Operations and Project Management
2-Year Contract
Start ideally by mid-November 2025
Introduction
You are someone who thrives on turning vision into reality — meticulous with details, yet always keeping sight of the bigger picture. You take pride in orchestrating moving parts, aligning diverse stakeholders, and ensuring that projects not only meet deadlines but also create real, lasting impact.
At Skillseed, we believe in co-creating a more just, trust-filled, and hopeful future by weaving together communities and nurturing the strengths within them. If you are energised by the challenge of managing large-scale initiatives, skilled at both engaging people and operationalising plans, and motivated by seeing communities flourish, we’d love for you to consider joining us in this Operations and Project Management role.
If this resonates with you, let’s take this further.
Overview
We are seeking a highly organised and driven Operations and Project Management candidate to lead strategic projects from planning to execution. A core project that this candidate will be working on involves the end-to-end management of a 2-year asset- and place-based community animation programme designed to connect residents with their neighbourhood assets. Through this, the programme aims to positively influence participating residents’ behaviours and environments for improved health and well-being. The candidate will be working closely with the Skillseed team (trainers, marketing, admin and finance) to deliver projects seamlessly, on time and with high impact.
Job Role – What You Will Be Doing
Project Planning & Delivery
Lead the overall planning, and execution of programmes, ensuring alignment with objectives and timely delivery of milestones and reporting directly to Skillseed’s Managing Director
Develop, maintain, and track detailed project timelines, workplans, and deliverables
Anticipate risks, troubleshoot issues, and implement mitigation strategies to keep programmes on track
Stakeholder Engagement & Partnership Management
Serve as the primary point of contact for all programme stakeholders, including senior management, community leaders, residents, and external partners. Build and sustain strong relationships with diverse stakeholders (internal and external), ensuring smooth coordination and collaboration across different levels
Identify opportunities for and establish meaningful partnerships that add value to programme outcomes
Training & Programme Coordination
Work closely with Community Subject Matter Experts, Skillseed trainers and Skillseed admin and finance staff in coordinating training schedules, materials, venues, and logistics to ensure high-quality delivery
Monitor the training experience of participants and implement feedback loops for continuous improvement
Operational & Administrative Excellence
Ensure meticulous documentation, reporting, and monitoring of the progress of programmes
Track budgets, contracts, and resource allocations to ensure compliance and efficiency
Develop clear frameworks, tools, and operational processes to support smooth execution
Impact Measurement & Reporting
Define and track relevant indicators of success, including resident participation, programme quality, and behavioural outcomes
Prepare and present regular progress (and final) reports, impact updates, and evaluation findings to stakeholders and funders
Job Requirements – What We Are Looking For
Professional Experience & Skills
Proven track record (5+ years preferred) in project management, preferably in community development, social impact, or training-related projects
Strong ability to manage complex projects with multiple moving parts, stakeholders, and deadlines in a fast-paced environment across both internal operations and external programme delivery
Exceptional organisational skills with a high level of attention to detail and follow-through
Excellent communication and interpersonal skills, with the ability to engage comfortably with both senior management and community residents
Demonstrated ability to form partnerships and work collaboratively across diverse stakeholders to align expectations, resolve issues, and maintain smooth delivery across touchpoints
Solid experience in operationalising projects independently, from conceptualisation to execution and evaluation
Mindset & Attributes
A self-starter who thrives on taking initiative and ownership of outcomes
Meticulous and methodical in approach, with strong problem-solving skills
Empathetic and people-oriented, with a passion for community engagement and social impact
Adaptable, resilient and resourceful in navigating ambiguity and evolving circumstances, with a strong growth and abundance mindset
You don’t shy away from risks or conflicts, instead you take them on and skillfully manage them
Other Requirements
Bachelor’s degree in a relevant field (e.g., Project Management, Social Sciences, Community Development, Public Health, Business Administration) or equivalent experience
Proficiency in project management tools and software (e.g., Notion, MS Project, Asana, Trello)
Availability for occasional evening/weekend community engagements, where required (time-off will be provided)
Strong writing and presentation skills; familiarity with report writing
Projected Start Date (Important!)
We are looking for a candidate who is available to start as soon as possible, ideally by mid November 2025. Applications are on a rolling basis and will close once we find the right teammate
What We Offer
Contract Terms – A 2-year full-time contract with competitive remuneration (between $5k to $6.5k), commensurate with experience. At Skillseed we are in it for the long haul; likewise when we select teammates. There is therefore potential for renewal beyond the 2-year contract term based on company performance and mutual agreement
Work-Life Balance – Hybrid working arrangements (in-person and remote work), with 2 days WFH, 3 days WFO, and adjustable start/end times daily, with occasional evening/weekend commitments to engage with community activities (with Time-off provided)
Centrally located work venue on WFO days @Waterloo Centre
Meaningful Work – An opportunity to contribute to a pioneering project that directly impacts residents’ health, well-being, and sense of belonging
Professional Growth – Exposure to cross-sector collaboration with community leaders, subject matter experts, and social impact stakeholders
Supportive Environment – A values-driven team that emphasises learning, empathy, and collaboration. You will be supported by our admin and finance team as well as intern(s) in executing the logistical arrangements of programmes
Positive Office Culture – A fun, non-stuffy, and relaxed workplace where professionalism is balanced with warmth, authenticity, and good humour
Ready to apply?
If this role excites you, we’d love to hear from you! Please share the following with us in this Google Form:
Your CV – highlighting relevant experiences, skills, and any projects that demonstrate your ability to manage complex initiatives. For example, please share an example of a large-scale project you operationalised from start to finish. Please also include a link to your Linkedin Profile.
A Cover Letter – sharing why you’re interested in this role, how your experiences and strengths align with the responsibilities, and what excites you about working with communities.
A little about you – please include your MBTI profile and your Gretchen Rubin Tendency (Upholder, Questioner, Obliger, Rebel) so we can better understand your working style and how you thrive in a team.
References/referral letters - Please include at least one reference from previous employers who can attest to your capabilities in this particular area.
We are less concerned with perfect resumes and more interested in understanding who you are, how you work, and what motivates you.
Due to limited bandwidth, we regret that only shortlisted candidates will be notified. But know that we appreciate every candidate who takes the effort to apply. Thank you!
Follow us on our socials to learn more about what we do!