Careers
Customer Support Specialist
As a Customer Support Specialist at Actual, you will own day to day client support and help keep our support engine fast, accurate, and scalable. You will work in Jira and HubSpot daily, collaborate closely with Developers and Account Managers, and ensure hospitality teams get clear answers and reliable outcomes, especially when issues touch payouts, integrations, or compliance sensitive workflows.
Remote
Full-Time
About Actual
At Actual, we’re reshaping the hospitality industry through automation, transparency, and operational efficiency.
Our flagship product, Tip Management, streamlines tip management for businesses and employees, moving hundreds of millions of dollars in tips from employers to employees. We’re expanding into a broader suite of tools to help operators run leaner, smarter, and more profitably.
Backed by N49P, Northside Ventures, Union Capital and other notable investors, we’re a fast-growing startup looking for a Staff Engineer to help scale our platform, improve our architecture, and contribute to new product development
Responsibilities
Own full-cycle sales: prospecting, discovery, demos, proposals, negotiation, and close
Launch both outbound and inbound outreach to restaurants, hotels, bars, and other hospitality businesses
Develop trusted relationships with key decision-makers at SMB and mid-market accounts
Leverage HubSpot CRM to manage pipeline, forecast accurately, and maintain sales discipline
Apply MEDPICC principles to qualify, strategize, and win deals
Collaborate with Customer Success, Marketing, and Product teams to ensure seamless client onboarding and feedback
Consistently meet and exceed monthly and quarterly quotas aligned with 15x growth
Enhance sales collateral, messaging, and campaign effectiveness
Keep a pulse on hospitality trends, competitive landscape, and customer priorities
What You’ll Bring
2–5 years of full-cycle B2B SaaS or Fintech sales experience, selling to SMB or mid-market
A track record of meeting or exceeding quota and closing new business
Strong CRM skills—HubSpot experience preferred
Familiarity with MEDPICC or similar qualification frameworks
Excellent communication, presentation, and negotiation capabilities
Entrepreneurial drive, adaptability, and resilience in fast-paced environments
Genuine interest in hospitality and understanding of industry challenges
B2B SaaS & Market Experience
Proven success selling SaaS or fintech products to SMB and mid-market buyers
Experience navigating multi-stakeholder sales in fragmented industries
Hospitality tech or direct hospitality operations experience is a strong bonus
Nice to Haves
Direct experience with hospitality or hospitality technology accounts
Familiarity with sales enablement tools, automation, or AI-driven workflows
Continuous learner enthusiastic about sales best practices and methodologies
Why join us?
Be a key contributor to a 15x growth ambition—your impact will be real and measurable
Work alongside hands-on leadership and fast-track your own career
High-performing AEs gain rapid access to leadership or strategic roles
Competitive comp, bonus, and benefits
A mission-driven culture rooted in speed, clarity, ownership, and collaboration