We are a software‑focused IT solutions and services provider that equips organizations to be agile and innovative, and for their people to be engaged, connected, and creative at work. That means moving them to the cloud, helping them build the workplace of tomorrow, and enabling them to make smarter decisions about their technology. By doing these things we help them create success for their customers and their people.

We stand proudly for our people and support their success through career development and advancement. We are recognized and respected for our culture of inclusion and belonging, continuously striving to do what’s good for our people and communities.

As our Assessment Architect, you will be responsible for facilitating, analyzing, and delivering assessments to customers. You will deliver technical assessments and develop service proposal content and pricing for customer projects. You will help customers refine and evolve their IT strategy roadmap and business case for cloud adoption, and deliver presentations to IT and business leadership. The assessments you deliver will target a customer’s current IT infrastructure, and the findings will help develop IT road‑mapping strategies. In this role, reporting to the Assessment Services Senior Manager, you will be responsible for working with customers to build the business case for change and migration to the cloud.

Lead on‑premises to cloud engagements with significant business, technical, and cost‑modeling requirements to accelerate cloud adoption

Direct discovery and data collection to understand the customer’s current workplace

Facilitate discussions on technical challenges, business goals, success metrics, and financial drivers to shape a cloud strategy

Present clear, compelling business cases to stakeholders across C‑suite, IT, and business units

Provide thought leadership on cloud adoption, technology evolution, and business value through AWS / Azure / GCP





Support teammates through coaching, gap‑filling, and contributions to large engagements

Partner across pre‑sales, Solutions Architecture, Professional Services, and AWS / Azure / GCP account teams to ensure high‑quality deliverables

Host immersion days, lead ideation sessions, and build small proofs of concept (POCs) to drive customer momentum

5+ years of multi‑disciplinary IT experience in areas such as cloud architecture, application management, database administration, and system administration

- Strong knowledge of business drivers, success metrics, and customer focus
- Customer‑facing experience, including presenting to and fielding questions from mid‑level and senior management
- Knowledge of migration strategies, including lift and shift, infrastructure and application modernization
- Advanced experience with Microsoft Excel and PowerPoint
- VMware), networking, security, storage, and backup

Medical and Dental Care, Employee & Family Assistance Program

Financial Benefits: RRSP/DPSP Retirement Savings Plan with Company Matching, Life and Disability Insurance

Paid Time Off: Vacation and Sick Leave, Holidays, Parental Leave, Volunteer Days, Bereavement Leave

Inclusion & Equal opportunity employment

We are an equal opportunity employer committed to diversity, inclusion & belonging. People seeking employment at Softchoice are considered without regard to any protected category including but not limited to, race, color, religion, national origin, age, sex, marital status, ancestry, disability, veteran status, gender identity, or sexual orientation.

We are ready to help

With that in mind, we have implemented digital interviewing for everyone. We understand that you may need to interview with distractions around you (such as children or furry friends) and we will be doing the same.

Before you start with us, we will conduct a criminal record check, verify your education, and check your references.

When you join Softchoice, we will onboard you remotely.

📌 Associate Development Architect (remote) (Toronto)
🏢 Softchoice
📍 Toronto