Revenue Enablement Lead
Top Benefits
About the role
Digitail is an all-in-one, cloud-based practice management software that allows you to run your entire veterinary practice with one single tool. They are replacing the need for multiple, disconnected tools. Digitail simplifies the entire patient journey, making it faster, easier, and more modern. By cutting down on time-consuming tasks like phone calls, paperwork, and follow-ups, they help you run a thriving practice with ease!
Equipped with an AI-powered virtual assistant, Digitail automates routine administrative tasks, cuts down staff’s workload, and lets them focus on what they do best — providing exceptional care. Their philosophy? A single source of truth, one seamless system.
Digitail helps teams work smarter, see up to 2× more patients per day, and finally get home on time. With a fleet of 15+ AI Agents, 30+ integrations, and a connected Pet Parent App, Digitail saves clinics 50+ hours a month in administrative work.
Highlights:
- Founded in 2018 by Sebastian Gabor & Ruxandra Pui.
- Trusted by 1000+ practices,
- 3M pet parents,
- 4000+ veterinarians, 10+ universities & shelters in 40 countries.
- Their AI-powered veterinary assistant automates SOAP notes, patient summaries, treatment planning, patient intake, etc.
- Funding: $37M (USD) from top VCs like Five Elms Capital, Atomico, Partech, Byfounders, Gradient, The Nordic Web Ventures, and others.
- Just raised their Series B: $23M (USD) - Nov 2025.
- Featured In: TechCrunch, PR Newsire, TechRound & others.
- Core Values: Customer Super Passion, Caring About Each Other, Ownership, Higher Purpose, Growth Mindset.
- In the past 12 months, Digitail has more than doubled its customer base.
About the Role:
We’re seeking a hands-on Revenue Enablement Lead to build and scale a best-in-class enablement function across Sales, Onboarding, and Customer Success. This is a foundational role focused on formalizing and modernizing training that is currently informal and reliant on tribal knowledge. With plans to significantly grow Sales and Onboarding, enablement will be critical to driving productivity, performance, and scalability.
This leader will design and implement the systems, programs, and processes needed to set teams up for success at every stage of growth.
-Knowledge Infrastructure - Build and maintain a centralized knowledge repository that serves as the single source of truth for the GTM organization. Audit, clean, and structure existing documentation (including Notion), and develop clear, role-based learning paths across Sales, Onboarding, and Support. This role will reduce reliance on tribal knowledge by creating scalable, standardized resources that enable consistency and clarity as the team grows. -Onboarding Programs - Design and implement structured onboarding programs tailored to SMB Sales, Enterprise Sales, Onboarding, and Support. Improve the overall content delivery experience by moving beyond static documentation toward more dynamic and engaging formats. Establish certification processes — such as demo certifications — to validate readiness and ensure high performance from day one. -Sales Enablement - Develop structured demo training programs and objection-handling frameworks that strengthen selling capabilities. Create competitive battlecards and lead practice sessions with clear feedback and grading mechanisms. This individual will design craft-based learning programs that elevate selling skills and execution — not just product knowledge. -Product Mastery & Education - Develop deep product fluency through an initial immersion period and become a trusted internal resource. Reduce reliance on technical teams for foundational product training by building scalable education programs and leading ongoing internal product sessions that drive confidence and expertise across the GTM team. -Content Development & Delivery - Create short-form training videos and interactive learning modules that modernize how enablement is delivered. Ensure all content is engaging, practical, and digestible, supporting a high-performance learning culture across a rapidly scaling organization.
About You:
- Must be located in Toronto and willing to be on-site 3 days a week
- 2–5+ years experience in GTM or sales enablement, sales training, onboarding, or similar at a high-growth SaaS company
- Experience building training infrastructure from scratch
- Strong content development skills (video, documentation, curriculum)
- Deep curiosity and willingness to become a product expert
- Ability to translate the customer journey into an internal training strategy
- Comfortable facilitating live sessions and workshops
- Organized and process-driven
- Tech-savvy and AI curious
- Bonus points: if you come from a sales background, experience building LMS or knowledge repositories, or sales training or demo coaching experience
The Extras that Matter:
- What they’re building matters -it impacts the lives of real people and pets 🐶.
- Build and scale a People function from the ground up — your blueprint, your team.
- Employee Share Options - their employees share a key role in shaping the company’s future.
- $1000 yearly budget for learning and growth opportunities.
Compensation: $75,000 - $100,000 + bonus & equity
About The Leadership Agency
The Leadership Agency recruits for the most impressive companies of our generation. Our mission is to help high-growth companies make their best hires. We are a women-led company and believe in diversity, inclusion & belonging – diverse teams are strong teams! We do it differently.
Recruitment is not a one-size-fits-all. We designed our services to match the agility every high-growth company needs
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Revenue Enablement Lead
Top Benefits
About the role
Digitail is an all-in-one, cloud-based practice management software that allows you to run your entire veterinary practice with one single tool. They are replacing the need for multiple, disconnected tools. Digitail simplifies the entire patient journey, making it faster, easier, and more modern. By cutting down on time-consuming tasks like phone calls, paperwork, and follow-ups, they help you run a thriving practice with ease!
Equipped with an AI-powered virtual assistant, Digitail automates routine administrative tasks, cuts down staff’s workload, and lets them focus on what they do best — providing exceptional care. Their philosophy? A single source of truth, one seamless system.
Digitail helps teams work smarter, see up to 2× more patients per day, and finally get home on time. With a fleet of 15+ AI Agents, 30+ integrations, and a connected Pet Parent App, Digitail saves clinics 50+ hours a month in administrative work.
Highlights:
- Founded in 2018 by Sebastian Gabor & Ruxandra Pui.
- Trusted by 1000+ practices,
- 3M pet parents,
- 4000+ veterinarians, 10+ universities & shelters in 40 countries.
- Their AI-powered veterinary assistant automates SOAP notes, patient summaries, treatment planning, patient intake, etc.
- Funding: $37M (USD) from top VCs like Five Elms Capital, Atomico, Partech, Byfounders, Gradient, The Nordic Web Ventures, and others.
- Just raised their Series B: $23M (USD) - Nov 2025.
- Featured In: TechCrunch, PR Newsire, TechRound & others.
- Core Values: Customer Super Passion, Caring About Each Other, Ownership, Higher Purpose, Growth Mindset.
- In the past 12 months, Digitail has more than doubled its customer base.
About the Role:
We’re seeking a hands-on Revenue Enablement Lead to build and scale a best-in-class enablement function across Sales, Onboarding, and Customer Success. This is a foundational role focused on formalizing and modernizing training that is currently informal and reliant on tribal knowledge. With plans to significantly grow Sales and Onboarding, enablement will be critical to driving productivity, performance, and scalability.
This leader will design and implement the systems, programs, and processes needed to set teams up for success at every stage of growth.
-Knowledge Infrastructure - Build and maintain a centralized knowledge repository that serves as the single source of truth for the GTM organization. Audit, clean, and structure existing documentation (including Notion), and develop clear, role-based learning paths across Sales, Onboarding, and Support. This role will reduce reliance on tribal knowledge by creating scalable, standardized resources that enable consistency and clarity as the team grows. -Onboarding Programs - Design and implement structured onboarding programs tailored to SMB Sales, Enterprise Sales, Onboarding, and Support. Improve the overall content delivery experience by moving beyond static documentation toward more dynamic and engaging formats. Establish certification processes — such as demo certifications — to validate readiness and ensure high performance from day one. -Sales Enablement - Develop structured demo training programs and objection-handling frameworks that strengthen selling capabilities. Create competitive battlecards and lead practice sessions with clear feedback and grading mechanisms. This individual will design craft-based learning programs that elevate selling skills and execution — not just product knowledge. -Product Mastery & Education - Develop deep product fluency through an initial immersion period and become a trusted internal resource. Reduce reliance on technical teams for foundational product training by building scalable education programs and leading ongoing internal product sessions that drive confidence and expertise across the GTM team. -Content Development & Delivery - Create short-form training videos and interactive learning modules that modernize how enablement is delivered. Ensure all content is engaging, practical, and digestible, supporting a high-performance learning culture across a rapidly scaling organization.
About You:
- Must be located in Toronto and willing to be on-site 3 days a week
- 2–5+ years experience in GTM or sales enablement, sales training, onboarding, or similar at a high-growth SaaS company
- Experience building training infrastructure from scratch
- Strong content development skills (video, documentation, curriculum)
- Deep curiosity and willingness to become a product expert
- Ability to translate the customer journey into an internal training strategy
- Comfortable facilitating live sessions and workshops
- Organized and process-driven
- Tech-savvy and AI curious
- Bonus points: if you come from a sales background, experience building LMS or knowledge repositories, or sales training or demo coaching experience
The Extras that Matter:
- What they’re building matters -it impacts the lives of real people and pets 🐶.
- Build and scale a People function from the ground up — your blueprint, your team.
- Employee Share Options - their employees share a key role in shaping the company’s future.
- $1000 yearly budget for learning and growth opportunities.
Compensation: $75,000 - $100,000 + bonus & equity
About The Leadership Agency
The Leadership Agency recruits for the most impressive companies of our generation. Our mission is to help high-growth companies make their best hires. We are a women-led company and believe in diversity, inclusion & belonging – diverse teams are strong teams! We do it differently.
Recruitment is not a one-size-fits-all. We designed our services to match the agility every high-growth company needs