Thumbtack · 21 hours ago
Enablement Trainer II
United States
Full-time
Remote
Mid, Senior Level
$79K/yr - $102K/yr
5+ years expThumbtack helps millions of people confidently care for their homes, and they are seeking an Enablement Trainer II to deliver and evolve high-impact training programs. This role involves facilitating major enablement programs, partnering with cross-functional teams, and mentoring junior trainers to enhance training effectiveness and employee performance.
Home ServicesProfessional ServicesLocalService Industry
Responsibilities
Lead high-impact, interactive training sessions for diverse and often tenured audiences, modeling best-in-class facilitation techniques and fostering meaningful knowledge transfer
Own the delivery and execution of core enablement programs such as onboarding, role-based upskilling, and large-scale learning initiatives, ensuring consistency, quality, and strong learner engagement
Facilitate ongoing training initiatives that address evolving product capabilities, industry trends, performance gaps, and leadership or soft-skill development needs
Assess training effectiveness using learner feedback, performance metrics, and business outcomes; partner with Enablement Design to continuously improve content and delivery methods
Partner closely with Enablement Design, Product Operations, Partnerships, and frontline leaders to align training initiatives with operational goals and strategic priorities
Deliver training for Thumbtack Pros, customers, key partners, and internal partner-facing teams to drive adoption, confidence, and satisfaction across the ecosystem
Support and mentor junior trainers while piloting new facilitation techniques or learning approaches that raise the bar for enablement delivery
Qualification
Required
A bachelor's degree in business, education, organizational development, or a related field is preferred, or an equivalent combination of education and experience
5–7+ years of experience in training, enablement, or a related role, preferably supporting sales, service, success, or partner-facing teams
Advanced facilitation skills, with demonstrated ability to lead complex, high-stakes virtual training sessions and adapt approaches for different audiences and learning needs
Exceptional verbal and written communication skills, with the ability to influence, engage, and inspire learners. Note that fluency in Spanish is required
Strong stakeholder partnership skills and experience collaborating cross-functionally to deliver aligned enablement outcomes
Ability to connect training initiatives to performance improvement and business impact, using feedback and metrics to inform iteration
A growth mindset and strong team-player mentality, demonstrating adaptability, ownership, and a commitment to continuous learning and development
Company
Thumbtack
Thumbtack is a home services website connecting users with local service providers.
1001-5000 employees
Funding
Current Stage
Late StageTotal Funding
$773.2MKey Investors
Hercules Capital,Silicon Valley BankQatar Investment AuthoritySequoia Capital
2024-07-31Debt Financing· $75M
2021-06-15Series G· $275M
2019-07-22Series F· $150M
Leadership Team
Marco Zappacosta
Co-founder & CEO
Recent News
2025-12-02
Morningstar.com
2025-11-19
Company data provided by crunchbase