Talent.com
Caseware
Remote Head of Professional ServicesCaseware • Brandon, Manitoba
Remote Head of Professional Services

Remote Head of Professional Services

Caseware • Brandon, Manitoba
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 • Brandon, Manitoba

Similar jobs

Cook I – Healthcare Nutrition Services Specialist

Prairie Mountain HealthMunicipality of Clanwilliam – Erickson, Municipality of Clanwilliam – Erickson, CA
Full-time

A healthcare organization in the Municipality of Clanwilliam – Erickson is seeking a Cook I to manage food service operations under the Nutrition Services Supervisor.The role involves food preparat... Show more

 • Promoted

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

ApexFocusGroupHarrison Park, Manitoba, 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

Remote Online Tasks – Earn Up to $1,500/month Playing Games

Free Cash by AlmediaHarrison Park, Other, Canada
Remote
Full-time

Receive a $5 welcome bonus when you complete your first offer!Make money in your spare time by completing online tasks:.Take paid surveys (5-15 minutes each).Test new mobile games and apps.Share yo... Show more

 • Promoted

Entry-Level Nurse II: Comprehensive Care with Ethical Standards

Prairie Mountain HealthMinnedosa, Manitoba, Canada
Full-time

Take the next step in your nursing career as a Nurse II dedicated to comprehensive patient care.Bring your medical expertise and certifications to support individuals in need.As a qualified Nurse I... Show more

 • Promoted

Call Center Representative Agent Work From Home - Part Time Focus Group Panelists

ApexFocusGroupRiverdale, Manitoba, 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 Call Center Representative Agent experience needed.Call ... Show more

 • Promoted

Earn Money Playing Games - Remote

AlmediaMinnedosa, 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

Designated Professional, Assurance Professional Standards - Technical Services

MNPBrandon, MB, CA
Full-time

This bilingual opportunity is also available on MNP’s Postes avec expérience job board in French.Please submit one application only to be considered for this opportunity.Inspirational, innovative a... Show more

 • Promoted

Family Physician - FFS

Manitoba HealthMinnedosa, MB, CA
Full-time

On site – Minnedosa Health Centre (334 1 st Street SW, Minnedosa, MB R0J 1E0), Minnedosa Personal Care Home Services (138 3 rd Ave SW, Minnedosa, MB R0J 1E0).There is no option to work remotely.Ful... Show more

 • Promoted

Produce Clerk | Customer-Driven with Flexible Shifts

Valleyview Co-opMunicipality of Clanwilliam – Erickson, Municipality of Clanwilliam – Erickson, CA
Full-time

You have excellent customer service, organizational and interpersonal skills.You have high housekeeping standards.You’re aligned with our Values.Must be available to work a variety of shifts includ... Show more

 • Promoted

Earn Extra Income - Remote

AlmediaMinnedosa, 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

Earn Money Testing Apps - Remote

AlmediaMinnedosa, 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

Sales Representative

eBrandonBrandon, MB, CA
Full-time

We are seeking a dynamic and motivated Sales Representative to join our team and assist customers in selecting the perfect spa or sauna for their needs.You will be responsible for educating custome... Show more

 • Promoted

Family Physician - FFS

Shared Health-Soins CommunsMinnedosa, MB, CA
Full-time

On site – Minnedosa Health Centre (334 1st Street SW, Minnedosa, MB R0J 1E0), Minnedosa Personal Care Home Services (138 3rd Ave SW, Minnedosa, MB R0J 1E0).Full Time; days, early mornings, mornings... Show more

 • Promoted

Nutrition Services Cooking Specialist

Prairie Mountain HealthMunicipality of Clanwilliam – Erickson, Municipality of Clanwilliam – Erickson, CA
Full-time

Become a valued member of our Nutrition Services team as a Cook I, responsible for food preparation and distribution that meets high health standards.Ensure safety, sanitation, and proper portion c... Show more

 • Promoted

Global Therapist: Integrated Critical Incident Response (ICIR)

Spring HealthBrandon, MB, CA
Full-time

Global Therapist: Integrated Critical Incident Response (ICIR).Location: Brandon, Manitoba, Canada.Our mission: to eliminate every barrier to mental health.At Spring Health, we’re on a mission to r... Show more

 • Promoted

From Hobby to Income: Turn Gaming into a Paying Side Hustle

Free Cash by AlmediaHarrison Park, Other, Canada
Full-time

Receive a $5 welcome bonus when you complete your first offer!Make money in your spare time by completing online tasks:.Take paid surveys (5-15 minutes each).Test new mobile games and apps.Share yo... Show more

 • Promoted

Earn Money By Taking Surveys - Remote

AlmediaMinnedosa, 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

Luxury Spa Sales Representative

eBrandonBrandon, MB, CA
Full-time

Elevate your sales career as a Luxury Spa Sales Representative.Guide customers through their selections with expertise in spas and saunas while ensuring exceptional service.We're on the lookout for... Show more