Customer Success Manager (North America - Remote)

Hospitable

3d • $66,385 - $98,379 • Remote

About The Position

Hospitable.com is hiring a remote Customer Success Manager to help short-term rental customers build successful businesses while driving revenue growth for the company. This is a proactive, commercially focused role measured primarily by the ability to meet or exceed a revenue quota, rather than one centered mainly on answering questions or preventing churn. The company is remote-only and distributed; the position is open internationally, with North American time zones considered an ideal fit.

The role owns quarterly revenue targets and involves identifying expansion opportunities among existing customers, including subscription upgrades, annual conversions, feature adoption, and additional products and services. The Customer Success Manager consults with customers about their business goals, engages them proactively, and connects Hospitable’s product capabilities to business outcomes. Relevant tools include Direct Booking, Dynamic Pricing, and Upsells.

The role also leads individual consultations, group workshops, and product demonstrations; manages high-value accounts through Quarterly Business Reviews and ongoing conversations; and owns pipeline development, CRM records, follow-up, forecasting, and performance. The successful candidate collaborates with product and support teams, brings customer feedback to those teams, and is accountable for revenue results while receiving support, tools, and coaching.

Requirements

• At least 3 years of experience in Customer Success, Account Management, Account Executive, or a similar customer-facing role; SaaS experience is preferred.
• Experience carrying revenue quotas and consistently meeting or exceeding targets is of particular interest.
• Commercial mindset, including comfort discussing pricing, presenting value, handling objections, and asking customers to make purchase decisions.
• Consultative approach: ability to ask thoughtful questions, understand business challenges, and recommend appropriate solutions.
• Self-motivation, organization, proactivity, and accountability for managing time, results, and performance targets.
• Excellent communication skills for customer conversations, presentations, email, video calls, and explaining complex products clearly.
• Ability to build and manage a sales pipeline, prioritize opportunities, follow up consistently, and maintain accurate CRM records.
• Comfort using CRM tools and performance data to guide daily activities.
• Technical curiosity and comfort learning software, exploring features, and demonstrating and explaining technology.
• Resourcefulness, adaptability, and ability to work independently and try new approaches.
• Ability to collaborate with teammates and cross-functional teams while remaining accountable for individual goals.

Nice To Haves

• Experience in short-term rentals, hospitality technology, property management, or revenue management.
• Experience in SaaS.

Responsibilities

• Own and achieve quarterly revenue targets through subscription upgrades, annual conversions, feature adoption, and additional products and services.
• Identify expansion opportunities in the existing customer base and convert customer conversations into measurable revenue.
• Understand customers’ businesses and goals, then recommend ways Hospitable can help them save time, increase revenue, and operate more efficiently.
• Proactively engage customers through scheduled meetings, personalized outreach, and targeted campaigns.
• Help customers adopt revenue-generating features such as Direct Booking, Dynamic Pricing, and Upsells, and identify opportunities to expand their investment in Hospitable.
• Lead 1:1 consultations, group workshops, and product demonstrations that encourage customer education, action, and adoption.
• Manage high-value customer accounts through Quarterly Business Reviews and ongoing conversations; identify gaps and recommend ways to support customer growth.
• Build and manage a pipeline of opportunities, maintain accurate CRM records, follow up consistently, and own activity, pipeline health, forecasting, and results.
• Share customer feedback, challenges, and ideas with product and support teams, and collaborate with teammates to help customers succeed.

Benefits

• 35 days off per year, including self-serve public holidays.
• Parental leave.
• For US employees: healthcare coverage, including EPO, PPO, and HSA options.
• For US employees: 401(k).
• Complimentary mental health and emotional support through therapists available on Slack via Spill.
• Peer recognition rewards redeemable for gift cards, donations, or monetary rewards.
• Annualized performance bonus pool of 40% of salary, with no cap, paid quarterly and based on quota attainment.
• Company equity through $HOST token RSUs, with a current grant value of up to USD $9,700.
• Eligibility for up to an additional USD $230,756 per year in performance share units, awarded only upon achievement of defined business performance targets.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed