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Sales Manager, Mid-Market

About the Team 

Our Mid-Market Client Account Executive team leads customer expansion, renewal commercial negotiations, and cross-sell attachment of current Outreach customers that have 1,000 - 5,000 employees. We are product experts and ambassadors for Outreach. We build deep knowledge and understanding of our customers' goals and pain points to enable them to have the insights to Create & Close pipeline through the Outreach Sales Execution Platform. 


Our team focuses on value-based selling, building compelling business cases that showcase undeniable ROI. We enjoy learning new sales trends & methodologies, going to industry events, subscribing to blogs/podcasts, reading books, and researching case studies so we can grow together. We work closely together to champion our customers, share success stories, celebrate our wins, and share goals. 


About the Role 

As a Sales Manager, Mid-Market, your primary performance outcome is customer expansion. You will empower the team to take ownership of their business, source 90% of their own pipeline, develop strategic territory plans, and exceed quota. You will coach sellers to execute a structured sales process, identify customer pain points, and tailor account strategies to align with business goals. Leading a team of 5-7 AEs, each with up to 30 customers, you’ll provide mentorship, deal coaching, and executive alignment to drive account health and expansion.  


Location: California, Texas and Washington preferred, open to major cities in the US including San Francisco Bay Area, Los Angeles, Austin, Dallas, Houston, Seattle, Denver, Chicago, Atlanta, NYC


Your Daily Responsibilities
  • Foster a high-performance culture of accountability, self-development, and teamwork. 
  • Teach sellersto develop and execute strategic account and territory plans that drive quota achievement. 
  • Guide the CAEs in effective prospecting, leveraging tools like Outreach, 6Sense, ZoomInfo, and LinkedIn. 
  • Train sellers to lead high-impact discovery calls with senior executives (CEO, CRO, CFO, CMO, VP of Sales Ops). 
  • Train sellers in effective commercial strategy to maximize revenue retention and growth at renewal while reinforcing long-term customer value and commitment. 
  • Coach CAEs to deliver compelling product demos and articulate Outreach’s value proposition. 
  • Drive deal momentum within a 60-180 day sales cycle. 
  • Identify and mitigate deal risks using the MEDDPICCmethodology. 
  • Accurately forecast deals and team attainment using Outreach’s forecast methodology. 


What We’re Looking For
  • 2+ years of experience leading high-performing sales teams with a strong track record of customer growth. 
  • Success winning deals north of $500,000 ARR, and experience selling to companies with 1,000-5,000 employees. 
  • Results-driven coach and mentor with a history of developing top sales talent. 
  • Proven ability to lead teams to consistently achieve sales targets. 
  • Experience in a closing role before transitioning to leadership. 
  • Background in managing existing customers, renewals, and multi-stakeholder sales processes. 
  • Ability to develop business cases and ROI documentation. 
  • Proficiency in Outreach.io, Salesforce, ZoomInfo, and LinkedIn. 


Join our dynamic team and be a part of our journey to revolutionize the Sales landscape with our innovative Sales Execution solutions. If you are a passionate and driven sales leader with a knack for enterprise sales, we want to hear from you! 

 

Compensation for this role is a mix of a base salary and a variable component. The total compensation will range between $200,000 - $255,000 USD. You may also be offered incentive compensation, restricted stock units, and benefits. Actual compensation is based on factors such as the size of the book of business being managed, candidate's skills, and qualifications.  We have a location-based compensation structure; there may be a different range for candidates in other locations. 


#LI-KH2 #LI-remote



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Average salary estimate

$227500 / YEARLY (est.)
min
max
$200000K
$255000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Sales Manager, Mid-Market, Outreach

Join Outreach as a Sales Manager, Mid-Market, where you'll play a crucial role on our dynamic Client Account Executive team. This is an exciting opportunity to lead customer expansion initiatives for businesses with 1,000 to 5,000 employees. As a Sales Manager, you'll empower your team to take ownership of their pipeline, develop strategic territory plans, and exceed their quotas. We're not just about transactions; we focus on value-based selling and understanding our customers' goals to help them create and close pipelines through the Outreach Sales Execution Platform. You’ll mentor a talented group of 5-7 Account Executives, supporting them as they navigate high-impact sales cycles and swing for the fences on deals worth over $500,000. You'll enjoy a vibrant culture that thrives on teamwork, accountability, and continuous learning through industry events and innovative sales methodologies. If you're passionate about sales leadership and dedicated to driving success, this is the role for you. With competitive compensation ranging from $200,000 to $255,000 USD, you're not just taking a job; you're embarking on a rewarding journey in the sales landscape with Outreach. Join us to redefine how sales teams operate and amplify success for our customers!

Frequently Asked Questions (FAQs) for Sales Manager, Mid-Market Role at Outreach
What responsibilities will a Sales Manager, Mid-Market at Outreach have?

As a Sales Manager, Mid-Market at Outreach, you will be responsible for spearheading customer expansion, guiding your team to develop strategic account plans, and coaching them through effective sales processes. You will foster a high-performance culture, oversee daily operations of a dedicated team of Account Executives, and ensure they meet and exceed quotas.

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What qualifications are needed for the Sales Manager, Mid-Market position at Outreach?

Candidates for the Sales Manager, Mid-Market position at Outreach should have at least 2 years of experience leading high-performing sales teams. Demonstrated success in managing sales processes with companies having 1,000-5,000 employees and the ability to develop compelling business cases and ROI documentation are essential.

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How does Outreach define the role of a Sales Manager, Mid-Market?

At Outreach, the Sales Manager, Mid-Market plays a pivotal role in leading a team that focuses on customer growth and retention. You will be responsible for coaching Account Executives in effective prospecting and deal discovery while ensuring they leverage tools like Outreach, Salesforce, and LinkedIn to enhance their sales strategies.

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What is the compensation structure for the Sales Manager, Mid-Market role at Outreach?

The compensation for the Sales Manager, Mid-Market role at Outreach includes a base salary and variable components, totaling between $200,000 to $255,000 USD. The actual compensation is determined based on various factors including book of business size, candidate skills, and qualifications, along with potential incentive compensation and benefits.

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What kind of culture does Outreach promote for its Sales Manager, Mid-Market?

Outreach promotes a high-performance culture where accountability, self-development, and teamwork thrive. As a Sales Manager, Mid-Market, you will be part of a collaborative environment that celebrates wins, shares success stories, and encourages continuous learning and growth within the team.

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Common Interview Questions for Sales Manager, Mid-Market
How do you empower a sales team to take ownership of their pipeline?

Empowering a sales team involves providing them with the tools and training they need to manage their pipelines effectively. This includes regular training sessions, mentorship, and involving them in strategic planning discussions to enhance their sense of ownership.

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Can you describe your experience with value-based selling?

In my previous roles, I've employed value-based selling strategies by focusing on understanding customer pain points and aligning our solutions to meet their specific needs, ultimately leading to stronger relationships and increased sales.

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How would you coach an Account Executive on delivering a compelling product demo?

I would emphasize the importance of understanding the customer’s unique challenges and tailoring the demo to showcase how our product addresses those challenges effectively. Practice sessions and feedback loops can also enhance their confidence and presentation skills.

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What strategies do you use to forecast sales accurately?

I utilize data-driven approaches, analyzing trends, historical performance, and leverage tools like Outreach's forecasting methodologies to ensure we remain aligned with our sales goals and make informed decisions.

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What metrics do you prioritize when assessing the performance of your sales team?

Key metrics include sales growth, pipeline management efficiency, quota attainment rates, and customer retention rates. I also consider qualitative factors such as engagement and feedback from the team members.

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Describe how you handle objections during a sales process.

I view objections as opportunities for conversation. By actively listening to concerns and addressing them with relevant solutions and case studies, I can turn objections into a pathway for deeper engagement with the prospect.

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What experience do you have with mentoring recent hires in sales?

I have had the opportunity to mentor several new hires by establishing a comprehensive onboarding program that includes shadowing, hands-on training, and regular check-ins to ensure they feel supported and informed.

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How do you ensure your team keeps up with changing sales methodologies?

I encourage my team to engage in continuous learning by attending relevant training sessions, webinars, and industry events. It’s vital for them to stay informed about the latest trends and practices to maintain a competitive edge.

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What techniques do you recommend for effective prospecting?

Effective prospecting techniques include leveraging social media platforms for networking, utilizing data analytics to identify potential leads, and creating tailored outreach messages that resonate with the prospect's challenges.

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How do you motivate your team to achieve sales targets?

Motivation comes from setting clear goals, recognizing achievements, and providing continual support. I like to foster a sense of competition paired with collaboration, where team members feel empowered to help each other reach their individual targets.

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At Outreach, we're on a mission to change the way companies engage with their customers throughout their lifecycle. We understand how technology can change the game for revenue teams, driving innovation and efficient growth with every interactio...

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Full-time, remote
DATE POSTED
April 2, 2025

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