Job Description

Strengthening and empowering all of the communities we serve.

Senior Client Success Manager

Remote- based position

About BookingsCloud

BookingsCloud is a pioneering SaaS platform and demand-generation operating system developed for professional vacation rental managers. Backed by a major media company, we score portfolios, run the media, and own the direct-booking loop using real-time property, PMS, and market data, helping managers grow direct bookings, maximize revenue, and reduce reliance on OTAs. Our clients are operators who care deeply about their homes and guests. We succeed by helping them own their demand instead of renting it from the OTAs.

Position Overview

We are seeking an experienced, data-savvy Senior Client Success Manager who can combine strong analytics skills with client-facing strategy. In this role, you will own a portfolio of accounts end to end as the revenue strategist and technical point of contact, lead client reviews, and translate BookingsCloud attribution, PMS reservation data, and Meta and GA4 signals into clear ROI stories that drive trust and earned growth in campaign budgets.

This is a senior individual contributor position with the opportunity to help shape the future of client success and analytics at BookingsCloud. It’s ideal for someone who thrives on turning complex performance data into compelling client narratives and is eager to prove how marketing investments can fuel revenue growth. You will be the steady, credible voice that keeps clients anchored to results, even when a month is soft, tracking breaks, or the numbers are questioned.

Key Responsibilities

Client Success & Analytics

• Lead the conversation with clients through onboarding, monthly calls, and monthly business reviews.
• Reconcile BookingsCloud attribution with PMS, Meta, and GA4 data, and translate it into ROI-focused recommendations.
• Create client-facing report packs (Page engagement, booking windows, same-store velocity vs. prior year, revenue, gross and net ROAS). Flag soft months and rising cancellations plainly.
• Identify and recommend opportunities to earn budget increases through verified results, refine property prioritization, and align spend to each portfolio’s booking seasonality.
• Own the revenue strategy for each account by building annual demand plans from the client’s own PMS history, and frame budget conversations around demand the client already owns.
• Lead retention and escalation conversations, including pause requests and off-season budget reductions, in partnership with billing and leadership.

Playbook & Best Practices

• Refine and implement the 90-day client success playbook across your accounts.
• Document client success stories and share best practices with the team.
• Develop repeatable templates and reporting frameworks that scale.

Collaboration & Insights

• Partner with product and data teams to improve dashboards, attribution models, and reporting.
• Own technical triage end to end with product and engineering: tracking and GTM issues, ad feed and catalog mismatches, and PMS integration discrepancies.
• Provide actionable client feedback as we expand into new channels and products, including Google search and owner acquisition.
• Support marketing and sales with referrals, case study development, and client expansion opportunities.

Qualifications

• Bachelor's degree or an equivalent combination of education and experience
• Minimum 7 years in client success, account management, or marketing analytics
• Strong command of attribution models and cross-channel campaign reporting, with working fluency in GA4
• Technical aptitude to diagnose tracking (GTM, CAPI), ad feed, and PMS integration issues and write clear escalations to engineering
• Experience with Google Ads/PPC and familiarity with SEM and multi-channel tracking
• Proven ability to grow client budgets by earning trust with verified data, including when a month is soft
• Executive presence with excellent communication skills for business owner, GM, and ops leadership conversations
• Process-oriented with experience creating playbooks, templates, or scalable client programs
• Comfortable using AI tools to analyze data and draft client narratives, with the judgment to verify and refine the output.
• Strong presentation skills

Nice to Have

• Experience driving budget expansion or account growth through marketing analytics
• Hands-on campaign execution in paid social or paid search.
• Vacation rental or hospitality experience, including PMS platforms and OTA economics

Location & Travel

• Remote (U.S.), though role operates on CST/EST business hours
• Travel- up to 20% of the time for conferences or team meetings; reliable transportation is required.

Additional Information

Advance Local Media offers competitive pay and a comprehensive benefits package with affordable options for your healthcare including medical, dental and vision plans, mental health support options, flexible spending accounts, fertility assistance, a competitive 401(k) plan to help plan for your future, generous paid time off, paid parental and caregiver leave and an employee assistance program to support your work/life balance, optional legal assistance, life insurance options, as well as flexible holidays to honor cultural diversity.

Advance Local Media is one of the largest media groups in the United States, which operates the leading news and information companies in more than 20 cities, reaching 52+ million people monthly with our quality, real-time journalism and community engagement. Our company is built upon the values of Integrity, Customer-first, Inclusiveness, Collaboration and Forward-looking. For more information about Advance Local, please visit www.advancelocal.com.

Advance Local Media includes MLive Media Group, Advance Ohio, Alabama Media Group, NJ Advance Media, Advance Media NY, MassLive Media, Oregonian Media Group, Staten Island Media Group, PA Media Group, ZeroSum, Headline Group, Adpearance, Advance Aviation, Advance Healthcare, Advance Education, Advance Originals, Advance Recruitment, Advance Travel & Tourism, BookingsCloud, Catalyst IQ, Cloud Theory, Fox Dealer, Hoot Interactive, Search Optics, Subtext.

Advance Local Media is proud to be an equal opportunity employer, encouraging applications from people of all backgrounds. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, genetic information, national origin, age, disability, sexual orientation, marital status, veteran status, or any other category protected under federal, state or local law.

If you need a reasonable accommodation because of a disability for any part of the employment process, please contact Human Resources and let us know the nature of your request and your contact information.

Advance Local Media does not provide sponsorship for work visas or employment authorization in the United States. Only candidates who are legally authorized to work in the U.S. will be considered for this position.