Working with Jessica was one of the highlights of my career. Not only is she a delight to work with, she is one of the most reliable, competent humans you’ll ever meet. With Jess, ideas come easily and quickly move into reality. She pulls off everything from community strategy to event execution with an effortless ease, exuding calm under pressure. It often takes a lot of elbow grease and grit to pull off experiences that make people feel seen and special. Jess is the person you want alongside you making magic.
Your Fractional Head of Community
Community isn’t just a strategy - it's a feeling.
I help companies design community experiences that create loyalty, deepen connection, and drive long-term growth.
I work with membership communities, venture teams, startups, and SaaS platforms to build connection-first communities and products that actually drive engagement and retention.
With over a decade of experience designing and scaling high-impact communities, I create spaces where people genuinely connect, learn, and grow, even in an era dominated by AI and automation.
Now, my playbook, network, and hustle are available to help your community grow, scale, and flourish.
Let's work together
Whether you need a strategic partner or a one-off session, I’ll meet you where you are and help you move forward with clarity and momentum.
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Community Strategy
Launch or level up your community foundation—tailored to your goals. From rituals to onboarding flows to Slack playbooks, I’ll help you build a thoughtful strategy rooted in real-world impact and a decade of experience.
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Events (IRL & Digital)
I design unforgettable events that build connection and trust. Think founder dinners, retreats, workshops, and virtual moments that actually move the needle. Whether you need end-to-end planning or a playbook to run with, I’ve got you covered.
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Hiring & Training the Right Talent
The right community hire changes everything. I’ll help you scope the role, source talent, run interviews, and onboard your new hire with intention. I'll ensure they’re set up to lead, not just execute.
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Feedback Sessions
Bring me your messy drafts, blind spots, and half-baked ideas. I’ll bring clarity, structure, and real talk. Whether you’re building a community or selling into one, I’ll help pressure-test your thinking and spark new ideas.
Passionate community builder and super-connector with 11+ years of experience
Hi, I’m Jessica Spivack Lowenstein, a community strategist and Fractional Head of Community. I help high-growth teams design and scale impactful communities that deepen engagement, drive retention, and build genuine relationships, online and IRL.
Most recently, I led Community & Events at Hampton and now serve as a Strategic Advsior. As Head of Community and one of the first hires, I created the community strategy for 1,000+ founders and CEOs. We hosted hundreds of events in 25+ cities, led dozens of retreats, and scaled our Slack community into what members called “the best thing on the internet.” The strategies I created helped us scale fast, boost retention, and build true member connection.
Before that, I led community at K50 Ventures, Company Ventures, Grand Central Tech, and OneTable, building and executing commuity and event strategies from scratch, while wearing plenty of hats along the way. As a passion project, I’ve hosted 50+ events for 300+ female founders, run fundraising AMAs with top VCs, and advised platforms like Lioness on authentic, community-first growth.
Now, I partner with founders and teams to launch, refine, or scale their community strategy. I’m a hustler who blends high-level strategy with hands-on execution and relationship-driven leadership. I also advise companies building tools for the community space.
Most importantly, I’m a mom to a delicious little boy and partner to my incredible husband Jeff. I love to cook, read and entertain. Nothing makes me happier than bringing people together over a shared meal.
Testimonials
What it's like to work with me
Christina Ducret Ross
Founder & CEO, Labyrxnth
Jess is a rare talent—an intuitive community builder and deeply thoughtful partner who’s never afraid to roll up her sleeves to get results. As our Head of Platform, she was pivotal in building our entire community experience from the ground up, all on a shoestring budget. Anyone lucky enough to work with her is in exceptional hands.
Ryan Bloomer
Founder & Managing Partner, K50 Ventures
Jessica has been such a key part of my business growth. She’s helped me think more clearly about my offerings and how I build and grow my community in a way that actually feels aligned and connected. Her ability to get things done is unmatched—she moves fast, with heart, and makes big things happen. On top of that, her relationships run deep, and people genuinely trust her which is so critical. I can’t recommend working with Jess enough—she’s the real deal.
Stephanie Redlener
Founder & CEO, Lionesss
I’ve had the good fortune to work with Jess for many years. She is a pro. She thinks deeply about what makes for actual community amongst high achieving people - a target that is always moving and needs constant effort and innovation.
Matt Harrigan
Founder & Managing Partner, Company Ventures & Grand Central Tech
Jess was our first community hire at Hampton and brought a ton of energy and inspiration to the role. She was instrumental in helping us build the foundation of our IRL and events strategy during that crucial first year. She worked hard, executed quickly, and helped us create real momentum in those early days.
Jodan DiPietro
Former CEO, Hampton
Trusted by leading communities
Let’s build something meaningful together.
Tell me a little about what you’re working on, and I’ll be in touch.
Your Fractional Head of Community