Work From Anywhere in LATAM & SAWork Schedule: EST │ 8:00 AM – 5:00 PM, Monday–FridayAbout Pearl TalentPearl works with the top 1% of candidates from around the world and connects them with the best startups in the US and EU. Our clients have raised over $5B in aggregate and are backed by companies like OpenAI, a16z, and Founders Fund.Hear why we exist, what we believe in, and who we're building for: Watch hereAbout the ClientA bootstrapped B2B SaaS company serving the seasonal pool and field service industry is looking for a Customer Success & Inside Sales Representative to own the entire front-line customer experience — from inbound support to warm-lead sales conversion.The company operates two connected businesses: a software platform used by pool service operators to manage scheduling, invoicing, and technician workflows, and a physical pool service company that doubles as a training ground for new hires. Leadership is lean and founder-led, with a culture that prioritizes ownership, autonomy, and quality of work over rigid structure or high-touch oversight.About the RoleIn this role, you'll spend your first 1–2 months embedded in the physical pool service side of the business, learning firsthand the workflows and pain points that customers bring to the software platform. From there, you'll transition into full ownership of inbound customer support, technical ticket triage, and warm-lead sales conversations — toggling between order resolution and consultative selling depending on the day.Given the seasonal nature of the business, call volume and sales activity shift significantly throughout the year. Success means customers consistently feel heard and confident after every interaction, warm leads are followed up on without prompting, and the founder is fully removed from day-to-day front-line calls.Core ResponsibilitiesInbound Customer Success & Technical SupportAnswer inbound calls and emails from existing customers during core business hours (8:00 AM–5:00 PM EST)Resolve tier-1 support inquiries using the internal knowledge base and AI-assisted search toolsTriage product bugs by collecting screenshots and replication steps, then log structured reports for engineeringManage all customer communication in HubSpot, updating ticket status and clearing the inbox by end of shiftWarm Lead Sales & Outbound Follow-UpConduct 15–30 minute discovery and quoting calls with warm inbound leads from forms, demos, and trade showsExecute HubSpot sequencing tasks to follow up on sent quotes and nurture leads through the pipelineOwn trade show lead follow-up (100–200 leads collected annually), converting leads during peak sales seasonTrack and report on call volume, lead-to-quote conversion, and quote-to-close rateDual-Business Support & Cross-TrainingComplete a 1–2 month onboarding rotation within the physical pool service business to learn core workflowsApply hands-on service experience to inform and strengthen SaaS sales conversationsProvide ongoing support to the pool service business as needed during its own peak seasonCRM & Pipeline ManagementMaintain HubSpot as the single source of truth, logging every call, quote, and follow-up with accurate deal stagesRun recurring operational reports to flag stalled deals and track signed quotesKeep the task queue current, working through follow-up reminders proactivelyProactive Process ImprovementIdentify patterns in repeat customer questions and recommend knowledge base updatesUse AI tools and internal documentation to self-resolve issues before escalatingAdjust daily workload and pacing to match seasonal shifts in call and sales volumeRequirementsMust-Have2+ years of consultative B2B or B2C phone sales experience with a track record of closing deals through discovery-based conversations (not high-volume outbound/call-center dialing)Hands-on experience managing a CRM pipeline in HubSpot (or comparable platform such as Salesforce or Zoho), including sequencing, task management, and deal-stage trackingExperience in customer support or customer success handling live phone and email inquiries, including ticket logging and issue triageBackground in SaaS, field service, or home services industries (e.g., HVAC, plumbing, pool service, landscaping, property management)Demonstrated quota attainment, conversion metrics, or measurable sales results in a previous roleC1+ English (CEFR) with clear, neutral pronunciation suited for direct phone-based communication with US customersExperience working independently in a remote or distributed role with self-managed daily task queuesNice-to-HaveExperience working in a founder-led or early-stage SaaS company (10–150 employees)Familiarity with seasonal or demand-fluctuating business modelsExperience owning trade show or event lead follow-up campaigns (100+ leads)Prior experience working across two business units or functions within the same companyBenefits Competitive Salary: Based on experience and skills Remote Work: Fully remote—work from anywhere Team Incentives: Recognition for maintaining 100% CRM hygiene and on-time reporting Generous PTO: In accordance with company policy Health Coverage for PH-based talents: HMO coverage after 3 months for full-time employees Direct Mentorship: Guidance from international industry experts Learning & Development: Ongoing access to resources for professional growth Global Networking: Connect with professionals worldwide Our Recruitment Process Application Screening Skills Assessment Topgrading Interview Client Interview Job Offer Client OnboardingReady to Join Us?If you’re empathetic, organized, and passionate about improving patient experiences through operational excellence, this role is for you. Apply now to help make specialized healthcare more accessible to patients across the U.S.
Work From Anywhere in LATAM & SA
Work Schedule: EST │ 8:00 AM – 5:00 PM, Monday–Friday
About Pearl Talent
Pearl works with the top 1% of candidates from around the world and connects them with the best startups in the US and EU. Our clients have raised over $5B in aggregate and are backed by companies like OpenAI, a16z, and Founders Fund.
Hear why we exist, what we believe in, and who we're building for: Watch here
About the Client
A bootstrapped B2B SaaS company serving the seasonal pool and field service industry is looking for a Customer Success & Inside Sales Representative to own the entire front-line customer experience — from inbound support to warm-lead sales conversion.
The company operates two connected businesses: a software platform used by pool service operators to manage scheduling, invoicing, and technician workflows, and a physical pool service company that doubles as a training ground for new hires. Leadership is lean and founder-led, with a culture that prioritizes ownership, autonomy, and quality of work over rigid structure or high-touch oversight.
About the Role
In this role, you'll spend your first 1–2 months embedded in the physical pool service side of the business, learning firsthand the workflows and pain points that customers bring to the software platform. From there, you'll transition into full ownership of inbound customer support, technical ticket triage, and warm-lead sales conversations — toggling between order resolution and consultative selling depending on the day.
Given the seasonal nature of the business, call volume and sales activity shift significantly throughout the year. Success means customers consistently feel heard and confident after every interaction, warm leads are followed up on without prompting, and the founder is fully removed from day-to-day front-line calls.
Core Responsibilities
Inbound Customer Success & Technical Support
- Answer inbound calls and emails from existing customers during core business hours (8:00 AM–5:00 PM EST)
- Resolve tier-1 support inquiries using the internal knowledge base and AI-assisted search tools
- Triage product bugs by collecting screenshots and replication steps, then log structured reports for engineering
- Manage all customer communication in HubSpot, updating ticket status and clearing the inbox by end of shift
Warm Lead Sales & Outbound Follow-Up
- Conduct 15–30 minute discovery and quoting calls with warm inbound leads from forms, demos, and trade shows
- Execute HubSpot sequencing tasks to follow up on sent quotes and nurture leads through the pipeline
- Own trade show lead follow-up (100–200 leads collected annually), converting leads during peak sales season
- Track and report on call volume, lead-to-quote conversion, and quote-to-close rate
Dual-Business Support & Cross-Training
- Complete a 1–2 month onboarding rotation within the physical pool service business to learn core workflows
- Apply hands-on service experience to inform and strengthen SaaS sales conversations
- Provide ongoing support to the pool service business as needed during its own peak season
CRM & Pipeline Management
- Maintain HubSpot as the single source of truth, logging every call, quote, and follow-up with accurate deal stages
- Run recurring operational reports to flag stalled deals and track signed quotes
- Keep the task queue current, working through follow-up reminders proactively
Proactive Process Improvement
- Identify patterns in repeat customer questions and recommend knowledge base updates
- Use AI tools and internal documentation to self-resolve issues before escalating
- Adjust daily workload and pacing to match seasonal shifts in call and sales volume
Requirements
Must-Have
- 2+ years of consultative B2B or B2C phone sales experience with a track record of closing deals through discovery-based conversations (not high-volume outbound/call-center dialing)
- Hands-on experience managing a CRM pipeline in HubSpot (or comparable platform such as Salesforce or Zoho), including sequencing, task management, and deal-stage tracking
- Experience in customer support or customer success handling live phone and email inquiries, including ticket logging and issue triage
- Background in SaaS, field service, or home services industries (e.g., HVAC, plumbing, pool service, landscaping, property management)
- Demonstrated quota attainment, conversion metrics, or measurable sales results in a previous role
- C1+ English (CEFR) with clear, neutral pronunciation suited for direct phone-based communication with US customers
- Experience working independently in a remote or distributed role with self-managed daily task queues
Nice-to-Have
- Experience working in a founder-led or early-stage SaaS company (10–150 employees)
- Familiarity with seasonal or demand-fluctuating business models
- Experience owning trade show or event lead follow-up campaigns (100+ leads)
- Prior experience working across two business units or functions within the same company
Benefits
- Competitive Salary: Based on experience and skills
- Remote Work: Fully remote—work from anywhere
- Team Incentives: Recognition for maintaining 100% CRM hygiene and on-time reporting
- Generous PTO: In accordance with company policy
- Health Coverage for PH-based talents: HMO coverage after 3 months for full-time employees
- Direct Mentorship: Guidance from international industry experts
- Learning & Development: Ongoing access to resources for professional growth
- Global Networking: Connect with professionals worldwide
Our Recruitment Process
- Application
- Screening
- Skills Assessment
- Topgrading Interview
- Client Interview
- Job Offer
- Client Onboarding
Ready to Join Us?
If you’re empathetic, organized, and passionate about improving patient experiences through operational excellence, this role is for you. Apply now to help make specialized healthcare more accessible to patients across the U.S.
Pearl Talent is a US-based start-up that helps the top 1% of talent worldwide land long-term roles at fast-growing companies in the US and EU. Founded by Monty Ngan and Isaac Kassab, Pearl Talent helps operators all around the Philippines, Latin America, and South Africa get staffed into companies backed by Y Combinator, Sequoia, a16z, General Catalyst, and more.We believe that even though opportunity isn’t created equal in the world, ambitious talent is.
Pearl Talent is a US-based start-up that helps the top 1% of talent worldwide land long-term roles at fast-growing companies in the US and EU.
Founded by Monty Ngan and Isaac Kassab, Pearl Talent helps operators all around the Philippines, Latin America, and South Africa get staffed into companies backed by Y Combinator, Sequoia, a16z, General Catalyst, and more.
We believe that even though opportunity isn’t created equal in the world, ambitious talent is.
