Join our team of business operations experts! We’re a tightly-knit team of big dreamers, deep thinkers, and persistent problem-solvers on a mission to transform Salesforce consulting.
It’s rare to find a team that has the perfect combination of “work hard, play hard,” but Kicksaw has it figured out. If you’re a motivated learner looking to find a team of fellow "yeah, but what's the smarter way to do this?" enthusiasts, this could be the perfect fit.
Our four core values , which we collectively refer to as our North Star, are Be You, Own It, Work Together, and Keep It Easy. These concepts inform everything about Kicksaw, and we believe that we owe our success as a company to our commitment to living by them every day.
Another word you’ll hear around here (especially if you spend some quality time chatting with co-founder Kyle Morris) is Kaizen. This term is hard to capture in only a sentence or two, but it essentially boils down to continual process improvement through ongoing efforts from every team member. It’s cooperation, it’s innovation, it’s listening and learning all the time, and it’s all hands on deck. Succeeding at Kicksaw looks like fully embracing Kaizen as you grow, learn, and thrive with your fellow employees.
We put people first — including our people. Actual Work-Life Balance Forget long hours, working weekends, and burnout. Kicksaw gives employees unlimited PTO , because we’re serious when we say that work-life balance is a high priority around here. Each team member must take four weeks of PTO every year at a minimum. No, that’s not a typo. And that doesn’t even include the 18+ company holidays, four-day weekends galore (we seize every opportunity), and 24 paid volunteer hours. We even created a “Kicksaw Appreciates You Day” for April because of April’s lack of other consistent holidays. No one does time off like Kicksaw.
100% Remote Culture Kicksaw is a completely remote team, which means we get to work with the best brains the United States and Canada (and their ex‑pats) have to offer! Each team member receives a $1K/year workstation stipend to ensure that you have everything you need to do your best work from home (or that adorable café downtown, or wherever)!
As part of our commitment to employee wellbeing, we provide full health insurance benefits, including medical, vision, and dental, to every member of our team, and we pay the premiums for most plans offered. Beyond that, we encourage open and honest communication — we know that real life can and does take priority sometimes, and we want to do what we can to help you live a healthy, balanced life.
Buckets of Benefits 100% Remote Work
Unlimited PTO
Profit Sharing
Generous Compensation
Employee Equity Program
Educational and Tech Stipends
18 Company Holidays
Paid Leave for New Parents
Annual Company Retreat
Generous 401(k) with Company Matching
Charitable Contribution Matching
I love being a RevOps Strategist at Kicksaw because it’s the perfect balance between strategic and tactical work.
RevOps Strategist
Working at Kicksaw is unlike anything I’ve experienced before. From day one, I’ve felt empowered to be myself, take ownership of my work, and collaborate with genuinely supportive teammates. The good vibes are real—people show up for each other and celebrate wins big and small.
Justin Meldrum
Sr. Operations Specialist
My team always supports me and I can always look to my manager and leadership to support our team. This knowledge provides an incredible, high trust working environment that allows people to work creatively and achieve at the highest level.
The culture at Kicksaw is what makes it so special. Built on positivity and collaboration, I have been able to thrive in an environment where I feel valued and supported. Kicksaw prioritizes us as people, not just resources.
Madeline Winkel
Sr. Marketing Manager
Typical consulting firms have aggressive utilization metrics that limit time away from our computers. Kicksaw allows us to complete our work without feeling pressured or guilty if we spend time with our family and friends.
Ian Devlin
I love being a RevOps Strategist at Kicksaw because it’s the perfect balance between strategic and tactical work.
RevOps Strategist
Working at Kicksaw is unlike anything I’ve experienced before. From day one, I’ve felt empowered to be myself, take ownership of my work, and collaborate with genuinely supportive teammates. The good vibes are real—people show up for each other and celebrate wins big and small.
Justin Meldrum
Sr. Operations Specialist
Kicksaw Gives Back The Kicksaw Gives Back program allows our team to contribute their talents, elbow grease,



and passion to their local communities. We care about what you care about, and we’ll match your charitable donations up to $100 annually.
All Kicksaw employees get 24 hours of volunteer PTO every year. To date, we’ve donated over $11K, contributed 150+ volunteer hours , and helped over 50 different organizations .
Director, Enterprise Architecture & Engineering Location 100% Remote - Canada or United States
Employment Type Full time
Department Delivery
Compensation $175K – $275K
Who We Are First impressions matter. At Kicksaw, we're on a mission to transform the Salesforce consulting industry by putting our employees and customers first. As a leader in the Salesforce ecosystem, we help companies manage their implementation processes, drive greater efficiencies, and create unmatched client relationships.
About the Role The Director, Enterprise Architecture & Engineering is a senior leadership role responsible for setting Kicksaw's enterprise technical direction and building an engineering organization that can scale with the business. Salesforce remains core, but the mandate is broader: connect CRM, custom software, data, integration, cloud, security, DevOps, analytics, and AI into secure, resilient, maintainable solutions.
This leader reports to the Vice President of Delivery, directly manages engineers and technical leaders, and stays close enough to the work to make hard architecture decisions. The role combines enterprise architecture, engineering management, client leadership, and operating-system ownership. It requires initiative and the ability to move important work through ambiguity, competing priorities, legacy practices, and organizational friction.
Culture & Values at Kicksaw We live by five values that guide everything we do:
Care Deeply - For each other and our impact
Own the Outcome - Lean in, speak up, solve it, own it
Win Together - No none gets far alone
Raise the Bar - Aim higher every day
Be the Spark - Energy and passion are contagious
As a Director, Enterprise Architecture & Engineering you'll embody these values by building trust with our clients, taking full ownership of your engagements, and guiding your team to deliver high-quality solutions with purpose.
Key Responsibilities Enterprise architecture and technical leadership
Set enterprise architecture strategy, principles, decision rights, and reusable reference patterns across Kicksaw's client portfolio.
Lead the most complex architecture decisions and design reviews, balancing business value, security, scalability, reliability, maintainability, and cost.
Define how Salesforce, Apex, Python, APIs, data, integration, cloud services, and analytics work together.
Turn recurring delivery risks into reusable standards and accelerators.
Engineering systems, AI, security, and compliance
Build and drive adoption of a standardized engineering operating system spanning source control, branching, peer review, automated testing, CI/CD, environments, release management, observability, rollback, and incident learning.
Establish Kicksaw's production AI and agentic engineering approach, including grounded data, model and tool integration, evaluation, guardrails, human oversight, telemetry, cost, security, and lifecycle management.
Create reusable AI development patterns so teams do not independently solve grounding, model access, evaluation, deployment, and monitoring on every engagement.
Evaluate Salesforce Data 360/Data Cloud, Informatica, MuleSoft, Agentforce, Claudeforce, Claude, cloud data platforms, and other technologies based on business fit and architectural evidence.
Embed security, privacy, and compliance into architecture and delivery, including identity and access, least privilege, encryption, secrets, audit logging, resilience, data protection, vulnerability management, and incident response.
Team leadership and organizational scale
Directly manage engineers and technical leaders, with accountability for hiring, performance, coaching, career development, succession, staffing, capacity, and team health.
Build Principal and Lead-level bench strength so technical quality and decision-making scale beyond one expert.
Create clear expectations, practical capability paths, communities of practice, architecture reviews, and reusable examples that help the team grow.




Lead through friction and red tape, making tradeoffs, exceptions, decisions, and escalation paths explicit while maintaining momentum and accountability.
Client and business partnership
Build trusted relationships with client CIOs, CTOs, enterprise architects, security leaders, data leaders, and platform owners.
Partner with Sales and Delivery on qualification, discovery, solution shaping, estimation, technical risk, executive presentations, and responsible commitments.
Connect technical decisions to client outcomes, delivery quality, operating cost, speed, resilience, revenue, margin, pipeline, retention, and account growth.
Develop differentiated offerings, reference architectures, accelerators, and technical points of view that expand Kicksaw's enterprise relevance.
Success criteria Kicksaw has a clear enterprise architecture strategy, lightweight governance model, and decision process that teams use in real delivery work.
Engineering teams use standardized CI/CD and quality controls across Salesforce and non-Salesforce work, improving flow, reliability, and recovery.
Kicksaw has a production AI delivery playbook covering value, data, security, evaluation, human oversight, cost, deployment, and operations.
Security and compliance standards are embedded in architecture and engineering practices for regulated client environments.
The engineering organization scales into more complex work without concentrating technical decisions or delivery risk in one person.
Technical leaders and engineers show stronger judgment, confidence, and capability through coaching, reviews, reusable patterns, and meaningful growth paths.
What You'll Bring 10+ years in enterprise architecture, solution architecture, engineering, or technical consulting, including leadership across complex client programs or technical capabilities. Salesforce Certified Technical Architect certification is highly preferred.
Deep Salesforce architecture and engineering expertise, including Apex, Lightning, platform limits, data and sharing design, integration, security, environments, packaging, and release management.
Enterprise technology breadth across Salesforce Data 360/Data Cloud, Informatica, MuleSoft or comparable integration platforms, cloud data platforms, AWS/Azure/GCP services, DevOps, and observability.
Production AI or agentic-system experience covering grounding, orchestration, evaluation, guardrails, observability, security, cost, human oversight, and lifecycle management. Basic ChatGPT use, prompt fluency, or an AI credential alone does not meet this bar.
Experience designing secure systems in regulated environments and translating HIPAA, HITRUST, FedRAMP, NIST, SOC 2, privacy, or comparable obligations into practical controls.
Experience standardizing CI/CD, automated quality and security controls, environment and release strategy, deployment evidence, rollback, and operational feedback across teams.
Significant people-management experience leading engineers and technical leaders, developing successors, and raising quality without creating fear or dependency.
A record of scaling an engineering organization and its contribution to business growth through talent, operating systems, reusable technology, disciplined investment, and delivery-led growth.
Strong client, executive, and commercial judgment, with the initiative to explain complex tradeoffs, make decisions through ambiguity and friction, and remain accountable for outcomes.
Why Join Kicksaw? At Kicksaw, we believe in empowering our people as much as our clients. Here’s what you can expect:
Fully remote work – Flexibility to do your best work from anywhere.
Unlimited PTO – We trust you to balance work and life.
Learning & development stipend – Certifications, training, or conferences.
Wellness support – Stipends and initiatives to help you feel your best.
Collaborative, values-driven culture – Work with a high-performing team that supports and challenges you.
Clear growth path – Opportunities to advance into senior roles.
Kicksaw is proud to be an Equal Opportunity Employer and provides equal employment opportunities to all employees and applicants regardless of race, color, religion, gender, gender identity, age, national origin, disability, parental or pregnancy status, marriage and civil partnership, sexual orientation, veteran status, or any other characteristic protected by law. Reasonable accommodations will be made to meet the requirements of the Americans with Disabilities Act and will be provided as requested by candidates taking part in all aspects of the selection process. All your information will be kept confidential according to EEO guidelines.

#J-18808-Ljbffr

📌 Director, Enterprise Architecture & Engineering (Manitoba)
🏢 Kicksaw
📍 Manitoba