Manager, Mid-Market Sales

Contentsquare•San Diego, CA

6d•$250,000 - $300,000

About The Position

Contentsquare is hiring a Manager, Mid-Market Sales to lead Account Executives responsible for inbound new business and expansion among existing customers. Expansion—including growth at renewal, upgrades, and cross-selling—is the core sales motion. The manager will develop sellers, deliver results across both motions, and help shape the mid-market business. The role connects Contentsquare’s experience platform capabilities to buyer priorities, while working with sales leadership to shape territory strategy and the team’s sales approach. It combines coaching and people development with revenue ownership, forecasting, pipeline management, direct involvement in important deals, hiring, and cross-functional operational improvements. Success is measured by consistent revenue delivery across new business and expansion, a healthy pipeline, accurate forecasts, and measurable improvement in sellers’ capabilities. The role’s compensation range is $250,000–$300,000 in annual on-target earnings, including a base compensation range of $125,000–$150,000 plus commission. Actual pay within the range depends on work location and factors such as skills, experience, and relevant education or training.

Requirements

At least 5 years of B2B sales experience, including success selling SaaS to mid-market customers.
At least 2 years of experience leading quota-carrying sellers.
A record of delivering team results and improving seller performance through training, coaching, and direct feedback.
Experience leading inbound new business and existing-customer expansion, with a demonstrated record of accurate forecasting.
Personal closing success and strong sales judgment, including the ability to help Account Executives navigate complex opportunities and influence customer outcomes.
Ability to prioritize active deal involvement and daily pipeline management while protecting time for training and coaching.
Ability to combine high standards with investment in people.

Nice To Haves

Experience in digital experience analytics or adjacent software categories.
Curiosity and ability to learn a new market.

Responsibilities

Lead and develop Account Executives responsible for inbound new business and expansion within existing customer accounts.
Provide structured training, call reviews, and individual development, and coach sellers on discovery, business cases, negotiation, and closing.
Deliver revenue performance and maintain accurate forecasts based on customer evidence, clear qualification, and realistic close plans.
Identify deal and forecast risks early and take action to address them.
Build a durable pipeline by supporting inbound conversion, finding expansion opportunities, and developing qualified opportunities through disciplined outbound prospecting.
Work alongside Account Executives on high-value opportunities and strategic accounts, building executive alignment, navigating negotiations, and closing business.
Recruit talented Account Executives, accelerate their ramp, recognize strong performance, and address performance gaps with direct feedback and clear expectations.
Partner with Marketing, Customer Success, Revenue Operations, Product, and sales leadership to improve territory plans, remove friction, and bring customer insights into the business.

Benefits

Career development and mentorship.
Social events and philanthropic activities.
Competitive benefits, with additional benefits tailored to each country.
Virtual onboarding, a hackathon, and opportunities to interact with team members and global colleagues on and offsite each year.
Hybrid and remote work policies.
Generous paid time-off policy; details vary by location.
Lifestyle allowance.
Employee activities coordinated by a Culture Crew in each country where Contentsquare operates.
Stock options for every full-time employee.
Employee Resource Groups.