Outbound Sales Manager

Remote | U.S. Central Time**

Upkeep Standard is a growing residential cleaning company serving Northwest Chicagoland. We are building a remote sales team focused on converting leads into recurring biweekly and monthly cleaning clients.

We are hiring a Sales Manager based in the Philippines to take ownership of the day-to-day sales operation.

This is not just a senior caller position. You will manage the sales team, monitor performance, coach callers, manage the pipeline, and make sure leads are consistently followed through.

The goal of this role is to build a sales team that can operate successfully without the owner managing it every day.

What You Will Own

Sales Team Management
- Manage the daily activity of our sales callers
- Lead team check-ins and performance conversations
- Monitor attendance, activity, follow-up, and results
- Answer routine sales-team questions
- Hold callers accountable to expectations
- Help onboard and train new sales team members
- Address performance issues before they become larger problems

Coaching and Call Quality
- Review calls and customer interactions
- Coach callers on scripts, tone, objection handling, and closing
- Conduct role-play and practice sessions
- Identify individual coaching needs
- Make sure the team follows Upkeep Standard messaging and policies

Lead and Pipeline Management
- Ensure all leads are contacted and followed up appropriately
- Monitor lead status and next actions
- Prevent leads from being forgotten or left untouched
- Make sure quotes and follow-ups happen on time
- Reassign leads when needed
- Identify where leads are being lost in the sales process

Performance Tracking

You will track and manage performance including:
- Calls made
- Contacts reached
- Follow-ups completed
- Qualified leads
- Quotes generated
- Recurring clients booked
- Individual conversion rates
- Team conversion rate
- Revenue and recurring revenue generated

You should be able to explain what the numbers mean and what the team needs to do differently when results are below goal.

Owner Reporting

The Sales Manager will provide the owner with a concise weekly sales update covering:
- Team results
- New recurring clients
- Pipeline health
- Individual caller performance
- Problems or risks
- Recommended actions

The owner should not need to manage routine caller questions, daily follow-up, call coaching, or basic performance issues.

You are expected to take ownership and escalate only issues that require owner-level decisions.

Decision-Making Authority

Within established company policies, the Sales Manager will be expected to:
- Assign leads
- Manage caller schedules and workflow
- Conduct coaching
- Require additional training
- Set follow-up expectations
- Address attendance and performance issues
- Recommend hiring, additional hours, reduced hours, or termination when appropriate
- Recommend changes to scripts and sales processes based on performance data

Major pricing, compensation, company policy, and strategic decisions remain with ownership.

What Success Looks Like

A successful Sales Manager will create a team where:
- Leads are consistently worked
- Follow-ups happen without reminders from the owner
- Caller performance is measured
- Weak performance is addressed quickly
- Strong performers receive coaching to improve further
- New callers can be onboarded efficiently
- Sales activity is organized and visible
- The owner can review results instead of managing daily activity

Qualifications

We are looking for someone with:
- Sales team leadership, supervisor, or management experience
- Experience managing telesales, appointment setters, outbound callers, or customer acquisition teams
- Strong spoken and written English
- Confidence coaching and giving direct feedback
- Strong organization and follow-through
- Experience using a CRM or lead-management system
- Comfort using spreadsheets, call systems, messaging platforms, and performance dashboards
- Reliable computer, headset, and internet connection
- Availability during agreed U.S. Central Time hours

Experience in home services, cleaning services, appointment setting, call centers, or recurring-service businesses is helpful but not required.

Who Will Do Well in This Role

We want someone who naturally asks:
- Are all leads being worked?
- Are follow-ups happening?
- Who is converting?
- Who needs coaching?
- Where are we losing customers?
- What needs to improve this week?

You should be comfortable making decisions, solving problems, and managing people without waiting for the owner to provide instructions for every situation.

Schedule
-Remote position based in the Philippines.
-You must be available during agreed U.S. Central Time hours to manage the sales team while they are actively working.
-Weekly hours and final schedule will be discussed during the interview.

Compensation
-Compensation will be based on experience and leadership responsibilities.

The position may include:
- Base hourly or monthly compensation
- Performance incentives based on team results
- Opportunities for additional responsibility as Upkeep Standard grows

How to Apply

Please apply to posting and submit:
- Resume
- Desired hourly or monthly rate
- Availability in U.S. Central Time
- Number of salespeople you have previously managed
- Brief description of your sales-management experience

Please also answer:
1. You inherit a team of four sales callers. What are the first five things you would review before d ---------- what needs to change?

We are looking for someone who can own the sales operation, lead people, improve results, and reduce the owner's involvement in daily sales management.