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Director of Community & Events

$135k - $165k

Trajectory Recruiting

Job Description

Director of Community & Events

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Location: Freehold, NJ (Onsite 4-5 days/week)

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Travel: Approximately 25%

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Employment Type: Full-time

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Compensation: $135,000 – $165,000 base salary + annual performance incentive

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About the Opportunity

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We are an established Master Managed Service Provider (MSP) and B2B technology services organization with a global delivery footprint of approximately 900 team members across the US and internationally. Alongside our core managed IT, co-managed, and staffing solutions, we operate dedicated SaaS platforms and specialized AI services for the MSP ecosystem.

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Our industry community brings together MSP owners, founders, and executives through an annual marquee conference, an AI accelerator cohort, and exclusive executive mastermind peer groups.

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We are hiring an entrepreneurial, strategic Director of Community & Events to shift our focus from organizing one-off calendar events to establishing community as a continuous, high-impact business strategy. In this role, the community is the central asset; our flagship conference, executive cohorts, and roundtables are the instruments used to engage, grow, and retain it year-round.

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The Reality of the Seat

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This is not a steady-state or purely logistical coordination role. There is no pre-existing playbook, no turnkey execution team waiting, and no pre-instrumented community data baseline. Your mandate in Year 1 is to define the membership model, instrument engagement and retention metrics from the ground up, and develop an execution capability utilizing our existing coordinator-level team, cross-functional partners, and specialized agency/vendor support.

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If you thrive when navigating ambiguity and love building sustainable programs from a blank canvas, this is an exceptional leadership opportunity.

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What You Will Own

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  • Community Strategy & Year-Round Engagement: Define the membership value proposition, structure, and persona segmentation. Create continuous touchpoints, digital engagement channels, and advocacy programs so the community thrives between events.
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  • Instrumentation & Metrics: Establish the definition of an active member, instrument engagement and retention baselines during your first 90 days, and track community health KPIs.
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  • Flagship Industry Conference: Own the full P&L, budget, agenda architecture, speaker strategy, venue operations, and attendee experience for our premier annual event (450+ attendees / 250+ MSP businesses).
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  • Executive Peer Groups & Cohorts: Oversee the structure, recruitment, and delivery of our executive mastermind sessions and quarterly AI Accelerator programs.
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  • Cross-Border Leadership: Build operational consistency and standard operating rhythms, leading and mentoring distributed team members across the US and offshore locations.
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  • Cross-Functional Collaboration: Partner with Sales (on sponsor enablement and value realization) and Marketing (on demand generation), while maintaining full strategic ownership of the community brand.
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What We Are Looking For

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  • 7+ years of progressive leadership in community management, large-scale events, executive membership programs, or cohort operations.
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  • Proven P&L ownership: Direct financial accountability for an event series, membership franchise, or program budget (not merely administrative expense tracking).
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  • Demonstrated builder mentality: A documented track record of designing, scaling, or fundamentally transforming a community or program from an ambiguous starting point.
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  • Experience leading distributed, cross-cultural teams across time zones, alongside a proven ability to influence matrixed stakeholders across Sales and Marketing.
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  • Executive presence: Exceptional communication skills and comfort serving as an authentic, credible face of the community with business owners and C-level executives.
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  • Industry background: Experience within the MSP channel, IT services, or B2B SaaS is strongly preferred (though senior community craft from adjacent B2B professional associations will be considered).
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  • Familiarity with the Entrepreneurial Operating System (EOS) or similar execution frameworks is a plus.
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  • Work arrangement: Ability to work on-site at the office in Freehold, NJ five days per week, with ~25% domestic travel.
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Compensation & Benefits

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  • Base Salary: $135,000 – $165,000 per year
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  • Incentive: Annual performance bonus tied to agreed-upon scorecard targets
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  • Health & Wellness: Comprehensive medical, dental, and vision insurance
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  • Retirement: 401(k) retirement plan with company match
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  • Paid Time Off: 3 weeks of PTO in Year 1, increasing to 4 weeks starting Year 2, plus standard company holidays
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  • Eligibility: US benefits eligibility begins after 30 days of employment
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If this aligns with where you'd like to take your career, apply now!

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