Strategic Sales Executive - Reading PA

Job Details: Level: Experienced, Position Type: Full Time, Education Level: 4 Year Degree, Salary Range: $150000.00 - $175000.00Base+Commission/month, Travel Percentage: Road Warrior, Job Shift: Day, Job Category: Sales, Are you a hunter who loves opening doors, winning new business, and turning conversations into signed agreements?

WatchKeep is looking for a Strategic Sales Executive who thrives on building relationships, influencing decision-makers, and closing business. This is not an account-maintenance role. We want someone who enjoys the chase, creates opportunities, and knows how to move prospects from “not interested” to “let’s do this.” What You'll Do Hunt for and develop new B2B opportunities through calls, email, LinkedIn, referrals, networking, and face-to-face meetings.

Build relationships quickly with business owners, executives, and key decision-makers. Ask great questions, uncover business pain, and create urgency around solving it. Sell WatchKeep's cybersecurity, cloud, backup/recovery, communications, and managed IT solutions. Own the sales process from first conversation through negotiation and close.

Challenge the status quo, handle objections confidently, and ask for the business. Build a strong pipeline and consistently deliver against revenue goals. You'll Thrive Here If You... Love to win and are energized by goals, competition, and closing. Naturally connect with people and can persuade without sounding scripted.

Are comfortable initiating conversations with people you've never met. Don't wait for leads—you create opportunities. Can hear “no,” move forward, and make the next call. Want the freedom and accountability to own your results. Prefer a fast-moving environment where no two days look exactly alike. If you're energized by the hunt, persuasive by nature, and motivated by turning opportunities into wins, we want to meet you.

Compensation

range shown reflects total on-target earnings and includes base salary plus commissions, bonuses, and other performance incentives.

Qualifications

2–5+ years of successful B2B sales experience. Proven success prospecting and closing net-new business. Confidence selling to executives, owners, and decision-makers. Managed IT, cloud, cybersecurity, or technology sales experience is preferred. Valid driver's license and ability to travel locally.