Director, Marketing & Events

The Opportunity We exist to develop extraordinary leaders - building the judgment, resilience, and problem-solving capacity they need to navigate a complex world and thrive in every dimension of their lives. We bring together exceptional leaders in trusted peer environments, supported by experienced advisors and a powerful community, to challenge thinking, sharpen judgment, and turn insight into meaningful action. As AI reshapes how decisions get made, the leaders who will define the next decade are the ones who think more clearly, decide more effectively, and act with greater confidence. PEO Leadership | Innovators Alliance is where leaders come to sharpen their thinking in confidential peer environments built around experienced advisors, trusted relationships, and a deeply connected leadership community. We are building one of Canada’s most connected and dynamic leadership communities, and we are looking for a Director, Marketing & Events to help us tell that story, grow our membership, and deliver the experiences that keep extraordinary leaders coming back. Who We Are For more than 30 years, PEO Leadership | Innovators Alliance has helped CEOs, entrepreneurs, and senior executives navigate uncertainty, accelerate growth, challenge assumptions, and build stronger organizations. Our platform brings together: • Confidential peer advisory boards • Experienced Executive Advisors who lead and elevate those boards • A trusted community of accomplished leaders across industries • Curated leadership events, conferences, and access to world-class thinkers • Practical perspective on leadership, talent, strategy, AI, and organizational performance in a world shaped by rapid change What sets us apart runs deeper than format. Our members trust each other, show up with candor, and are willing to be vulnerable because they know this community is built around their success. Our advisors bring lived experience to every conversation, and every decision we make is oriented around the quality of the member experience. We take a holistic view of leadership, because how you lead at work is inseparable from how you live.Our community combines intellectual challenge, trusted relationships, candour, accountability, and genuine care for one another’s success. What You Will Own Brand & Identity • Champion and steward a newly established brand identity, ensuring consistency, integrity, and elevation across every channel and touch point • Establish and protect brand standards across all materials, communications, and member-facing experiences • Develop and maintain the organization’s voice: how we sound in the market, on stage, and in print • Ensure all external touch points reflect the calibre of the leaders we serve Marketing & Content • Build and execute an integrated marketing strategy across digital, social, email, and events • Develop thought leadership content that positions PEO Leadership | Innovators Alliance as the premier leadership development platform for executives • Produce the member newsletter and other regular communications to members and prospective members • Develop marketing packages and presentation materials that support the member acquisition process • Manage website, SEO, and digital presence • Own the marketing calendar and campaign execution - ensuring events and key touch points are planned and communicated at least six months in advance to support efficient prospecting and member engagement • Own the strategic content agenda of the organization, working with external partners and internal stakeholders to turn insights, events, and member stories into compelling thought leadership and growth assets Member Recruitment: Top of Funnel • Drive awareness and lead generation for new member recruitment across Peer Advisory Boards and the Leadership Community • Develop and maintain a suite of member acquisition materials including one-pagers and brochures, member testimonials and success stories, and customized proposals or packages for prospective members and renewing members • Build and manage inbound and outbound marketing to qualified CEO and founder audiences • Own the systems, campaigns, and event strategy that generate qualified executive conversations and materially contribute to annual membership growth targets • Define and track key funnel metrics: impressions, leads, qualified referrals • Partner closely with the President, Executive Advisors, and member recruitment team to move prospects from awareness to conversation to conversion • Build and evolve referral, ambassador, and member-advocacy systems that turn community trust into sustainable growth Events & Community • Own the 2-Day Annual Conference, managing all aspects of production including venue sourcing, AV, speaker coordination, sponsor fulfillment, run-of-show, and marketing to both members and prospective members • Own the Eye of the Executive (EOE) events; a series of 3-4 in-person events held annually in and around the Greater Toronto Area, with a virtual option for members outside the GTA • Manage all aspects of EOE event production: venue sourcing, AV and production quality, run-of-show, speaker coordination, and on-site execution • Work with Strategic Partners and community partners to co-host and contribute to our Conference and events where appropriate, coordinating their involvement and ensuring a seamless experience • Market all events to both current members and prospective members, driving registration, awareness, and attendance across both audiences • Work with the Sales team post-event to convert prospective member attendance into member conversations • Work with strategic and community partners to co-host and contribute to our conference and events where appropriate, coordinating their involvement and ensuring a seamless experience • Develop co-marketing and activation strategies with strategic partner to extend market reach, strengthen programming and create mutual value across the broader leadership community What We Are Looking For Experience • 8-12 years in marketing, with meaningful time spent in brand leadership, B2B marketing, or membership-based organizations • Proven experience developing the strategy and executing large-scale events for executive audiences, from concept through to on-site delivery • Proven ability to manage a rebrand or brand evolution - not just execute creative, but shape strategy • Experience marketing to senior executives, founders, or high-net-worth audiences is a strong asset • Background in professional services, associations, executive education, or peer networks is a strong asset • Comfortable in a small, high-accountability team where you build more than you delegate Skills & Attributes • Exceptional writer and storyteller. An individual who can translate complex positioning into sharp, credible language, including corporate communications and member-facing content • Data-informed. Makes recommendations and decisions based on results and evaluation • Organized and self-directed - can manage multiple workstreams, set and meet deadlines, and prioritize without constant oversight • Emotionally intelligent. An individual who builds genuine rapport and is comfortable interacting with accomplished CEOs and founders. • Direct communicator who welcomes honest feedback and gives it in return • Working knowledge of creative and functional design. Can brief an agency or execute independently when needed • Comfortable with CRM and email marketing platforms, and is able to manage contact databases and campaign reporting • Strong relationship-building capabilities with C-level leaders, event sponsors, and community partners • Puts AI tools to work to accelerate content creation, research, and campaign execution without sacrificing quality or brand voice • Builder mindset – someone who is energized by creating structure, systems, and processes Our Core Values We are deliberate about the people we bring into this organization. Our core values define what we stand for and what it feels like to be part of this team. Members' Interests First: We give honest counsel even when it costs us and protect the trust of every conversation. Own It: We follow through, tell the truth, and address issues directly even when it's uncomfortable. Challenge Thinking: We challenge assumptions, stay students of what's changing, and bring members ideas before they ask. Relentless Growth: We are never static. We continuously improve and hold ourselves accountable for results. Create Meaningful Connections: We proactively bring people, ideas, and opportunities together to create value for others. Care Deeply, Energize Others: We bring warmth, enthusiasm, and presence that lifts people and drives momentum. Your Opportunity PEO Leadership | Innovators Alliance has just completed a significant evolution, with two peer-to-peer advisory groups coming together. With a new name, new positioning, new programs launching, and our competitive differentiation sharpened, this is an exciting opportunity for the right person - someone who wants to help us build something special, with a direct hand in how the market experiences us, how our community grows, and how our events set the standard for what a leadership community looks and feels like. What Success Looks like in Year One • A fully launched and market-recognized new brand identity • A marketing engine producing a steady flow of qualified executive conversations • Increased member referrals, stronger testimonials, and greater community advocacy • A best-in-class annual conference with increased attendance, stronger sponsor engagement, and elevated market visibility • Clear systems, campaigns, and processes that support future scale • Strong partner activation and co-marketing leverage across the ecosystem

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