Senior Director of Mid Market & Public Sector Sales, Clio

CA$188.8-236k

The full commission range is $125,800 to $157,300 to $188,800 CAD. The opportunity to earn commissions beyond the stated amounts are possible as commission earnings are uncapped. We aim to hire all candidates between the minimum and the midpoint of the full salary range. We reserve the midpoint to the maximum of the salary band ($283,200) for internal employees who demonstrate sustained high performance and impact at Clio

Expert level

Toronto

Vancouver

Remote from Canada, US

Travel to be expected

Legal practice management software

Open for applications

Legal practice management software

1001+ employees

B2BSecurityComplianceLegalSaaS

Open for applications

CA$188.8-236k

Expert level

Toronto

Vancouver

Remote from Canada, US

Travel to be expected

1001+ employees

B2BSecurityComplianceLegalSaaS

Company mission

Clio's mission is to build cloud-based and client-centred technology that will transform the legal experience for all.

Job

Company

Role

Who you are

The ideal candidate will have deep expertise in Mid-Market and Upmarket SaaS sales, a proven ability to scale teams, and experience in the legal vertical (government experience is a plus)
The ideal candidate has experience operating as a second or third-line leader at scaled SaaS companies and thrives in a fast-paced, high-growth environment
They are agile, data-driven, and highly collaborative, with a track record of partnering effectively across marketing, post-sales, revenue operations, and product teams
10+ years of SaaS sales leadership experience, with 5+ years in second or third-line leadership roles
Proven success in scaling Mid-Market and Upmarket sales teams within high-growth SaaS companies
Experience in the legal vertical preferred, with government sales experience as a plus
Strong operational discipline, with a track record of holding teams accountable to accurate forecasting and pipeline rigor
Ability to build and execute creative market activation strategies, leveraging BDRs, channel partnerships, and outbound efforts
Exceptional ability to collaborate cross-functionally, driving alignment with post-sales, product, revenue operations, and marketing teams
An agile, adaptable mindset, thriving in a fast-paced environment where rapid iteration and learning are key

What the job involves

We are currently seeking a Senior Director, Mid-Market & Public Sector Sales to join Clio’s Sales Leadership Team
We are looking for a strategic and operationally rigorous sales leader to drive Clio’s rapidly growing Mid-Market segment
This leader will bring a structured approach to sales execution, ensuring strong pipeline generation, forecasting accuracy, and cross-functional alignment to accelerate growth
Additionally, this leader will play a critical role in market activation, leveraging BDRs, channel partnerships, and creative GTM strategies to drive revenue
Lead and mentor a high-performing Mid-Market sales team, ensuring managers and reps are well-equipped to exceed revenue goals
Foster a culture of accountability, performance, and continuous improvement within the team
Implement scalable processes for talent development, career progression, and succession planning
Develop and execute creative strategies to drive pipeline growth, including optimizing BDR contributions and activating channel partners
Partner with Marketing to refine messaging, target accounts, and demand generation strategies that fuel Mid-Market expansion
Identify and test new GTM motions to accelerate sales cycles and improve conversion rates
Establish and enforce a disciplined forecasting and pipeline management process, ensuring high predictability and accuracy
Use data-driven insights to drive operational improvements and optimize sales performance
Ensure consistent execution of Clio’s sales methodology, coaching managers and reps on best practices
Work closely with Post-Sales, Product, and Revenue Operations to align on GTM strategy, product roadmap priorities, and customer success initiatives
Influence pricing, packaging, and sales enablement programs to maximize effectiveness in the Mid-Market segment
Serve as the voice of Mid-Market customers, advocating for their needs across internal teams

Our take

Modern law firms increasingly manage their work digitally but the lack of a specialised remote solution means that workflows have become fragmented. This leads to legal practice managers having to juggle multiple software solutions across various devices.

Clio provides a legal practice management platform designed for law firms, allowing users to manage billing for legal aid cases, access and manage documents and store files across multiple devices. Whilst other startups are operating in this niche, Clio has uniquely focussed on synchronisation across remote devices and on a wide range of integrations, allowing the user to access information from other industry standard software such as Xero and Klyant from within a single interface.

Clio has raised a large amount of investment capital, most recently in a 2021 Series E round which saw the company attain unicorn status with a valuation exceeding $1 billion. This funding is being used to accelerate its product development, hire additional talent, and for expansion into new markets with a focus on the EMEA region, particularly the UK and Ireland.

Kirsty

Company Specialist at Welcome to the Jungle

Insights

Glassdoor (3.6)

Company

Company benefits

Company equity
$500 contribution when you become a parent and/or guardian
4-week minimum vacation
Work from home when you need to (role-specific)
Parental leave options for moms and dads
Customizable extended health benefits (including $2000 per year to spend on counseling)
Wellness programs including an onsite naturopath physiotherapist, and RMT (location-dependent), healthy snacks, and exercise classes
401k 🇺🇸
RRSP-matching 🇨🇦

Leadership

Jack Newton

(CEO)

Experience as Director of Product Development for Chenomx Inc. from 2004 to 2009. Advisor for Logikcull.com, dealcloser, and Athennian.

Rian Gauvreau

(Board Member)

Experience developing legal technology for Gowling Lafleur Henderson LLP from 2000 to 2008. Graduated the University of British Columbia with an M.B.A. in Strategic Management in 2011.

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