HubSpot CRM & Sales Support Specialist - Freelance, Remote

About the ClientOur client is a growing online marketplace in the recreational rentals space, connecting everyday adventurers with local businesses that rent out gear like bikes, kayaks, boats, and paddleboards. As a lean, founder-led startup, they're focused on making it fast and easy for customers to search, compare, and book equipment — while also supporting the rental partners who supply that inventory. They're currently modernizing their internal systems to support their next stage of growth, starting with a full CRM overhaul.Why does this role exist?This role exists to solve a critical operational bottleneck: the client's sales and customer support functions are currently held back by a clunky, inefficient CRM system with no in-house bandwidth to fix it. Without a proper migration to HubSpot and someone dedicated to owning it, the founder remains the default owner of CRM upkeep, training, and process — pulling focus away from growing the business, and putting the sales team's efficiency and the company's ability to scale at risk. This hire is being brought in to take full ownership of that transition, then stay on as the go-to person for sales support and eventually customer success, so the systems and processes underpinning the client's growth are stable, proactive, and no longer dependent on any one person to keep running.The Impact you’ll makeCRM Migration Systems SetupLead the end-to-end migration of data from Freshsales/Desk into HubSpotConfigure and set up HubSpot Sales and Service tools to match the client's workflowsTroubleshoot migration issues and ensure a smooth, low-disruption transition Sales Support OperationsManage day-to-day CRM upkeep, data entry, and account maintenance in HubSpotBuild and manage sales and marketing sequences, including email templates and follow-upsSupport onboarding and training for accounts moving through the sales pipelineProduce recurring sales operations reporting Customer Success SupportProvide front-line customer support and troubleshooting once ramped up on the client's platformHandle light content writing for customer-facing communicationsBuild toward a broader customer success role as familiarity with the platform grows Internal EnablementDeliver onboarding and light training to the client's internal team on new HubSpot workflowsAct as the internal point of reference for HubSpot best practices, reducing reliance on the founder Communication AccountabilityMaintain proactive, consistent communication with the client on progress, blockers, and prioritiesEnsure reliable attendance and follow-through on committed tasks and deadlinesSkills, Knowledge and ExpertiseRequired:Hands-on experience with HubSpot CRM (Sales and Service tools) — non-negotiablePrior experience with CRM data migration (Freshsales/Desk to HubSpot preferred, or similar platform migration experience)Background in sales operations or sales supportStrong written and verbal English communication skillsDemonstrated reliability: consistent attendance and proactive, self-directed follow-throughYour superpowers are...Technical: Deep familiarity with HubSpot Sales Hub and Service Hub Comfort managing CRM data migrations and data hygiene Experience building email/marketing sequences and sales templates Reporting and CRM administration skills Quick to learn and adapt to new tools and platforms (e.g., Google Workspace, internal customer success platforms)Soft Skills/ Traits: Proactive communicator — you flag issues before they become problems, not after High accountability and ownership mentality Comfortable working independently with minimal oversight Customer-centric mindset with a service-oriented approach Strong organizational skills and attention to detail Adaptable and resourceful in a lean, fast-moving startup environmentWFH Set-Up:Computer with at least 8GB RAM, an Intel i5 core processor/AMD Ryzen 5 Processor and up.Internet speed of at least 40MBPSHeadset with an extended mic that has noise cancellation and a webcamBack-up computer and internet connectionQuiet, dedicated workspace at homeYou should apply if...You take pride in owning a project end-to-end and following through without needing to be chasedYou genuinely enjoy untangling messy systems and building clean, scalable processes out of themYou communicate early and often — silence isn't your default when something's off trackYou want more than a task list — you're motivated by the idea of growing into a customer success role as you prove yourselfYou're energized by startup environments where you'll wear multiple hats and the workflows aren't always fully built out yetYou see reliability and consistency as core parts of your professional identity, not just nice extrasWhat to expect...Work Setup:Remote positionMust have a reliable internet connection and a quiet workspaceRequired to provide own computer with Intel Core i5 or something similar or higher operating systemWorking Hours:40 hours per weekPart-time to start at 20 hrs/week, Mo