (3 days in office) Reports To: Chief Operating Officer

Responsibilities:

Own the Sales Cycle

Own qualified opportunities through the full sales process, from first meeting to close
Conduct discovery calls to understand client needs, priorities, and constraints
Position Goodlawyer’s fractional, embedded, and secondment legal solutions
Advance opportunities through proposals, interviews, and close

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Discovery & Solution Design

Lead structured, high-quality discovery conversations
Identify where Fractional General Counsel, embedded lawyers, or project support create the most value
Collaborate with Sales Engineering, Sales Enablement and Goodlawyer Leadership to design tailored solutions
Apply legal and commercial judgment to scope risk, resourcing, and engagement structure

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Proposal & Deal Execution

Partner with Sales Engineering and Sales Enablement to prepare proposals, pricing, and role scopes
Present proposals and guide clients through evaluation and decision-making
Address objections, align on scope, and move deals to close

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Lawyer Interviews & Client Guidance

Introduce and position lawyer candidates to clients
Facilitate lawyer interviews and support client decision-making

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Cross-Functional Collaboration & Pipeline Management

Work closely with Sales Enablement and Account Management to ensure smooth handoffs
Maintain accurate pipeline data, notes, and forecasts in HubSpot
Share customer insights with Goodlawyer Leadership

Qualifications:

Experience in mid-market or enterprise sales, professional services/consulting, or in-house legal environments (typically 3–8+ years)
Strong discovery-led, consultative selling skills
Comfortable selling to General Counsel, executives, and senior operators
Proven ability to manage complex, multi-stakeholder deals
Clear, confident communicator (written and verbal)
Highly organized, self-directed, and accountable

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Prior in-house legal experience or experience selling to corporate legal departments is a significant advantage, and candidates with these backgrounds will be prioritized in the hiring process.

Former in-house lawyers can excel here because the work mirrors what they’ve already done: diagnosing legal risk, structuring resourcing solutions, navigating executive stakeholders, and guiding decisions under uncertainty — without practicing law or giving legal advice.

Compensation:

Competitive compensation package (base salary plus commission)
Comprehensive health and wellness benefits
Stock option eligibility
Hybrid work model: three days in-office for collaboration and connection
Clear growth pathways as the company scales

Application Process:

Send us your resume and a short cover letter on our Careers Page telling us how you want to help us make Goodlawyer the most desirable way to practice law.

Note: This job description is intended to convey information essential to understanding the scope of the position and is not an exhaustive list of skills, efforts, duties, responsibilities, or working conditions associated with it.

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Equal Opportunity

We’re building a team as diverse as the companies and lawyers we serve. We know great talent comes in many forms — and we hire for potential as much as experience.Also, and this is important: studies have shown that marginalized individuals are less likely to apply for roles unless they match every requirement perfectly. If you’re excited about this role and think you could be a great fit, we encourage you to apply even if your experience doesn’t check every box.We don’t use AI to review resumes. Every application is reviewed by a real human rooting for your success.

Note: This job description is intended to convey information essential to understanding the scope of the role and is not an exhaustive list of skills or responsibilities associated with it.

Apply now