About goHeather

goHeather builds AI legal tech for the 99% - small and midsize businesses and the small law firms lawyers ignored by enterprise legal software.

We are not replacing lawyers. We are empowering legal teams with fast, accessible AI tools that make contract drafting, review and legal work smarter, not harder.

So far, our growth has come entirely from SEO and word of mouth. We have built a loyal user base without a single sales rep. Now we are ready to scale with a true sales department and a revenue leader who can turn traction into a repeatable growth engine.

The Role

As Founding Chief Revenue Officer, you will own goHeather’s entire go-to-market strategy and revenue model. You will design and lead sales, partnerships, and growth operations to help us scale from a bootstrapped startup to a structured, data-driven VC-backed business.

You will work directly with the founders in Canada to turn goHeather into a category-defining legal AI company for SMBs and small law firm lawyers everywhere.

What You’ll Do

Build and lead the sales organization from the ground up, including playbook, team, process, and goals
Design and test pricing, packaging, and distribution strategies for SMBs, small law, and B2B channels
Turn inbound demand from SEO into outbound campaigns, partnerships, and repeatable acquisition channels
Develop and manage sales funnels, pipelines, and forecasts across multiple customer types
Collaborate with marketing and product to align messaging, GTM strategy, and feature releases
Build systems and dashboards for measuring growth, retention, and unit economics
Hire and mentor early GTM talent as we scale

Who You Are

A builder who has helped take SaaS or B2B products from early traction ($25K–$100K MRR) to scale (10M+ ARR)
Comfortable working across sales, marketing, and strategy
Strong understanding of SMB SaaS, legal tech and how to sell to small teams and lawyers
Analytical and hands-on. You can run experiments and close deals while designing scalable systems
Excited about legal tech that empowers lawyers and SMBs instead of locking innovation behind enterprise gates

What We Offer

Founding-level equity and industry leading performance-based compensation, plus a healthy base salary
Ownership over revenue, GTM, and sales strategy
Direct collaboration with the CEO and product team
Remote-friendly culture with flexibility and autonomy
The chance to define how AI legal tech grows outside the enterprise bubble

Job Type: Full-time

Pay: $100,645.28-$200,100.97 per year

Benefits:

Stock options

Education:

Bachelor's Degree (required)

Experience:

B2B sales: 3 years (required)

Location:

Toronto, ON (required)

Work Location: Hybrid remote in Toronto, ON

goHeather

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