Sales Consultant, Legal Tech SaaS (Remote, North America)

Reposted 2 Months Ago
Hiring Remotely in Toronto, ON, CAN
In-Office or Remote
Junior
Legal Tech • Software • Consulting
The Role
As a Sales Development Representative, you will engage with decision-makers in law firms to generate pipeline opportunities through research and outreach.
Summary Generated by Built In

Sales Consultant, Legal Tech SaaS (Remote, North America)

About MacroAgility

MacroAgility Systems builds the integration, migration and reporting tools that law firms and corporate legal teams rely on to get more from iManage. For about 15 years we have helped firms move to the cloud, connect their systems and protect their documents. Our clients include law firms, legal departments and professional services organizations across North America and Europe.

We are a small, senior team. That means your work is visible, your ideas get used and you speak directly with the founder.

The role

We are looking for a Sales Consultant who enjoys the whole conversation, not just one slice of it. You will be the first voice a prospect hears when they reach out, the person who follows up until there is a clear answer, and the trusted contact our clients come back to when they need more.

About half of your time goes to new business and half to growing the client relationships we already have. If you like advising people more than pitching at them, you will fit in well here.

What you will do

Respond and follow up

  • Reply to inbound inquiries, demo requests and client questions within one business day
  • Run a disciplined follow-up routine so no lead or open quote goes quiet
  • Keep every contact, deal stage and next step current in the CRM

Win new business

  • Prospect into law firms, legal departments and professional services organisations that run iManage
  • Lead discovery calls to understand each firm's systems, pain points and timelines
  • Present our solutions with support from our technical team, then prepare quotes and proposals
  • Negotiate terms and guide contracts through to signature

Grow and keep our clients

  • Act as the main commercial contact for an assigned book of existing clients
  • Hold regular check-ins, spot renewal risk early and bring in the right people to fix it
  • Identify upgrade and cross-sell opportunities across our product line
  • Stay in touch after the sale so clients get the value they paid for

Help us sell smarter

  • Share what you hear from clients about competitors, pricing and product gaps
  • Work with marketing on campaigns, webinars and industry events such as ILTACON and ConnectLive

What you bring

  • 3 or more years of B2B sales or account management experience, ideally in software or technology services
  • Bachelor's degree in Computer Science, Information Technology, Business or a related field, or equivalent work experience
  • A track record of meeting targets across both new business and renewals
  • Clear, professional writing and a confident phone and video presence
  • Comfort talking with senior people, from IT directors to managing partners
  • Strong organisation and reliable follow-through
  • Working hours that overlap with Eastern Time

Nice to have

  • Experience selling to law firms or legal departments
  • Familiarity with iManage, NetDocuments or other document management systems
  • Background in consulting, marketing or technology services sales
  • A technical background, such as a computer science degree or hands on experience with enterprise software

What we offer

  • Competitive base salary plus uncapped commission on new business, expansion and renewals
  • Remote-first work with flexible hours
  • Direct access to the founder and leadership team
  • A clear path to Senior Sales Consultant and sales leadership as we grow
  • Products that solve real problems for a loyal, growing client base

How to apply

Apply through this posting with your resume and a short cover letter. In your cover letter, please answer two questions:

  1. What experience do you have selling software or services to professional services firms?
  2. Tell us about a client relationship you grew over time. What did you do, and what was the result?

Skills Required

  • 1-3 years of experience in sales, business development, or lead generation (B2B preferred)
  • Experience or interest in legal-tech, SaaS, IT services, or enterprise software
  • Strong written and verbal communication skills
  • Confidence speaking with mid-to-senior level stakeholders
  • Organized, detail-oriented, and disciplined in CRM usage
Am I A Good Fit?
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The Company
HQ: Concord, Ontario
9 Employees

What We Do

MacroAgility Systems is a trusted legal tech solutions provider specializing in iManage services for law firms and corporate legal departments. With over 15 years of expertise, we help organizations simplify complex document and email management challenges through tailored implementation, cloud migration, training, and custom development. Our services include: • Cloud & On-Prem iManage Implementation • iManage Upgrades & Migrations (including Work 10, Cloud, and Tracker) • Integration & Custom Development Services • Consultancy & Support for Legal Tech Workflows • iManage User Training & Onboarding We also offer proprietary products that enhance and extend iManage functionality, including: • iSyncKit – Seamless sync for legal documents and workspaces • Export Master & Import Master – Bulk data movement with precision • iReports – Custom legal-centric reporting tools • Workspace Generator – Automated creation of client/matter workspaces • Directory Sync – Real-time integration with Active Directory At MacroAgility, we pride ourselves on hands-on technical expertise, responsive customer support, and a strong track record of solving high-stakes enterprise legal challenges. Our clients span AM Law 100 firms, multinational corporations, and public sector agencies. We don’t just support legal tech. We build it to work better for you.

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