Director, Field Enablement

Achievers

Director of Field Enablement at Achievers leading GTM enablement programs. Managing onboarding, field readiness, and operational rhythms in a hybrid workplace.

Posted 6/24/2026full-timeToronto • 🇨🇦 CanadaLeadWebsite

About the role

Key responsibilities & impact

Own GTM foundational onboarding so new hires hit productivity faster
Track and report on time-to-productivity metrics; iterate programs based on outcomes.
Drive field enablement programs centered on process changes, playbook evolution, and product or messaging releases, ensuring the field is ready before changes hit the ground.
Create a system of record for enablement content: findable in the flow of work, versioned, and measurable.
Set operational rhythms and communications that protect selling time and reduce internal friction across the GTM org.
Run strategic programs and projects that make the GTM org measurably more efficient, with clear project management standards and SLAs.
Serve as the primary bridge between field-facing teams and the product marketing function, ensuring messaging is field-ready and assets are being adopted, not just published.
Execute launch enablement end to end, including messaging activation, objection handling, and competitive response, in coordination with PMM.
Own partner enablement motions that extend our field readiness programs beyond direct sales to our partner ecosystem.
Design programs that work across direct and indirect selling motions with appropriate role and segment specificity.
Build experiences, communications, and programs that foster connection, clarity, and alignment across our growing Revenue organization.
Execute field communication and enablement calendars for key initiatives including pricing, packaging, and systems changes, as directed by Revenue leadership.
Participate in cross-functional planning with stakeholders to sequence and measure enablement priorities.
Lead, mentor, and develop our team of enablement and program team members.
Model best practices in adult learning, facilitation, and behavior change; build repeatable enablement delivery standards for the team.

Requirements

What you’ll need

10+ years in GTM enablement or sales leadership.
Proven success building enablement programs from the ground up at a B2B SaaS company of comparable size and complexity.
Deep experience with onboarding and ramp design, playbook development, and field communications.
Demonstrated fluency in partner enablement, including programs that span direct and indirect selling motions.
Track record of operating as a credible bridge between field teams and product marketing, with the ability to influence upstream content decisions.
Strong experience working with enablement platforms (e.g., Highspot/Seismic/Saleshood).
Proven ability to align stakeholders and drive programs across teams that do not report to you.
Nice to Have: Prior experience in HR Tech or workforce technology.
Familiarity with MEDDPICC or Force Management sales methodologies.
Experience scaling enablement through high-growth or transformation periods (new products, re-segmentation, packaging changes).
Exposure to partner or channel programs in a SaaS go-to-market context.

Benefits

Comp & perks

Rewards for your impact through our Recognition and Rewards program
Health Benefits and Life Insurance Coverage beginning on your first day
Parental Leave Top-up
Employer matched RRSP contributions
Flexible Vacation to recharge, so you can bring your best
Employee and Family Assistance Program offering mental health, legal, and financial counselling
Supported professional development and career growth (Linkedin Learning, mentorship)
Employee-Led Employee Resource Groups that celebrate our diversity
Regular events designed to build connection, belonging, and well-being
Hybrid flexibility, with time in our beautiful Liberty Village, Toronto office

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

GTM enablementonboarding designplaybook developmentfield communicationspartner enablementproject managementsales methodologiesenablement program designstakeholder alignmentprogram scaling

Soft Skills

leadershipmentoringcommunicationinfluencecollaborationfacilitationorganizational skillsadaptabilityproblem-solvingrelationship building