About Pickle

Pickle is a peer-to-peer rental marketplace unlocking the value of the billions of underutilized items sitting in consumers’ closets. We make it easy to rent high-quality items exactly when you need them — with fast, convenient fulfillment and an on-demand experience that’s as seamless as shopping.

We’re building a new kind of commerce layer: one powered by dynamic local supply, where access is more convenient than ownership. Pickle is now live nationwide and scaling rapidly in key local markets including NYC, LA, and Miami. Our marketplace already features 300K+ items listed for rent, and we’re just getting started.

What makes Pickle different is the combination of incredible peer-to-peer inventory, industry-leading convenience(under 2 days nationwide and under 2 hours locally), and an on-demand model with no subscriptions — users rent what they want, when they want it. Backed by our Series A funding raised in early 2025 from FirstMark and Craft, we’re scaling quickly and building the future of access-driven shopping.

About The Job

We are looking for a market leader to drive expansion and growth in the LA market. LA is our second launch market, after NYC. We’ve launched it from 0 to 1 and are looking for someone to own scaling it from 1 to 100.

We are looking for someone deeply understands the LA landscape and target Pickle demographic within LA. This candidate is someone who is passionate about Pickle, scaling communities, driving GTM strategies, and executing on growth initiatives. They will be integral to setting the strategy for our organic and paid marketing initiatives in the LA market. They will be responsible for overseeing and managing marketing campaigns, community events, and strategic partnerships. They must be proficient in data analysis to monitor and measure the success of the LA market growth on both the supply and demand sides of the marketplace.

Requirements

• 3–5 years of experience in community, marketing, partnerships, GTM, or growth roles — ideally in consumer tech, marketplaces, or app-first businesses
• Experience driving demand generation through community-led initiatives (events, ambassadors, partnerships, creator/influencer programs, local activations, etc.)
• Proven ability to activate and engage a local community, building trust and brand affinity while translating that community into measurable demand
• Strong executional muscle — you’re energized by hands-on work and can move quickly from idea launch iteration
• Comfortable working with lean budgets and prioritizing high-impact, scrappy growth tactics (organic-first, supplemented by targeted paid)
• Solid analytical foundation — you can track and interpret KPIs (signups, conversion, activation, engagement) and adjust strategy based on performance
• Results-driven with a high ownership mindset; you set ambitious goals, build repeatable playbooks, and consistently follow through
• Strong interpersonal skills — you’re great at building relationships, showing up in the community, and being the face of Pickle in LA
• Excellent communication, organization, and accountability — you’ll work closely with Alex (based in NYC) and need to operate independently and reliably on the ground
• Passion for fashion, culture, and circularity strongly preferred
• Experience in a startup or high-growth environment is a plus

Nice to have:

• Experience with peer-to-peer marketplaces or app-centric e-commerce businesses
• Experience running ambassador programs, influencer/creator programs, or local partnerships that translate into measurable conversion

Responsibilities

• Own and execute LA demand growth initiatives, working closely with the VP of Markets to drive expansion of the LA market

• Build and nurture a thriving community of renters in LA, strengthening loyalty and increasing repeat rentals through ongoing engagement

• Develop and execute community-led growth strategies including:

  • events and activations
  • local partnerships (brands, gyms/studios, campuses, stylists, boutiques, etc.)
  • ambassador programs and community champions
  • creator/influencer collaborations

• Drive word-of-mouth and UGC: create scalable programs that inspire content, referrals, and community flywheels

• Drive customer conversion: monitor new user behavior and demand signals; nurture new users to first rentalthrough high-touch efforts (“do things that don’t scale”) and help operationalize what works

• Identify and cultivate power users in LA — build relationships with top renters and develop them into ambassadors and repeat customers

• Collaborate with cross-functional teams to align local initiatives with product launches, brand moments, and growth priorities

• Be our internal expert on LA community, culture, and demographic behaviors — continuously bring insights and opportunities back to the team

• Track and report on LA performance metrics tied to demand:

  • user growth
  • conversion rate and time to first rental
  • repeat rate / successful renter rate
  • local engagement and retention

• Help build and document playbooks from LA wins to support future market launches

Benefits

• Competitive compensation and equity
• Healthcare (Medical, Dental, Vision)
• Take what you need paid time off
• Meal Pal credits to cover the cost of lunch
• Stipend to help set up your desk and office environment
• Work directly with the founders and executive team
• Professional coaching, training, and development
• Grow with the company
• Pickle credits for our employees, we love when the team uses Pickle!
• Fun team events and company parties
• Company offsites
• Office space in NYC

Compensation Range: $100K - $150K