Associate Director, Technology Enablement at Kick

Toronto, Ontario, Canada

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Not SpecifiedCompensation

Senior (5 to 8 years)Experience Level

Full TimeJob Type

UnknownVisa

Life Sciences, HealthcareIndustries

Requirements

7+ years of experience delivering web, CRM, or omnichannel marketing technology solutions, ideally within healthcare or regulated industries, including hands-on experience
Strong understanding of digital delivery processes and ability, from discovery through launch and maintenance, with experience defining KPIs and process controls to measure and optimize delivery performance
Proven ability to manage cross-craft teams and multiple concurrent technology workstreams
Ability to create, interpret, and communicate technical documentation, requirements, and design assets clearly with attention to maintaining documentation completeness and operational traceability
Excellent collaboration and communication skills

Responsibilities

Oversee day-to-day delivery of omnichannel technology projects — ensuring alignment across teams, timelines, and budgets
Act as the central coordination point between Technology Enablement, PMO, and other technical crafts to ensure seamless handoffs, predictable execution, and measurable delivery outcomes
Drive quality and consistency across all technology delivery phases, from planning through launch, delivery checkpoints and post-project monitoring
Define and communicate the technical task plan (WBS) for each project, collaborating with PMO to ensure dependencies, milestones, and resourcing are accurately represented in the project schedule
Review technical and project documentation (BRDs, wireframes, technical specifications) to ensure clarity, feasibility, and completeness
Partner with PMO and technical crafts to maintain RAID logs, track risks, and drive proactive resolution of delivery challenges, issues, or incidents in collaboration with the client and internal stakeholders
Participate in technology review and architecture sessions to validate scalability, integration, and compliance
Forecast technical resources and support project capacity planning across multiple client accounts, leveraging resource management tools and delivery dashboards to maintain visibility into utilization and staffing needs
Champion delivery excellence, process improvement, and consistent use of Klick’s tools and frameworks
Lead by example — fostering collaboration, innovation, and accountability across teams

Skills

Key technologies and capabilities for this role

SDLCOmnichannelCRMProject ManagementHealthcare TechnologyWeb DevelopmentAutomation Tools

Questions & Answers

Common questions about this position

What is the salary for the Associate Director, Technology Enablement role?

This information is not specified in the job description.

Is this position remote or does it require office work?

This information is not specified in the job description.

What skills are required for this role?

The role requires expertise in leading omnichannel technology projects including websites, CRM systems, engagement and automation tools, knowledge of SDLC from planning through launch, and skills in technical task planning, documentation review, risk management, and resource forecasting.

What is the company culture like at Klick Health?

Klick Health fosters an inspiring, innovative, and evolving workplace that invests in talent development and future leaders, recognized as one of the country’s Top 10 Great Workplaces, 10 Most Inspiring Cultures, Best Workplace for Innovators, Best Managed, and Fastest Growing.

What makes a strong candidate for this position?

A strong candidate has experience leading technology projects, coordinating cross-functional teams like PMO and technical crafts, ensuring on-time and on-budget delivery, and transforming business challenges into scalable solutions; apply even if your career path isn't straightforward.

Kick

Financial management for small businesses and creators

About Kick

Kick.co helps small business owners, freelancers, and creators manage their finances more effectively. The company offers a range of services that simplify bookkeeping, maximize tax deductions, and provide cash back opportunities. Users connect their debit or credit cards to Kick.co's platform, which automatically categorizes their business income and expenses, saving them significant time and reducing audit risks. Kick.co operates on a subscription model, providing both automated and human-assisted support, ensuring users receive timely and personalized financial advice. Unlike traditional banks, Kick.co partners with Blue Ridge Bank N.A. to offer banking services. The goal of Kick.co is to help its users save time and money, with the average member saving around $15,452 annually through tax deductions and cash back, while also fostering a community for sharing financial tips.

Palo Alto, CaliforniaHeadquarters

2021Year Founded

$8.8MTotal Funding

SEEDCompany Stage

FintechIndustries

11-50Employees

Benefits

Paid Vacation

Company Equity

Risks

Increased competition from new AI-driven bookkeeping startups.

Sudden influx of users may strain Kick's resources and service quality.

Dependence on Blue Ridge Bank N.A. for banking services poses potential risks.

Differentiation

Kick offers a unique social banking platform for crowdsourcing tax deductions.

The platform automates bookkeeping, saving users 40 to 80 hours annually.

Kick combines AI-driven advice with human-assisted support for personalized financial management.

Upsides

Kick can capture market share from Bench's 12,000 former clients.

Recent $9 million funding supports growth and AI-driven financial solutions.

Increased demand for automated bookkeeping due to Bench's shutdown.

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