About BookingsCloud

BookingsCloud is on a mission to help professional vacation rental managers take back control of their direct bookings—and their margins. We’re a pioneering digital marketing automation platform built specifically for the short-term rental industry, empowering property managers to drive more direct bookings, reduce reliance on OTAs, and maximize revenue with less effort.

Our platform leverages machine learning and data science to identify the highest-performing properties and automatically launch personalized, high-ROI marketing campaigns across digital channels. We help our clients market smarter, not harder, with clear ROI reporting and seamless campaign execution.

We’re growing fast and looking for team members who are passionate about this industry and want to be part of something transformational. If you’ve worked in or with a short-term rental agency and understand the challenges property managers face, you’ll feel right at home here. We’re building tools that give them back time, control, and results.

We are looking for a proactive, strategic and client-focused Client Success Manager to help vacation rental professionals fully leverage our platform. This is a high-impact, strategic role where you’ll collaborate across teams to ensure our clients stay ahead in the rapidly evolving vacation rental industry.

Position Overview

As a Client Success Manager, you will own the full lifecycle of client relationships, guiding vacation rental managers through onboarding, training, and ongoing engagement, ensuring they maximize the impact of BookingsCloud. You’ll help clients turn data into actionable insights, improve marketing efficiency, and reduce dependency on OTAs, while driving long term retention and satisfaction.

Ideal candidates are:

• Curious and motivated problem solvers who enjoy working in fast-paced environments.
• Client-facing professionals who excel at building relationships and delivering value.
• Tech-savvy marketers or consultants who understand digital marketing and automation tools.

Key Responsibilities:

Client Onboarding, Engagement & Retention

• Guide new clients through the onboarding and adoption process for BookingsCloud.
• Proactively build trust and rapport, ensuring clients understand best practices and maximize value.
• Provide strategic consultation to help clients increase direct bookings and optimize revenue.
• Own the overall client journey, monitoring adoption milestones, measuring satisfaction, and identifying opportunities to expand platform usage.

Customer Success & Strategy

• Act as the primary point of contact for assigned accounts, ensuring clients meet their goals.
• Assess client needs, troubleshoot issues, and offer solutions that drive measurable results.
• Maintain strong client relationships that support renewals and account growth.
• Document client success stories and share best practices with the team.

Collaboration & Insights

• Work cross-functionally with sales, marketing, and product teams to enhance customer experience.
• Develop monthly performance reports highlighting campaign effectiveness and software value.
• Partner with marketing to drive client referrals and case study development.

Qualifications:

• 3-5 years of experience in customer success, account management, sales, or digital marketing.
• Strong communication & strategic thinking with the ability to build client relationships.
• Process-oriented problem solver who thrives in a fast-paced, deadline-driven environment.
• Tech-savvy & adaptable, comfortable with SaaS platforms, data analytics, and marketing automation.
• Industry experience preferred – knowledge of vacation rentals, short-term rentals, or hospitality.
• Demonstrated experience in managing client accounts with a focus on retention, satisfaction, and delivery excellence.