Manager, Mid-Market Sales

Contentsquare; Oregon; Hybrid; USD 125,000 - 150,000; Full time

Benefits offered by this job

Virtual onboarding

Hackathons

Remote work policies

Generous PTO

Lifestyle allowance

Stock options

Employee Resource Groups

Job summary

Contentsquare is seeking a senior sales leader to drive inbound new business and expansion with a focus on mid-market growth. You will coach AEs to connect digital experience insights to buyer priorities and shape territory strategy with sales leadership.

In this role you will own recruiting, ramp, and ongoing development, ensuring structured training and disciplined pipeline management. The position offers hybrid/remote options and competitive compensation tied to performance.

Qualifications

• 5+ years of B2B sales experience, including SaaS to mid market.
• 2+ years leading quota-carrying sellers.
• Experience leading inbound new business and expansion with accurate forecasting.
• Proven personal closing success and strong sales IQ.
• Ability to balance deal involvement with time for training and coaching.

Responsibilities

• Develop strong sellers and structured training routines.
• Protect time for call reviews, development, and pipeline management.
• Own results and accurate forecasts with evidence-based plans.
• Build durable pipeline from inbound and expansion opportunities.
• Close high-value opportunities with executive alignment.
• Hire and raise the bar by recruiting and ramping AEs.
• Collaborate with Marketing, CS, Revenue Ops, and Product to sharpen territory plans.

Skills

B2B SaaS sales

Inbound & expansion sales

Team leadership

Forecasting & pipeline

Coaching & training

Executive stakeholder mgmt

Job description

Contentsquare is the all-in-one experience intelligence platform designed to be easily used by anyone who cares about digital journeys. With our flexible and scalable platform, organizations quickly get a deep understanding of their customers' whole online journey.

We are a global leader in the experience analytics space, with a growing presence across 15 offices worldwide. We're here to stay—and we're looking for team members who are excited to drive impact and help us scale even further. Our aim is to create an inclusive workplace where everyone learns and succeeds. Contentsquare has built a community of individuals who are daring, understanding, and deliberate. We invite you to join us in making the complex simpler—for our customers, their customers, and each other.

Overview

Lead a team of Account Executives with responsibility for inbound new business and existing customer expansion. Expansion is our core sales motion, including growth at renewal, upgrades, and cross selling.

You will develop sellers and drive results across both motions while helping shape our mid market business.

Your experience platform helps businesses understand customer behavior, identify digital friction, and improve business results. You will coach sellers to connect those capabilities to buyer priorities.

Working with sales leadership, you will shape territory strategy and how your team sells, with direct influence over business growth and the development of your people.

What you will own

• Develop strong sellers.
• Protect time for structured training, call reviews, and individual development alongside daily pipeline management. Coach discovery, business cases, negotiation, and closing.
• Own results and forecast accurately. Deliver revenue performance and reliable forecasts grounded in customer evidence, clear qualification, and realistic close plans. Identify risks early and act on them.
• Build a durable pipeline. Help AEs convert inbound new business, identify expansion within existing accounts, and generate qualified opportunities through disciplined outbound prospecting.
• Bring your own closing expertise. Work alongside AEs on high value opportunities and strategic accounts. Apply strong sales judgment to build executive alignment, navigate negotiations, and close business.
• Hire and raise the bar. Recruit talented AEs, accelerate ramp, recognize strong performance, and address gaps with direct feedback and clear expectations.
• Improve how we operate. Partner with Marketing, Customer Success, Revenue Operations, and Product to sharpen territory plans, remove friction, and bring customer insights into the business.

What you bring

• 5+ years of B2B sales experience, including success selling SaaS to mid market customers, and 2+ years leading quota carrying sellers.
• A record of delivering team results and improving seller performance through effective training, coaching, and direct feedback.
• Experience leading inbound new business and existing customer expansion, with a demonstrated record of accurate forecasting.
• Proven personal closing success and strong sales IQ. You can help AEs navigate complex opportunities and directly influence outcomes with customers.
• The ability to prioritize effectively, balancing active deal involvement and daily pipeline management with protected time for training and coaching. You combine high standards with investment in your people.
• Experience in digital experience analytics or adjacent software categories is valuable. Curiosity and the ability to learn a new market matter.

How success will be measured

Consistent revenue delivery across new business and expansion, healthy pipeline, accurate forecasts, and measurable improvement in seller capabilities. Your impact should be visible in both results and team development.

$250,000 - $300,000 a year Base Compensation Range: $125,000 - $150,000 plus commission. Annual on target earnings of $250,000 to $300,000. For compensation, we set standard ranges for all roles based on function, level, and geographic location, benchmarked against similar-stage growth companies. The range displayed on each job posting reflects the minimum and maximum target for new hire salaries across all US locations. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Your recruiter can share more about the specific salary range for your preferred location during the hiring process.

Why you should join Contentsquare

We invest in our people through career development, mentorship, social events, philanthropic activities, and competitive benefits. We are always assessing the perks we offer to ensure we're aligned with the employees' needs.

• Virtual onboarding, Hackathon, and various opportunities to interact with your team and global colleagues both on and offsite each year
• Work flexibility: hybrid and remote work policies
• Generous paid time-off policy (every location is different)
• Lifestyle allowance
• A Culture Crew in every country we're based in to coordinate regular activities for employees to get to know each other and bond outside of work
• Every full-time employee receives stock options, allowing them to share in the company’s success
• We have multiple Employee Resource Groups, that offer a safe space for individuals who share common identities, life experiences, or allyship to connect, support one another, and passionately advocate for the issues close to their hearts
• And more benefits tailored to each country

Contentsquare is an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to sex, gender identity or expression, sexual orientation, race, color, religion, national origin, disability, protected veteran status, age, or any other characteristic protected by law.