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Inside Sales Rep

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Remote from
Philippines
Salary
Undisclosed
Department
Sales
Employment
Full Time
Experience
Open level
Published
Apply before
11 Nov 2026
Listing views
46
Application actions
3
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AI Summary

The role, at a glance.

LevelUp is hiring a full-time Inside Sales Representative to convert existing B2B SaaS users from free credits or trials to paid plans. The role handles high volumes of inbound chat, email, and occasional phone conversations, explains pricing and licensing, addresses objections, and closes transactions through CRM and assisted-checkout tools. The representative will also run usage-triggered outbound campaigns, escalate enterprise opportunities to Account Managers, and maintain complete CRM documentation. Success is measured through rapid chat response times, short deal cycles, conversion outcomes, and CSAT performance while working fixed shifts covering North American and European business hours.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

4/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

4/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThe position requires simultaneously managing high-volume written sales interactions, meeting strict service and conversion KPIs, and accurately documenting every customer touchpoint. It also demands strong SaaS product learning, objection handling, and schedule flexibility for shifts spanning North American and European hours.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job medianHighly competitive
$70,000
US market range$50k–$90k
AI insightNo actual salary range is disclosed; performance-based commissions and bonuses are mentioned but are not quantified. For the US market, this is an estimated yearly base-pay range of $50,000 to $90,000 for a B2B SaaS Inside Sales Representative with 2+ years of experience; the estimated midpoint is $70,000. Actual total earnings may be higher when variable commission is included.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How do you convert a free-trial or freemium user who is hesitant to upgrade?

I first review their usage and identify the outcome they are trying to achieve. I ask targeted questions to uncover the barrier, connect the most relevant plan features to their needs, clearly explain pricing and value, and address objections directly. I then offer a clear next step, such as assisted checkout or a short follow-up, while documenting the conversation in the CRM.

How do you maintain quality while handling multiple live-chat conversations?

I prioritize chats based on urgency and buying intent, use approved templates as a starting point, and personalize each response with the customer's specific context. I keep messages concise, confirm understanding before recommending a plan, and update CRM notes immediately after each meaningful interaction. This approach supports both fast response times and accurate follow-through.

What information would you include when handing an enterprise opportunity to an Account Manager?

I would record the customer’s company details, stakeholders, current product usage, desired outcomes, package or licensing needs, budget signals, timeline, objections, and all prior interactions. I would also state why the opportunity exceeds the inside-sales scope and recommend the immediate next action. This gives the Account Manager enough context to continue the conversation without making the customer repeat themselves.

Describe how you use CRM data to improve sales results.

I use CRM data to track lead source, product usage, conversation outcomes, objections, stage progression, and follow-up commitments. Reviewing these patterns helps identify high-intent behaviors, prioritize outreach, and reveal recurring objections that can be addressed through better messaging or enablement. Accurate daily logging is essential because it makes pipeline reporting and handoffs reliable.

How would you manage a customer who requests a phone call after a frustrated portal or chat experience?

I would acknowledge the frustration, arrange or take the call promptly, and let the customer explain the issue without interruption. I would clarify the desired resolution, resolve what I can during the conversation, and set transparent expectations if another team must assist. Afterward, I would summarize the outcome and next steps in the CRM and follow up in writing if needed.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

Company Overview

LevelUp is a specialist agency that provides outsourcing solutions to agencies, software vendors, and website owners. For over seven years, we have successfully collaborated with a variety of companies, providing valuable technical, operational, and back-office support. We have a large team of skilled and passionate professionals who are committed to delivering high-quality work for our clients.

Position Overview

LevelUp is seeking a dynamic, results-oriented, and highly motivated Inside Sales Representative (ISR) to join our clients’ newly established sales functions. In this role, you will act as a key extension of our clients’ global commercial teams, responsible for driving revenue growth by engaging directly with existing accounting and audit firms within their installed base.

This is a high-impact position often tied to the launch of new solutions. Initially, you will focus on managing high inbound demand, guiding current clients who have free credits through their conversion journey from free-to-paid accounts. You will help customers understand package tiers, address their questions, handle common objections, and close deals directly using CRM tools.

Responsibilities will expand to managing portal escalations and executing targeted outbound campaigns to an installed base using usage-triggered events. The ideal candidate is comfortable with high-volume chat and email sales, holds a high standard of discipline for CRM logging, and possesses a strong curiosity to understand products beyond the surface level. If you are a resilient, target-driven sales professional looking to build a career in B2B SaaS sales, we want to hear from you.

Role Details

• Work Setup: Fully remote position with a standard 40-hour fixed-schedule work week.

• Schedule: Requires flexibility to cover fixed, rostered night/mid-afternoon shifts across North American and European business hours, including Philippine holidays.

Reference: 2641-141224

Responsibilities

  • Respond to high volumes of inbound chats and emails from existing clients utilizing free credits or trial periods. Take incoming phone calls when customers request direct conversations.
  • Guide customers through package options, pricing tiers, and licensing models. Manage common objections using provided sales playbooks and close transactions using assisted checkout in CRM/sales tools.
  • Identify complex, multi-seat, or enterprise-level opportunities and route them seamlessly to named Account Managers, providing clear and detailed handover notes.
  • Document 100% of customer interactions, purchase intent, objections, and usage trends in CRM daily, maintaining high pipeline accuracy.
  • Handle “talk to someone” escalated requests arising from self-serve portals.
  • Run proactive outbound campaigns targeting an installed base based on usage triggers (averaging 40 to 60 touches per day across chat and email) and support seasonal marketing campaigns.
  • Consistently meet or exceed KPIs, including maintaining chat response times under 60 seconds, keeping deal cycles under 5 business days (initial phase) and 3 business days (subsequent phases), and maintaining a CSAT score above 4.2.

Qualifications & Experience

  • 2+ years of experience in B2B SaaS inside sales, chat sales, or high-volume inbound SDR/BDR roles, with a proven record of meeting or exceeding sales quotas and conversion metrics.
  • Experience closing deals over live chat (e.g., Intercom or similar tools), demonstrating an ability to manage multiple simultaneous conversations with speed and accuracy.
  • Exceptional written English skills (clear, grammatically correct, and friendly) for chat and email, paired with confident, professional spoken English for calls.
  • Direct experience using Salesforce or a similar CRM daily to manage leads, opportunities, and log communication.
  • Complete willingness and availability to work fixed, rostered night/mid-afternoon shifts (covering North American and European business hours) and Philippine holidays.
  • Previous experience selling software, tools, or services to accounting, audit, or financial professional services firms (nice-to-have).
  • High comfort level learning, understanding, and explaining AI-powered analysis or data software products (nice-to-have).
  • Experience converting free-tier, trial, or freemium users to paid recurring plans (Product-Led Growth / PLG) (nice-to-have).
  • Familiarity with CPQ (Configure, Price, Quote) workflows or guided checkout systems (nice-to-have).
  • Fluency in French, German, or Dutch is highly valued (nice-to-have).

Communication & Attitude

  • Exceptional written and verbal English communication skills.
  • Experience with technical/customer support or regularly interacting with clients on technical matters.
  • A strong team player with a supportive and friendly attitude.
  • Has a proactive and can-do approach to work.
  • Genuinely enjoys helping people solve their problems and cares about the customer experience.
  • Is passionate about continuous learning and self-improvement.

More Information

  • This is a fully remote position with a standard 40-hour fixed-schedule work week, requiring flexibility to cover night/mid-afternoon shifts across North American and European business hours, including Philippine holidays.
  • We have a company culture that focuses on the well-being of its team members, with a good work life balance and respectful work environment.
  • Performance-based commission/bonuses
  • Equipment provided
  • HMO + 13th month pay

Compensation

Additional Information

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