Full Time
17,000 Salary/Month + Commission
38
Aug 25, 2026
Upwork Sales Manager, Recruiting & Operations Specialist
US EST Hours | Remote | Philippines
We are a US-based technology and services company looking for a sharp, highly responsive Upwork Sales Manager, Recruiting & Operations Specialist to own two important areas of our daily operations:
Upwork business development, opportunity sourcing, inbound sales and deal management
OnlineJobs.ph recruiting and candidate management
Your job is to make sure the right Upwork opportunities are proactively found and pursued, good prospects become meetings/deals, and strong candidates reach our executive calendar fully evaluated.
We provide the systems, service offerings, templates, AI tools, processes, positioning, pricing guidance and executive support.
You own proactive opportunity sourcing, responsiveness, organization, analysis, personalization, follow-up and execution.
Upwork — Sales Management & Business Development
This is not only an inbound role.
You will actively manage our Upwork business development every day, including searching for relevant opportunities, evaluating them, applying/responding proactively, managing incoming opportunities, and moving conversations toward revenue.
Responsibilities include:
Monitor Upwork throughout US EST business hours
Actively search Upwork for new opportunities matching our services and ICP
Identify high-quality opportunities worth pursuing
Quickly determine which jobs are high-value vs. low-value or poor fit
Proactively submit proposals to qualified opportunities
Personalize approved proposal templates based on each buyer, company and project
Use AI research to understand the prospect before responding
Respond quickly to inbound messages and invitations
Manage the complete Upwork inbox and opportunity pipeline
Qualify prospective customers
Ask intelligent follow-up and discovery questions
Move qualified prospects toward meetings
Coordinate calendars and schedule calls
Follow up consistently with prospects who go quiet
Prepare proposals, scopes and next-step communications
Handle straightforward pricing/package discussions within approved guidelines
Close straightforward opportunities where appropriate
Escalate larger, strategic or complex deals to the Founder
Maintain the CRM and active opportunity pipeline
Track opportunities searched, proposals submitted, responses, meetings, proposals, wins, losses and next actions
Continuously analyze which searches, job categories, proposals and services are generating the strongest response
Improve proposal templates and positioning based on actual performance
Use AI and automation to increase speed without sounding automated
Ensure no valuable opportunity or active prospect falls through the cracks
The Upwork Goal
Not:
Wait for invitations → respond.
Instead:
Search → identify → research → personalize → apply → respond → qualify → follow up → meeting → proposal → close.
We want someone who treats Upwork like an active sales channel and revenue pipeline, not simply an inbox.
OnlineJobs.ph — Recruiting & Candidate Operations
You will also help operate our recruiting pipeline for technical, operations, sales and other positions.
Responsibilities include:
Post and manage approved jobs on OnlineJobs.ph
Monitor incoming applicants
Review resumes, profiles and applications
Evaluate candidates against defined job requirements
Conduct deeper individual candidate research and analysis
Identify strengths, weaknesses, concerns and potential fit
Create concise AI-assisted candidate scorecards
Rank and recommend the strongest candidates
Reject clearly unqualified candidates
Communicate professionally with applicants
Send screening questions and assessments
Deploy our approved AI interview process
Review and summarize AI interview results
Compare finalists against one another
Conduct additional human screening where required
Maintain candidate status and recruiting records
Follow up quickly so strong candidates aren't lost
Present executives with a short, prioritized finalist list
Schedule only properly screened finalists onto the executive calendar
The objective is not to dump 30 resumes onto an executive.
The objective is:
30 applicants → evaluated → researched → screened → AI interviewed → ranked → 3 excellent finalists → executive calendar.
AI + Automation
You should be comfortable operating an AI-enabled workflow.
For Upwork Sales
Opportunity Search → Qualification → AI Research → Proposal Draft → Human Personalization → Submit → Response → Qualification → Follow-Up → Meeting → Proposal → Close
For Recruiting
Applicant → Requirements Check → AI Analysis → Scorecard → Screening → AI Interview → Recommendation → Finalist → Executive Interview
AI should make you faster, more responsive and more thorough.
It does not replace your judgment.
We want someone capable of saying:
“This opportunity is worth pursuing, this is why, and this is how I recommend we position ourselves.”
And on recruiting:
“I recommend interviewing this candidate, and here are the three reasons why.”
What Success Looks Like
At any point, you can clearly tell us:
UPWORK / SALES
What opportunities did we find today?
Which ones should we pursue?
Which proposals were submitted?
Who responded?
Who needs a response?
Who needs follow-up?
Who is qualified?
Who should book?
Who needs a proposal?
Who is ready to close?
What requires executive involvement?
Which services and proposals are converting best?
RECRUITING
Who applied?
Who meets requirements?
Who has been screened?
Who completed the AI interview?
Who are the strongest candidates?
Why?
Who should reach the executive calendar?
Nothing disappears into an inbox or gets forgotten.
Who We're Looking For
You should be:
Extremely responsive
Highly organized
Proactive rather than waiting for work to arrive
Excellent in written and spoken English
Comfortable communicating with US professionals
Analytical and capable of making recommendations
Naturally persuasive without being pushy
Comfortable searching for and evaluating business opportunities
Comfortable writing personalized Upwork proposals
Comfortable asking prospects for meetings and next steps
Comfortable interviewing and evaluating candidates
Detail-oriented
Strong with follow-up
Comfortable working independently
Able to distinguish high-priority from low-priority opportunities
Comfortable using ChatGPT/AI extensively
Familiar with CRMs, spreadsheets and calendars
Available consistently during US Eastern Time business hours
Experience with Upwork, OnlineJobs.ph, recruiting, B2B sales, business development, appointment setting, SaaS, technology, agencies or executive support is strongly preferred.
Direct experience managing an Upwork agency/company profile, searching for jobs, submitting proposals and converting opportunities into meetings or clients is a major plus.
Schedule
Monday–Friday | US Eastern Time
Consistent availability during US business hours is important because speed matters for Upwork opportunities, active sales conversations and strong job candidates.
To Apply
Please send:
Your experience managing Upwork
Whether you have personally searched for jobs and submitted proposals on Upwork
Examples of services or projects you have helped sell through Upwork
Your B2B sales or appointment-setting experience
Your recruiting/candidate-screening experience
AI, CRM and automation tools you've used
Your US EST availability