Senior Customer Success Manager

BigTime Software • Chicago, IL

7d • $100,000 - $110,000 • Hybrid

About The Position

We’re looking for a strategic and relationship-driven Customer Success Manager to join our growing team. In this role, you’ll partner with our largest customers to drive adoption, maximize value, and ensure long-term success across our BigTime platforms. In this role, you’ll serve as a trusted advisor to strategic clients—guiding them through successful onboarding, driving adoption, and helping them realize the full value of the BigTime platform.You’ll act as a trusted advisor, aligning product capabilities with client goals, monitoring success metrics, and developing success plans that support retention and growth. You are an AI champion, using the latest technology to modernize the customer success relationship to find scale & efficiency whenever possible. The ideal candidate brings experience managing enterprise SaaS customers in a fast-paced, dynamic environment. You’re proactive, solutions-oriented, and passionate about delivering real business outcomes. If you thrive on building strong partnerships and driving customer success at scale, we’d love to hear from you. Who is BigTime? BigTime Software is the Ai-powered professional services platform enabling intelligent decisions and delivering profitable growth. We've proudly been featured on Inc's 500 Fastest Growing Companies in America for 4 years in a row. BigTime Software is the engine behind the greatest consulting firms on the planet, delivering back-office time/budgeting and invoicing to over 2,700 firms worldwide and tracking over $4 billion in billable time each year. Our flagship product is a SaaS-based system that is custom-built for the professional services industry. BigTime is a PE-backed company, headquartered out of Chicago, with offices in Chicago, Phoenix and Poland. We've proudly been named on Crain’s “Best Places to Work” three years in a row -- if you're motivated to join a hyper growth organization, we're eager to talk to you.

Requirements

• 5+ years of experience in customer success, account management at a SaaS organization.
• Experience as a quota-carrying Account Executive is welcome!
• Proven track record of managing and growing enterprise-level relationships, owning C-suite level relationships (breadth & depth with your accounts).
• Excellent negotiation skills; able to drive value and structure relationships to prove ROI and identify opportunities to expand.
• Strong analytical and problem-solving abilities.
• Ability to understand and articulate complex technical concepts.
• Self-starter mentality; self-motivated with a bias for action.

Nice To Haves

• Experience in professional services industry is preferred.

Responsibilities

• Serve as a strategic partner, building and maintaining strong relationships to ensure successful adoption, satisfaction, and retention.
• Act as a proactive consultant, engaging with customers to understand their goals, align solutions to their needs, and deliver measurable business value.
• Lead regular business reviews, preparing decks, analyzing platform usage and support trends, and presenting success metrics, product updates, and upsell opportunities.
• Monitor customer health and performance indicators, identifying trends, risks, and opportunities to influence renewal and expansion.
• Drive product adoption and engagement, through ongoing training, usage analysis, and tailored success planning.
• Identify and execute upsell and cross-sell strategies, recommending add-ons that deliver value and support customer growth.
• Leverage AI-powered tools to analyze account health, surface engagement insights, and proactively identify risk signals across the customer lifecycle.
• Utilize AI insights to assess book health, prioritize customer outreach, and inform strategic planning for renewals and growth opportunities.
• Collaborate cross-functionally with Sales, Product, Marketing, and Support to communicate customer needs, advocate for enhancements, and coordinate internal efforts.
• Serve as the voice of the customer, surfacing feedback to inform product development, service improvements, and process enhancements.
• Manage escalations with urgency and care, ensuring issues are resolved effectively while maintaining a positive client experience.
• Be present in our downtown Chicago office 2–3 times per week to collaborate with internal teams and engage in key customer initiatives.

Benefits

• Competitive salary and bonus.
• Company pays 100% of benefits, including medical, dental, vision, disability and life insurance.
• 401k with generous company match.
• Hybrid work schedule - In office 3 times a week.
• Generous time off and paid company holidays.
• Paid Parental Leave
• Fresh fruit, snacks, cold brew coffee/tea, soda and sparkling water.
• Latest AI-powered tech stack & tooling.
• Onsite gym.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 101-250 employees