HubSpot CRM & Sales Support Specialist - Freelance, Remote

About the Client

Our 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 make

CRM Migration & Systems Setup

• Lead the end-to-end migration of data from Freshsales/Desk into HubSpot
• Configure and set up HubSpot Sales and Service tools to match the client's workflows
• Troubleshoot migration issues and ensure a smooth, low-disruption transition

Sales Support & Operations

• Manage day-to-day CRM upkeep, data entry, and account maintenance in HubSpot
• Build and manage sales and marketing sequences, including email templates and follow-ups
• Support onboarding and training for accounts moving through the sales pipeline
• Produce recurring sales operations reporting

Customer Success & Support

• Provide front-line customer support and troubleshooting once ramped up on the client's platform
• Handle light content writing for customer-facing communications
• Build toward a broader customer success role as familiarity with the platform grows

Internal Enablement

• Deliver onboarding and light training to the client's internal team on new HubSpot workflows
• Act as the internal point of reference for HubSpot best practices, reducing reliance on the founder

Communication & Accountability

• Maintain proactive, consistent communication with the client on progress, blockers, and priorities
• Ensure reliable attendance and follow-through on committed tasks and deadlines

Skills, Knowledge and Expertise

Required:

• Hands-on experience with HubSpot CRM (Sales and Service tools) — non-negotiable
• Prior experience with CRM data migration (Freshsales/Desk to HubSpot preferred, or similar platform migration experience)
• Background in sales operations or sales support
• Strong written and verbal English communication skills
• Demonstrated reliability: consistent attendance and proactive, self-directed follow-through

Your 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 environment

WFH Set-Up:

• Computer with at least 8GB RAM, an Intel i5 core processor/AMD Ryzen 5 Processor and up.
• Internet speed of at least 40MBPS
• Headset with an extended mic that has noise cancellation and a webcam
• Back-up computer and internet connection
• Quiet, dedicated workspace at home

You should apply if...

• You take pride in owning a project end-to-end and following through without needing to be chased
• You genuinely enjoy untangling messy systems and building clean, scalable processes out of them
• You communicate early and often — silence isn't your default when something's off track
• You want more than a task list — you're motivated by the idea of growing into a customer success role as you prove yourself
• You're energized by startup environments where you'll wear multiple hats and the workflows aren't always fully built out yet
• You see reliability and consistency as core parts of your professional identity, not just nice extras

What to expect...

Work Setup:

• Remote position
• Must have a reliable internet connection and a quiet workspace
• Required to provide own computer with Intel Core i5 or something similar or higher operating system

Working Hours:

• 40 hours per week
• Part-time to start at 20 hrs/week, Monday–Friday, 10:00 AM–2:00 PM CST. Transitioning to full-time (40 hrs/week), Monday–Friday, 8:00 AM–4:00 PM CST, starting the week of October 19th

Compensation:

• $7 per hour
• No benefits package included

Benefits