Talent.com
Caseware
Remote Head of Professional ServicesCaseware • Caledon, Ontario
Remote Head of Professional Services

Remote Head of Professional Services

Caseware • Caledon, Ontario
30+ days ago
Job type
  • Full-time
  • Permanent
  • Remote
Job description
Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!
We’re looking for a visionary Head of Professional Services to lead the global delivery of client onboarding, implementation, training, and migration services. If you’re passionate about delivering exceptional client outcomes, scaling professional services at a global SaaS company, and making a strategic impact—this role is for you.
❗This is a full-time, permanent position. 📍 Location: This position is available to all applicants residing and eligible to work in Canada, USA, UK, Europe or Australia.

What you will be doing:

    • Lead Our Global Services Strategy:
    • Own and evolve Caseware’s Professional Services strategy across onboarding, implementation, training, and migrations.
    • Build scalable, high-impact service models that support firms of all sizes—across North America, EMEA, and APAC.
    • Set standards, frameworks, and KPIs to deliver consistency, quality, and efficiency worldwide.

    • Oversee Cloud Migrations:
    • Guide firms through seamless transitions from on-premise to Caseware’s cloud platform.
    • Drive execution of complex migration projects using tools like Caseware CloudBridge and bulk import templates.
    • Ensure data integrity, accurate setup, and minimal disruption for clients.

    • Deliver Exceptional Client Experiences:
    • Act as an executive sponsor for strategic clients, providing white-glove guidance throughout their implementation journey.
    • Tailor services to client workflows across audit, review, and AUP engagements.
    • Collaborate cross-functionally to solve challenges and exceed client expectations.

    • Drive Operational Excellence:
    • Lead global service delivery teams, and manage overall resourcing, forecasting, and service efficiency.
    • Identify opportunities for automation, tooling, and process improvements.
    • Continuously improve time-to-value and project performance metrics.

    • Own Services Revenue and Team Growth:
    • Lead global service delivery teams,and manage overall resourcing, forecasting, and service efficiency.
    • Identify opportunities for automation, tooling, and process improvements.
    • Continuously improve time-to-value and project performance metrics

What you will bring:

    • 10+ years of leadership experience in Professional Services, Customer Success, or SaaS delivery roles.
    • Proven ability to scale global services teams and deliver complex client implementations or data migrations.
    • Deep knowledge of accounting/audit workflows and engagement file structures.
    • Experience with Caseware tools is a strong asset.
    • Strong communication and stakeholder management skills—including executive presence.
    • Experience with mid- to large-sized accounting firms and familiarity with hybrid cloud environments.
What's in it for you:
▪️Innovation is at our core. We work with cutting-edge technology in accounting and financial reporting, constantly pushing the boundaries to create impactful software solutions. ▪️We are committed to a collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team. ▪️Work-life balance is important to us. We offer flexible work options, remote opportunities, and generous time-off policies to ensure a healthy work-life balance. ▪️We offer competitive compensation, including a competitive salary and comprehensive benefits such as health insurance and retirement plans. ▪️We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success. ▪️Recognition and rewards matter to us. We celebrate hard work through recognition programs, performance bonuses, and opportunities for career growth. ▪️We embrace global opportunities. Work on international projects and collaborate with a diverse, global team.
About Caseware:Caseware's cutting-edge software products are meticulously designed for accounting firms, corporations, and governments. Our teams are continually collaborating, innovating, and building upon our existing suite of products. With a customer-focused mindset, we are building technology that is shaping what the future of audits, financial reporting, and financial data analytics will look like.
With a recent strategic investment from Hg Capital in 2020, Caseware is now in its next major growth phase as we double down on the people and products that have made Caseware so successful to date.
One of Caseware's core values is Many Voices, One Team and with that in mind, we're dedicated to building teams as diverse as our customers in an equitable and inclusive way. We welcome and encourage candidates of all backgrounds to apply. Should you require accommodations or have any questions at any point during the application or interview process, please e-mail our People Operations team at talent@caseware.com.
Background Check:Any candidates successful in obtaining an offer for a position will need to successfully complete a background check through Certn.co which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residing in the Netherlands and Germany are excluded from undergoing background checks via Certn.co
Security and Fraud:Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.
Create a job alert for this search

Remote Head of Professional Services • Caledon, Ontario

Similar jobs

Complete Online Surveys For Cash (Up to $25/per)

Earn HausEssa, ON, CA
Full-time +1

Looking for people to participate in taking online surveys for Fortune 500 brands.All you need to do is complete online surveys by sharing your opinion.You will help influence brand decisions on se... Show more

 • Promoted

Become a Youth Soccer Coach and Make an Impact

Summer FC - Learn to Play SoccerAngus, ON, CA
Part-time

Join our dynamic summer coaching team and make a difference in the lives of children! Engage children aged 3-8 in soccer while focusing on skills, teamwork, and sportsmanship.In the Youth Soccer Co... Show more

 • Promoted

Customer Service Representative Agent Work From Home - Part Time Focus Group Panelists

ApexFocusGroupEssa, Ontario, Canada
Remote
Full-time +1

Now accepting applicants for Focus Group studies.Earn up to $850 per week part-time working from home.Must register to see if you qualify.No Customer Service Representative Agent experience needed.... Show more

 • Promoted

Stylist

First Choice HaircuttersAngus, ON, CA
Full-time

Are you looking for a place where you can change people’s lives? You’ve come to the right place.A haircut is not just a haircut with us, it’s an experience, whether you’re giving a client a haircut... Show more

Direct Support Professional

Cedar Heights Residential LivingClearview, ON, CA
Full-time +2

Cedar Heights is looking for caring, enthusiastic, energetic, and professional individuals to work with children, adolescents and adults within our homes located in Mono, Orangeville, Tottenham, St... Show more

 • Promoted

Information Technology Private Tutoring Jobs Angus

SuperprofAngus, Canada
CA$20.00 hourly
Full-time +1

Superprof is Canada's #1 tutoring platform, and we're actively recruiting passionate tutors! Whether you're a student, a professional, or simply someone who loves teaching, join the largest communi... Show more

 • Promoted

Marketing Executive

Success Human Resource Centre Pte Ltd.Lavender, ON, CA
Permanent

Permanent position with a salary up to $2800 plus VB.Working hours Monday to Sunday (any 5 days arranged with Director), 9am‑6pm.Manage and grow the company’s social media platforms, including Inst... Show more

 • Promoted

Sales Representative - 60k / Year - Remote

Spade RecruitingAdjala-Tosorontio, Ontario
Remote
Full-time
Quick Apply

We’re looking for enthusiastic, self-driven, individuals to assist existing and prospective clients within our organization.This position will work with multiple clients throughout the day pr... Show more

 • Promoted

Procurement Expert for Cronos Group

Cronos Group Inc.Stayner, ON, CA
Full-time

Join Cronos Group as a Procurement Expert focused on optimizing purchasing operations in Stayner, Ontario.Your role will enhance efficiency in procurement processes and supplier relationships.As a ... Show more

 • Promoted

Remote Management Consultant

Micro1Angus, Ontario, CA
CA$50.00 hourly
Remote
Full-time

Management Consultant / Business Strategy Specialist.AI data lab for training frontier models and evaluating AI agents.Experts contribute their diverse subject matter knowledge across domains such ... Show more

 • Promoted

Smart Working even without experience

Clubshop | USEssa, Ontario
Full-time

Discover The System MyLeadBiz  That’s Helping Newbies Earn Daily.Turn free traffic into  $100+ per day  with this beginner-friendly biz opp strategy.No product or tech skills n... Show more

Information Technology Private Tutoring Jobs Essa

SuperprofEssa, Canada
CA$20.00 hourly
Full-time +1

Superprof is Canada's #1 tutoring platform, and we're actively recruiting passionate tutors! Whether you're a student, a professional, or simply someone who loves teaching, join the largest communi... Show more

 • Promoted

Be your Own Boss - Shop and Deliver

Instacart Shoppersstayner, on, Canada
Part-time

Start earning money fast and be your own boss.Instacart is a leading retail enablement platform that works with grocers and retailers to transform how people shop.Instacart’s platform helps people ... Show more

 • Promoted

Earn Money By Taking Surveys - Remote

AlmediaAdjala-Tosorontio, Canada
Remote
Full-time

Get paid for testing apps, games and surveys.Almedia runs a dynamic platform where users earn money online by completing tasks, playing games, and filling out surveys.Since our launch 5 years ago, ... Show more

 • Promoted

Social Media Manager at Success HRC

Success Human Resource Centre Pte Ltd.Lavender, ON, CA
Permanent

Take charge of digital campaigns as a Social Media Manager with Success Human Resource Centre in Lavender.This role empowers you to manage and enhance various social media platforms.In this permane... Show more

 • Promoted

Construction Services Superintendent – Transmission Projects - C$134,215 - C$173,690 A Year

Hydro OneEssa, Canada
Full-time

A major electricity provider in Ontario is seeking a Superintendent, Construction Services.This role involves leading multidisciplinary teams to deliver complex infrastructure projects.The ideal ca... Show more