Demo

Sales Execution Specialist

Milestone Systems
Oswego, OR Full Time
POSTED ON 4/15/2026
AVAILABLE BEFORE 5/7/2026
Sales Execution Specialist

Location: Lake Oswego, OR (Hybrid – 3 days onsite)

Position Summary

The Sales Execution Specialist is an experienced, frontline commercial role responsible for strengthening sales execution across both partner-led and field-led sales motions. This role accelerates pipeline movement, improves partner and customer responsiveness, and reduces execution friction for Milestone’s U.S. field sales organization.

Positioned within the Sales Execution layer, the Sales Execution Specialist works closely with Area Sales Managers (ASMs), Channel Business Managers (CBMs), Key Account Managers (KAMs), and Key Account Executives (KAEs) to influence deal progression, enable effective execution, and support revenue outcomes at the point of impact.

This role requires sound commercial judgment, strong execution discipline, and the ability to operate autonomously in a fast-paced sales environment. It represents a lateral, mid-level role with broader scope than traditional channel-focused positions and is designed as a development pathway into senior commercial roles.

The Sales Execution Specialist will work out of our US office in beautiful Lake Oswego, OR. Relocation assistance is not offered at this time. This is a hybrid role with 3 days in the office. The position will report to our Head of U.S. Sales Execution. 

Primary Focus
Frontline Sales Execution Expertise, Partner & Customer Engagement, Pipeline Acceleration

Mission
To strengthen sales execution by applying execution expertise at the frontline—keeping deals moving, partners engaged, and field teams focused on winning.

Key Focus Areas

1. Field Sales Execution & Revenue Enablement (50%)
 
  • Provide frontline execution support to ASMs, CBMs, KAMs, and KAEs to accelerate pipeline progression across assigned territories
  • Operate with discretion and judgment to support execution across multiple active opportunities and sales motions
  • Coordinate discovery calls, demos, webinars, and follow-up activities with customers and partners
  • Support low- to mid-complexity transactional opportunities to reduce administrative burden on field sellers
  • Assist with opportunity qualification, documentation, and early-stage progression
  • Act as the execution bridge that keeps opportunities moving while field teams focus on strategic selling

2. Partner & Customer Engagement (25%)
 
  • Serve as a responsive, reliable point of contact for partners and customers within assigned territories
  • Proactively engage partners and prospects to support campaigns, opportunity follow-up, and pipeline development
  • Support partner onboarding activities in coordination with channel leadership
  • Maintain awareness of partner pipeline health, local activity, and territory dynamics
  • Build trust through accuracy, urgency, and consistent, professional communication

3. Salesforce Hygiene & Data Discipline (10%)
 
  • Maintain accurate and complete documentation of activities, opportunities, and partner interactions in Salesforce
  • Ensure opportunity stages, attribution, and notes reflect current execution status
  • Support forecasting accuracy by keeping execution data current and reliable
  • Adhere to governance standards related to data quality, reporting, and process consistency

4. Internal Collaboration & Enablement (5%)
 
  • Coordinate enablement activities including product sessions, MyMilestone training, and webinars
  • Collaborate with Marketing, Sales Engineering, and Enablement to support regional execution priorities
  • Share field insights, execution challenges, and improvement opportunities with leadership
  • Participate in regional sales rhythms and communication cadences as needed

Key Responsibilities
  • Execute frontline sales execution activities that improve speed, clarity, and consistency of deal progression
  • Provide proactive outreach and follow-up to partners and prospects
  • Support quoting coordination and transactional deal motions
  • Maintain high standards of responsiveness and execution accuracy
  • Ensure Salesforce data reflects true execution status of supported opportunities
  • Reduce administrative workload for field sellers and improve overall sales efficiency

Qualifications
 
  • 3–6 years of experience in sales execution, inside sales, sales enablement, account coordination, or related commercial roles
  • Demonstrated ability to support deal execution across multiple opportunities and stakeholders
  • Experience working closely with field sales teams, channel partners, and/or enterprise customers
  • Strong organizational skills with the ability to prioritize and execute in a fast-paced environment
  • Clear, professional communicator with customers, partners, and internal stakeholders
  • Proficiency in Salesforce CRM; comfort working with pipeline, opportunity stages, and execution data

Preferred Experience
 
  • Experience in SaaS, physical security, or enterprise technology environments
  • Familiarity with channel-led or two-tier sales models
  • Prior exposure to quoting, renewals, or transactional sales support

Personal Attributes
 
  • Highly responsive, proactive, and execution-driven
  • Comfortable operating close to the field and customers to enable others’ success
  • Organized and disciplined with strong follow-through
  • Collaborative mindset with a strong sense of ownership
  • Adaptable and resilient in a dynamic sales environment

Career Path & Development

The Sales Execution Specialist role is designed as a development role for experienced commercial professionals seeking broader exposure to frontline sales execution. By operating across partner, field, and customer interactions, individuals in this role build a well-rounded commercial skill set that extends beyond a single sales motion.
Typical progression paths include:
 
  • Channel Business Manager (CBM)
  • Key Account Manager (KAM)
  • Key Account Executive (KAE)
This role provides the execution experience, customer exposure, and commercial breadth required to progress into senior account ownership and field-facing sales roles.

Performance Metrics
 
  • Responsiveness and execution turnaround times
  • Number of opportunities supported and progressed
  • Partner and customer feedback on execution quality
  • Salesforce data accuracy and governance compliance
  • Reduction in administrative workload for field teams
  • Contribution to pipeline velocity and opportunity progression

Why Join Milestone
  • Milestone Systems is a global leader in open-platform video management software, known for innovation, trust, and collaboration.
  • As a Sales Execution Specialist, you play a critical role in turning strategy into action—applying execution expertise at the frontline to help field teams win more effectively.
  • This is a hands-on, high-impact role for experienced sales professionals who thrive on execution, accountability, and making things happen.

The annual on-target earnings for this position range from $85,000 to $95,000. Pay is based on the level, location, complexity, responsibility, and job duties of the specific position and is just one component of Milestone?
??s total compensation package. Additionally, we offer an attractive benefits package that includes medical/dental benefits, FSA or HSA, 401k with 6% Safe Harbor employer match, paid parental leave, generous PTO (20 days' vacation, 10 days paid sick time, and 12 company holidays), fully paid Short Term disability policy, fully paid Long Term disability policy, and Life Insurance. If you are selected for an interview, please feel welcome to speak to our Talent Partner about our compensation philosophy. 

All employees must complete a background check. Employees in fiscal roles are also required to undergo a credit check. All information obtained during these checks is handled confidentially and shared only with authorized personnel.

Milestone is committed to creating a diverse and inclusive workplace and is proud to an equal opportunity employer. 

Contact and application 
Are you excited about this opportunity? We encourage you to apply as soon as possible. We will continuously take candidates into the recruitment process, and the position will remain open until a suitable candidate is found.

Please apply on our website: www.milestonesys.com 

We look forward to receiving your application.

Salary : $85,000 - $95,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Sales Execution Specialist?

Sign up to receive alerts about other jobs on the Sales Execution Specialist career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$80,062 - $120,119
Income Estimation: 
$104,680 - $202,844
Income Estimation: 
$122,633 - $166,569
Income Estimation: 
$116,413 - $176,962
Income Estimation: 
$129,120 - $252,029
Income Estimation: 
$80,212 - $108,852
Income Estimation: 
$84,489 - $116,961
Income Estimation: 
$88,480 - $114,350
Income Estimation: 
$95,613 - $132,947
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Milestone Systems

  • Milestone Systems Boston, MA
  • Senior User Experience Researcher Role Description (Why This Role Exists) This is a research role for people who care deeply about impact, not appendices. ... more
  • 12 Days Ago

  • Milestone Systems Minneapolis, MN
  • Regional Sales Executive, North Central Milestone Systems, a global leader in open-platform Video Management Software (VMS), is seeking a highly skilled an... more
  • 14 Days Ago


Not the job you're looking for? Here are some other Sales Execution Specialist jobs in the Oswego, OR area that may be a better fit.

  • Milestone Systems Oswego, OR
  • Sales Support & Execution Manager Location: Lake Oswego, OR (Hybrid – 3 days in office) Position Summary The Sales Support & Execution Manager leads Milest... more
  • 29 Days Ago

  • S & K SALES CO Portland, OR
  • About the Role We are hiring experienced Retail Merchandisers (Part-time) for store resets in convenience, grocery, and big-box retail environments. You’ll... more
  • 26 Days Ago

AI Assistant is available now!

Feel free to start your new journey!