Chime is looking for a Senior Account Executive (US) to own full-cycle, quota-carrying sales for our Tailwind software. In this role, you will be responsible for new business development across an assigned region, building pipeline from the ground up and closing deals within the short-term rental industry.

What You'll Do

Build and own your sales pipeline from zero.
Run full-cycle sales: discovery, demos, proposals, and close.
Prioritize Tailwind platform deals and enterprise partnerships.
Prospect using phones, LinkedIn, email, text, and in-person events.
Travel to industry conferences, trade shows, and key prospect meetings throughout the year.
Complete onboarding and initial training in person at the Miami office.
Use AI tools to automate admin work.
Maintain accurate CRM (HubSpot) records.
Feed market insights back to product and leadership teams.

What We're Looking For

3+ years of full-cycle B2B sales experience with a provable track record of hitting or exceeding quota.
Proven ability to build pipeline from scratch (hunter mentality).
CRM discipline (HubSpot preferred).
Exceptional written and async communication skills.
Ability and willingness to travel 25–30%.
Willing and able to travel to Miami for initial onboarding and periodic team offsites.
Sales is your primary professional priority.
U.S.-based.

Nice to Have

SaaS or subscription sales experience.
Short-term rental, hospitality, or property management industry background.
SMB and mid-market selling experience.
Experience in a fully remote role.

Technical Stack

HubSpot

Team & Environment

You'll join a lean, high-output team of 50 people at the core, supported by 350+ Dedicated Team Members (DTMs), with no bureaucracy. You will report directly to the Head of Revenue.