Mid-Market Customer Success Manager Jobs
Mid-Market Customer Success Manager jobs covering renewal management, expansion revenue, and strategic account health are open across SaaS, fintech, healthcare technology, and professional services, from associate to senior and director-level roles. Scan the live roles below and apply to whichever ones fit.
Find JobsOverview
Showing 5 of 16+ Mid-Market Customer Success Manager jobs
ABOUT SITELINE
Siteline is a fast-growing Series A startup transforming how construction companies get paid, headquartered in San Francisco.
Specialty trade contractors build the infrastructure America runs on, from data centers and schools to highways and hospitals. Yet most are still managing millions of dollars in billing and payments through spreadsheets and manual processes.
We’re changing that.
WHAT PROBLEMS ARE WE SOLVING
Construction is the slowest paid industry, with contractors waiting around 96 days to get paid. For those 96 days, subcontractors are funding payroll, materials, equipment, and the cost of actually doing the work - all before seeing a single payment. It’s little wonder they describe themselves as “America’s largest bank”.
Our mission is simple: get subcontractors paid faster. And we’re damn good at it. Siteline customers average just 55 days to payment, and that number keeps falling.
We’re building in a massive, underserved market with no true direct competitor. And while AI is reshaping industries everywhere, the physical infrastructure our customers build isn’t going anywhere. Data centers, hospitals, schools, roads, and power infrastructure still have to be built -and the contractors building them need a radically better way to manage their receivables.
WHY ARE WE BUILDING THIS?
Construction software has historically been built for General Contractors. We’re building for the subcontractors actually doing the work.
These businesses are managing millions of dollars on spreadsheets, printouts, ERP reports, and a whole lot of manual work to get paid.
Every project has different billing requirements, different deadlines, and different paperwork. Miss something, and payment can get pushed out another 30 days.
Subcontractors deserve software built specifically for them. That’s why we built Siteline.
THE ROLE
Siteline is looking for a strategic Customer Success Manager to own our mid-market customer accounts. You'll serve as a strategic advisor and account manager to construction finance, operations, and project leaders, driving measurable business outcomes across the full post-sale lifecycle—from onboarding and adoption through renewal and expansion.
We're an early-stage startup where priorities evolve, processes are still being built, and there's real opportunity to make an impact. You'll need to move quickly, navigate ambiguity, and wear multiple hats, balancing strategic account management with hands-on problem-solving and execution.
You'll partner closely with our Customer Enablement, Integrations, and Technical Support teams, who provide specialized expertise in training, integrations, and troubleshooting. While these teams support execution, you'll remain accountable for coordinating resources, navigating customer challenges, and driving customer outcomes and account growth.
WHAT YOU’LL DO
- Strategic Account Management: Own a portfolio of mid-market accounts, building multi-threaded relationships with executive sponsors and key stakeholders across finance, operations, and project teams. Maintain strategic account plans and a proactive customer engagement cadence.
- Product & Industry Expertise: Develop deep expertise in Siteline's platform, construction billing workflows, and industry best practices. Serve as a knowledgeable advisor who helps customers solve business challenges, optimize workflows, and get more value from the product.
- Onboarding & Value Realization: Lead customer success planning and coordinate multi-stakeholder rollouts from kickoff through first live billing. Define success milestones, coordinate with Integrations and Training, remove adoption barriers, and help customers establish repeatable workflows.
- Adoption & Growth: Drive adoption across teams, projects, and business units. Identify opportunities to expand platform utilization, including additional modules, integrations, and billing workflows.
- Executive Business Reviews: Lead strategic business reviews that connect product adoption to measurable outcomes, such as billing efficiency, time saved, and projects managed. Translate results into actionable recommendations and account growth plans.
- Renewals & Retention: Own renewal strategy, forecasting, and execution for your portfolio. Proactively identify risk, engage decision-makers, and develop retention plans to protect gross and net revenue retention.
- Expansion Strategy & Execution: Own the full expansion cycle, from value-based discovery and pipeline development through negotiation and close. Drive upsell and cross-sell revenue by identifying opportunities to extend Siteline's impact across customer teams, projects, and workflows. Partner with Sales on pricing strategy.
- Customer Readiness & Advocacy: Proactively manage account health/readiness, address risks, and coordinate cross-functional teams to improve customer outcomes. Build customer advocates by consistently delivering measurable value, partnering with Marketing to develop referrals, customer references, and case studies.
- Voice of Customer & Product Feedback: Identify and document product friction points, unmet customer needs, and opportunities for improvement. Translate customer feedback into actionable product requests, partnering with Product to influence prioritization based on customer and business impact.
- Customer Escalation Management: Partner with Support and Engineering to escalate and resolve complex customer issues. Coordinate cross-functional efforts to drive timely resolution, maintain clear customer communication, and minimize business disruption.
WHAT WE’RE LOOKING FOR
- 5+ years of experience in Customer Success, Strategic Account Management, or a similar customer-facing role in B2B SaaS, including experience owning large mid-market accounts.
- Demonstrated success driving customer retention, renewals, and expansion against defined revenue goals.
- Strong consultative and commercial skills, with experience navigating executive stakeholders, renewal negotiations, and value-based expansion conversations.
- Ability to translate customer business objectives into strategic account plans, measurable success criteria, and actionable recommendations.
- Strong analytical and business judgment, with experience using customer health, product usage, and revenue data to prioritize a high-value portfolio.
- Thrives in a fast-paced startup environment, with the ability to navigate ambiguity, adapt to changing priorities, and take ownership without waiting for a playbook.
- Resourceful and hands-on, with a bias for action and a willingness to roll up your sleeves, solve problems, and work across functions to get things done.
- Experience in construction technology, accounts receivable, or construction finance is a strong plus, particularly pay applications, retainage, lien waivers, and ERP workflows.
- Experience managing complex, multi-stakeholder implementations involving finance, operations, IT, or ERP teams is a plus.
Company values
ABOUT SITELINE
Siteline is a fast-growing Series A startup transforming how construction companies get paid, headquartered in San Francisco.
Specialty trade contractors build the infrastructure America runs on, from data centers and schools to highways and hospitals. Yet most are still managing millions of dollars in billing and payments through spreadsheets and manual processes.
We’re changing that.
WHAT PROBLEMS ARE WE SOLVING
Construction is the slowest paid industry, with contractors waiting around 96 days to get paid. For those 96 days, subcontractors are funding payroll, materials, equipment, and the cost of actually doing the work - all before seeing a single payment. It’s little wonder they describe themselves as “America’s largest bank”.
Our mission is simple: get subcontractors paid faster. And we’re damn good at it. Siteline customers average just 55 days to payment, and that number keeps falling.
We’re building in a massive, underserved market with no true direct competitor. And while AI is reshaping industries everywhere, the physical infrastructure our customers build isn’t going anywhere. Data centers, hospitals, schools, roads, and power infrastructure still have to be built -and the contractors building them need a radically better way to manage their receivables.
WHY ARE WE BUILDING THIS?
Construction software has historically been built for General Contractors. We’re building for the subcontractors actually doing the work.
These businesses are managing millions of dollars on spreadsheets, printouts, ERP reports, and a whole lot of manual work to get paid.
Every project has different billing requirements, different deadlines, and different paperwork. Miss something, and payment can get pushed out another 30 days.
Subcontractors deserve software built specifically for them. That’s why we built Siteline.
THE ROLE
Siteline is looking for a strategic Customer Success Manager to own our mid-market customer accounts. You'll serve as a strategic advisor and account manager to construction finance, operations, and project leaders, driving measurable business outcomes across the full post-sale lifecycle—from onboarding and adoption through renewal and expansion.
We're an early-stage startup where priorities evolve, processes are still being built, and there's real opportunity to make an impact. You'll need to move quickly, navigate ambiguity, and wear multiple hats, balancing strategic account management with hands-on problem-solving and execution.
You'll partner closely with our Customer Enablement, Integrations, and Technical Support teams, who provide specialized expertise in training, integrations, and troubleshooting. While these teams support execution, you'll remain accountable for coordinating resources, navigating customer challenges, and driving customer outcomes and account growth.
WHAT YOU’LL DO
- Strategic Account Management: Own a portfolio of mid-market accounts, building multi-threaded relationships with executive sponsors and key stakeholders across finance, operations, and project teams. Maintain strategic account plans and a proactive customer engagement cadence.
- Product & Industry Expertise: Develop deep expertise in Siteline's platform, construction billing workflows, and industry best practices. Serve as a knowledgeable advisor who helps customers solve business challenges, optimize workflows, and get more value from the product.
- Onboarding & Value Realization: Lead customer success planning and coordinate multi-stakeholder rollouts from kickoff through first live billing. Define success milestones, coordinate with Integrations and Training, remove adoption barriers, and help customers establish repeatable workflows.
- Adoption & Growth: Drive adoption across teams, projects, and business units. Identify opportunities to expand platform utilization, including additional modules, integrations, and billing workflows.
- Executive Business Reviews: Lead strategic business reviews that connect product adoption to measurable outcomes, such as billing efficiency, time saved, and projects managed. Translate results into actionable recommendations and account growth plans.
- Renewals & Retention: Own renewal strategy, forecasting, and execution for your portfolio. Proactively identify risk, engage decision-makers, and develop retention plans to protect gross and net revenue retention.
- Expansion Strategy & Execution: Own the full expansion cycle, from value-based discovery and pipeline development through negotiation and close. Drive upsell and cross-sell revenue by identifying opportunities to extend Siteline's impact across customer teams, projects, and workflows. Partner with Sales on pricing strategy.
- Customer Readiness & Advocacy: Proactively manage account health/readiness, address risks, and coordinate cross-functional teams to improve customer outcomes. Build customer advocates by consistently delivering measurable value, partnering with Marketing to develop referrals, customer references, and case studies.
- Voice of Customer & Product Feedback: Identify and document product friction points, unmet customer needs, and opportunities for improvement. Translate customer feedback into actionable product requests, partnering with Product to influence prioritization based on customer and business impact.
- Customer Escalation Management: Partner with Support and Engineering to escalate and resolve complex customer issues. Coordinate cross-functional efforts to drive timely resolution, maintain clear customer communication, and minimize business disruption.
WHAT WE’RE LOOKING FOR
- 5+ years of experience in Customer Success, Strategic Account Management, or a similar customer-facing role in B2B SaaS, including experience owning large mid-market accounts.
- Demonstrated success driving customer retention, renewals, and expansion against defined revenue goals.
- Strong consultative and commercial skills, with experience navigating executive stakeholders, renewal negotiations, and value-based expansion conversations.
- Ability to translate customer business objectives into strategic account plans, measurable success criteria, and actionable recommendations.
- Strong analytical and business judgment, with experience using customer health, product usage, and revenue data to prioritize a high-value portfolio.
- Thrives in a fast-paced startup environment, with the ability to navigate ambiguity, adapt to changing priorities, and take ownership without waiting for a playbook.
- Resourceful and hands-on, with a bias for action and a willingness to roll up your sleeves, solve problems, and work across functions to get things done.
- Experience in construction technology, accounts receivable, or construction finance is a strong plus, particularly pay applications, retainage, lien waivers, and ERP workflows.
- Experience managing complex, multi-stakeholder implementations involving finance, operations, IT, or ERP teams is a plus.
Company values
Mid-Market Customer Success Manager Jobs by Experience Level
See All 16 Mid-Market Customer Success Manager Jobs
Find roles that match your experience and apply in just a few clicks.
Find JobsMid-Market Customer Success Manager Job Market
Who's Hiring
Top Industries Hiring
- Technology & Software
What Employers Look For
The qualifications that appear most often in Mid-Market customer success manager jobs.
- 3 or more years managing a portfolio of mid-market or commercial accounts
- Experience driving renewal, upsell, and expansion within a SaaS or subscription business
- Proficiency with CRM platforms and customer success tools such as Gainsight or Totango
- Demonstrated ability to manage 30 to 100 accounts while maintaining high retention rates
- Strong executive communication and quarterly business review presentation skills
- Bachelor's degree in business, communications, or a related field
Tips for Your Mid-Market Customer Success Manager Job Search
Quantify retention and expansion outcomes
Hiring managers for mid-market roles care most about net revenue retention and gross revenue retention numbers. Pull your actual renewal rates, upsell figures, and churn reduction results from past roles and put them in your resume before you apply.
Tailor your resume to ARR band
Mid-market typically means accounts from $20K to $500K in annual recurring revenue, but each company draws the line differently. Read each job description for how the company defines mid-market and adjust your resume to show experience with accounts in that range.
Apply early to roles that fit
Migrate Mate lists mid-market customer success manager openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Demonstrate your tech stack fluency
Most mid-market customer success teams run on a CRM plus a dedicated customer success platform. Name the specific tools you've used in your resume and cover letter, and be ready to explain how you used health scores or playbooks to drive outcomes in your interview.
Prepare a QBR walkthrough for interviews
Many mid-market customer success manager interviews include a mock quarterly business review or executive presentation exercise. Practice walking through a QBR deck that ties product adoption data to a customer's business goals, because interviewers judge your executive presence and storytelling under those conditions.
Negotiate on-target earnings structure carefully
Mid-market customer success manager compensation often splits base and variable pay tied to renewal or net revenue retention targets. Before you accept an offer, ask how the variable component is calculated, whether it is capped, and what the historical attainment rate has been across the team.
Mid-Market Customer Success Manager Jobs: Frequently Asked Questions
Which companies are hiring the most mid-market customer success managers?
The most active employers for mid-market customer success managers right now are OVERJET, HARVEY, and Handshake, and the most openings are in New York, Utah, and California, based on current listings on Migrate Mate as of November 2026. SaaS companies and cloud platforms consistently drive the highest volume of mid-market customer success hiring.
How many mid-market customer success manager jobs are remote?
About 91% of mid-market customer success manager openings are fully remote or hybrid as of November 2026, reflecting strong employer flexibility in this role. Positions focused on digital-first or product-led growth companies tend to be the most remote-friendly, while roles that require on-site executive relationship management or in-person QBRs are more likely to require a local presence.
How do you become a mid-market customer success manager?
Start by building experience in a customer-facing role such as account management, support, or implementation, where you develop skills in retention, renewal conversations, and relationship management. Move into a customer success associate or SMB customer success manager role to learn health scoring, playbooks, and business review cadences. Build fluency with a customer success platform and a CRM, then target mid-market roles once you have a portfolio of accounts and measurable retention outcomes to reference.
Can I get hired as a mid-market customer success manager with little experience?
Yes, some companies hire candidates into mid-market customer success from adjacent roles like technical support, inside sales, or account coordination, particularly at high-growth SaaS companies that run structured training programs. Focus your application on transferable skills such as proactive communication, renewal or upsell conversations, and data-driven account reviews. Targeting companies that promote from within their SMB customer success team into mid-market roles is a practical path when direct experience is limited.
What does the mid-market customer success manager interview process look like?
The process typically starts with a recruiter screen followed by a hiring manager conversation focused on your retention outcomes and account management approach. Expect a skills exercise such as a mock quarterly business review, an at-risk account scenario, or a written account plan. Final rounds usually include panel interviews with cross-functional partners in sales, product, or support, and a conversation with a senior leader evaluating your executive presence and strategic thinking.
Where can I find and apply to mid-market customer success manager jobs?
You can find and apply to mid-market customer success manager jobs on Migrate Mate, which lists current openings from across the United States. Search for roles that match your industry background, account portfolio size, or preferred location, then apply directly to each listing that fits your experience and goals.
See All 16 Mid-Market Customer Success Manager Jobs
Find roles that match your experience and apply in just a few clicks.
Find Jobs