Kassia Clifford

Cybersecurity Interpreter | Chief Change Maker 🛡️💥 Securing startups and coaching rockstars

Ottawa, CA

How does this work?

I began my career in VAW work and delivered crisis intervention services to military families during active deployments in Afghanistan.🆘 I’ve led sales and service teams with an international health and wellness firm 🥗 and took on my first digital transformation project, configuring/operationalizing an E-Comm/ Registration site with a national non profit. 🏕️ I developed digital, progressive training modules with an education institution’s Recreation Services, that had experienced 20x growth in 5 years, serving 8K clients w/ contingent staff. 📚 I have strategically marketed a cybersecurity awareness training/ phishing simulation PaaS (mapped to NIST) for enterprise, government and highly regulated sectors. 🚄 I learned a ton scoping, selling, serving and marketing high assurance manual pentesting and technical security training to growing SaaS companies and some of North America’s top security firms. 🛡 Interested in engaging more leaders in security, I've helped companies of all sizes gain visibility into their overall security posture and automate their compliance efforts (SOC2, ISO27001, HIPPA etc). ⏩ Today, I’m developing and implementing a security and compliance program for a growing startup that eats culture for breakie. 🍳

Ask me about
security compliance
ethical hacking
security awareness training
security compliance automation
Work experience

Apr 2021 - Present


Security Compliance Manager

Knak is the world's first email and landing page creation platform built for enterprise marketing teams. Our no-code, drag and drop builder is designed to empower marketing teams to create, collaborate, and approve beautiful, on-brand emails and landing pages, and get them to market quickly. Bringing together my passion for marketing and cybersecurity, I'll be supporting Knak as we build a Security and Compliance program, positioning us to achieve our SOC2 Type 2 and work towards additional frameworks. I am improving security awareness across business units, conducting risk assessments (and mitigation plans) as well as working closely with our leadership and technical team to secure all the things.

Jun 2019 - Present

Kassia Clifford Consulting

Chief Change Maker

Career coaching for the motivated change maker. Coaching with Kassia involves getting real, fast - so you can get real results, fast. Whether you're looking to increase your salary at your current role, transition to a fulfilling next step, or incorporate more mindfulness into your everyday, this is the place for you. Kassia offers intensive sessions for that immediate need happening NOW, short term biweekly coaching for business/career support and customized wellness coaching for high performers who want a little Om in their work from home. Kassia also supports growing startups build their security and compliance program from the ground up, so they can focus on their product(s), clients and team.


Jan 2021 - Mar 2021


Account Executive

Drata is the fastest & simplest way to achieve continuous SOC 2 compliance. Build trust & securely grow your business. After seeing first hand how time consuming and daunting it can be for scaling startups to achieve this level of security compliance and keep hitting their release goals, I was curious to see how automation could help! Continuous monitoring and collection of evidence, mapped to controls, enables firms to achieve SOC 2, in the most automated way possible - and gain a bird's eye view of their overall security posture. Building internal security confidence and external trust with clients, partners and investors.


Feb 2020 - Jan 2021

Software Secured

Director of Sales and Marketing

Software Secured is an application security firm located in Ottawa, Ontario. This team of experts offers penetration testing as a service and security training to scaling SAAS companies looking to improve their confidence in their software. With a knack for supporting startups through their first manual pentest and get ROI across departments from their security investment - this team will beat up your apps. Contributing to the overall growth of the company, I worked closely with our security engineers to solve some of the biggest problems our clients are facing, so they don't have to.


Nov 2019 - Feb 2020

Beauceron Security

Director of Sales Enablement

In this role, I collaborated with sales, customer success and product teams to enable sales efforts as the company continued to scale and crush its amazing growth to date (2x in 1 yr). I conducted win/loss analyses, competitive intelligence gathering and created partner profiles, providing a launch point for sales metrics strategy, converting MQLs to SQLs and bringing the good word of cybersecurity to more organizations!


Feb 2019 - Nov 2019

Beauceron Security

Director of Marketing

Beauceron Security delivers fast, secure and easy to deploy cybersecurity training and risk management across Canada and in 39 countries around the world. Providing real time metrics and content, surveys, phishing and workflow customization features, Beauceron is leaving big paw prints on the cybersecurity landscape. I joined as the first marketing resource and have loved seeing the pack scale - 1M in sales, tripling revenue from the previous fiscal. As Director of Marketing, I brought together the lessons learned, sales trends and vision of the leadership team, building a foundation for brand, digital marketing, content marketing and experiential marketing, including all aspects of events/trade shows. I worked with vendors and internal team members to make cybersecurity relevant, digestible and fun, creating space for more IT teams and executives to understand their top security risks and how to reduce them. Working with a website designer and strategist, I led the re-launch of our company website, generating 2.5M+ of inbound pipeline in our first 2 months.

Aug 2018 - Jan 2019

uOttawa Michaëlle Jean Centre for Global and Community Engagement

Manager, Community Engagement

The Michaëlle Jean Centre promotes lifelong community engagement and social responsibility among uOttawa students. Integrating academics with meaningful volunteer service through community and faculty partnerships, the Centre supports students in contributing to stronger communities, positive social change and a more active university locally, nationally and internationally. In this role, I managed a dedicated team of Placement Officers (4 FT) and Work Study Students (4 PT) as they served students, non profits/government offices and professors. By providing strategic and operational leadership in the planning and implementation of community engagement programs and activities, I coached our team as we facilitated 5000+ experiential learning opportunities over the academic year while navigating departmental restructuring.


Feb 2017 - Feb 2018

Venture for Canada

Program Coordinator

Venture for Canada is a social enterprise startup that recruits, trains and supports top recent graduates to work at Canadian startups in need of talent, with the mission of fostering entrepreneurship. Fellows spend two years working at one of our partner startups, where they gain the skills, network and experience necessary to launch their own firms. Building the program in New Brunswick from the ground up, I recruited, trained and supported entrepreneurial recent graduates as they entered the workforce with local startups. I built relationships with National and Atlantic Canadian funders, post secondary institutions and businesses, supporting young companies in accessing talent and securing funding to manage and sustain growth. Nationally, I led all efforts to re-engineer our recruitment software platform, improving the user experience, quantifying selection criteria, increasing access to data and creating sustainable systems to support program scaling, 130%.


Jul 2015 - Feb 2017

University of New Brunswick

Membership Services Coordinator, Recreation Services

URec is dedicated to increasing the quality of life of all patrons, advocating a healthy and active lifestyle and delivering high calibre programs and services rooted in recreation and guided by wellness. I coordinated daily operations of the Membership Services department. Recruiting, coaching and developing a team of 15 part time staff, responsible for customer service and sales to our membership base of 8000+. Working with internal/external stakeholders, I led the development of in-depth training modules, covering all sales processes and procedures for 8 program areas. Not only did this project support the transient nature of the front line staff, it also helped target our marketing and member engagement strategies, contributing to a 25%+ growth in overall revenue, (year 1).

Nov 2013 - Oct 2014

Scouts Canada

Program Manager, Council Operated Programs

Engaging youth with the outdoors and separating them from screens; I developed business for Scouts Canada through non-traditional programming, serving a customer base of 1500+. In this role, I recruited, coached and supervised 2 Camp Directors, 12 Senior Staff and was responsible for 80+ seasonal employees. In collaboration with our accounting, operations and front line team, I configured, implemented and managed an Online Registration/Payment System (91% uptake).


Jun 2013 - Nov 2013

GoodLife Fitness

General Manager

Goodlife Fitness Centres Inc. is the largest health club company in Canada with over 300 locations across the country. I managed the overall profitability and operations of the 600+ member Club, including the 20 staff/volunteers. Responsible for recruitment and development of Customer Service, Sales and Child Care teams, we brought an underperforming club to target within 3 mo. This 180 was a result of regular sales training, personnel changes and organizing the Club to create a winning culture.


Mar 2013 - Jun 2013

GoodLife Fitness

Assistant General Manager

In my first role with GoodLife Fitness, I managed a team of 12 Customer Service and Childcare staff. During my time in this role, we increased member retention by 20%, hit sales goals and positively impacted our workplace culture. After three months I was promoted to the General Manager position with a local club, South Orleans.

Sep 2011 - Jan 2013

M&R Feeds and Farm Supply

Chicken Wrangler

In this family run agribusiness, I was introduced to sales (B2C, B2B), shipping, receiving, inventory management and bookkeeping. Recruitment, selection and on-boarding new employees was another area I tackled, in addition to daily sales and service. I served as project manager on a 250k commercial fencing project and coordinated all aspects of a special event (~ 100 attendees). Oh and I also learned how to pick up 4, 20 week old laying hens at the same time w/ my bare hands.

Aug 2010 - Sep 2011

Petawawa Military Family Resource Centre

Prevention, Support and Community Integration Coordinator

In this role, I developed and managed a multi-disciplinary team of 10 staff as well as 4 Service Contracts, including a 250K agreement for children's mental health services. Honing my microphone skills, I delivered agency presentations (20-300 attendees), including those targeting Assisting Officers (responding to overseas incidents) and incoming Senior Base Leadership (Base Commander). I received training in Conflict Mediation through Alternative Dispute Resolution, and Train the Trainer courses in Road to Mental Readiness. My taste for change management was developed with PMFRC, after successfully reorganizing departmental programming (200%+ attendance in 6 mo), based on Community Needs Assessment recommendations and employee feedback.

Aug 2009 - Aug 2010

Petawawa Military Family Resource Centre

Crisis Intervention Worker

Military Family Resource Centres (MFRCs) are national non-profit organizations, working in partnership with the Department of National Defense, serving military communities across Canada. In this role, I provided immediate, bilingual crisis intervention, assessment and referral to military families during Afghanistan deployments (most active Canadian land base). I created digital resources for clients without access to transportation/child-care, developed standard response templates for support inquiries and collaborated with community partners. I also managed a $15K budget, including an immediate crisis fund and carried a Critical Incident Response phone to support the home fires during overseas incidents.

Nov 2007 - Nov 2008

Bernadette McCann House

Outreach Caseworker

The Bernadette McCann House is a shelter for children and women serving Renfrew County. In this role I provided individual and group support to women and children living with violence, managing a caseload of 45-55 clients, across three locations. I developed my presentation skills, co-facilitated support groups on topics including Self Esteem, Managing Anger and Pattern Changing (6-13 weeks). I also conducted risk assessments, safety planning, and client advocacy work through family court and accessing community resources.

May 2007 - Nov 2007

Bernadette McCann House

Residential Caseworker

Working on a 24hr shift rotation, I supported residents (women and children) access the shelter, connect to community resources and find immediate short term housing. I responded to crisis calls, conducted safety planning, provided individual support, and made significant quantities of potato salad.


2003 - 2007

Trent University

Bachelor of Arts (B.A.), Honours, Sociology and French Languages

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