SilkStart Careers

Want to work with SilkStart? Let us know!

Collage of SilkStart images.

Come work with us.

SilkStart is a leading provider of non-profit and association management software. We help trade, not-for profit, and multi-chapter associations of all sizes.

As a company we offer competitive salaries, an excellent benefits package, and plenty of time off.

We’re a hardworking, collaborative and results oriented team and we’re looking for fresh new talent to help us take our business to the next level. Please don’t hesitate to reach out to if you are interested in an open position or our company in general.

Great Office

Conveniently located in downtown Victoria with bike storage, showers, a ping-pong table, and a rooftop patio.

Health and Wellness

To stay healthy and balanced we provide medical and dental coverage, a fitness and meditation reimbursement program, and an office dog.

Life Balance

We are a high-performing, hard-working team. We care about results and offer flexible schedules, remote work, full-time or part-time, three weeks of paid vacation, and additional unpaid time off as needed.

Learning & Development

Whether it's purchasing books, taking a class or tackling something new, you should always be learning.

Office Culture

We offer autonomy in a respectful and collaborative environment where you get to make a difference and have some fun. From lawn bowling to board games to bbq's, we try and mix it up once in a while.

Our Core Values

Customer Obsession

We believe that if you obsess over the customer, all else will follow. We stand out through the ongoing support we provide our customers. See what they have to say.

Continuous improvement (Kaizen)

We seek to continually learn, develop and grow as individuals and as a company.


We work and play as a team. We value diversity knowing it creates a strong team.

Be the change you seek

We challenge the status quo, value calculated risk taking and constantly look for ways to action change. We believe we can do great things.

Life balance

We recognize that employees have lives outside of work. We value life balance and will be as flexible as possible as a company.

Currently Available Positions

Sales Development Representative

The Role

Looking to jumpstart your career in B2B software sales in the high-tech industry? SilkStart Technology Inc. could help you get started; providing you with training and ongoing support from leaders and teammates necessary to be a sales champion.

What we offer:

  • Opportunity for growth and advancement: potential to be promoted within 9 to 12 months to a senior sales position
  • A competitive compensation (base plus uncapped commission) and benefits package
  • Other perks including two weeks paid vacation, 100% tuition reimbursement, fitness subsidies, and sales awards and recognition programs
  • A hands-on and comprehensive training program to ensure you can hit the ground running in your new role
  • A positive, fun, and high-energy environment with challenging work and supportive leadership
What We're Looking For
  • An effective communicator with a strong and engaging phone presence for developing new business
  • Belief in customer-centricity and passion for helping non-profits achieve their missions
  • A dynamic and self-director worker, we are a small and growing team that will require flexibility with job duties
  • A positive and resilient attitude with a constant desire to learn and achieve
  • Telephone and value-based selling-skills is an asset
What You'll be Doing
  • Perform outbound sales development activities such as cold calling, lead follow-up, opportunity qualification and appointment setting
  • Handle inbound inquiries form prospects captured through our various marketing channels
  • Meet or exceed activity metrics for outbound calls, appointments and new opportunities
  • Conduct research on associations and charitable industries to understand prospective clients’ needs and interests
  • Manage and overcome prospect objections
  • Build fun and collaborative relationships with the senior sales team to help close more deals and improve your sales skill set
Must Haves

This is an entry level position that requires only that you are eager to learn; passionate for sales; and eager to make a positive impact on the team while being surrounded by like minded individuals.

Bonus Skills
Reach Out
Does this sound like you? If yes, please send a resume and cover letter to Only shortlisted candidates will be contacted for an interview. Thanks for your interest in SilkStart!

Inside Sales

The Role

A B2B software sales career that will provide uncapped income potential and growth opportunities while helping associations and non-profits make a difference.

What we offer:

  • A competitive base plus uncapped commission, comprehensive benefits, 100% tuition reimbursement, paid vacation and sick days, fitness subsidy, and sales awards and recognition programs, including paid days off, team events, and more!
  • Opportunity for growth and job security: we have enjoyed double-digit annual growth during the last four years, and we promote from within
  • The privilege to represent feel-good, best-of-breed and world class SaaS products
  • Unlimited sales leads which are pre-booked into your calendar
  • A positive, fun, flexible and casual work environment and a highly supportive, family-like and results-driven culture
What We're Looking For

The ideal candidate:

  • Is an energetic, seasoned sales closer with proven success exceeding new business targets in a B2B consultative sales environment
  • Has exceptional organizational skills and can handle complex sales involving multiple influencers
  • Is a clear, empathic, ethical, and effective communicator who can relate easily to new people
  • Is a problem solver who genuinely wants to help can solve our customers’ challenges and gain satisfaction from their success
  • Has a passion for helping non-profits make a difference with a preference for candidates that have past volunteering experience

You will have fun working in our team if you thrive in a customer-focused, competitive and friendly environment. If you are a natural leader and are driven by rapid growth opportunities, you may also have the opportunity for sales management roles in our expanding organization that emphasizes the promotion of internal candidates.

What You'll be Doing

As an Inside Sales Representative you will sell SilkStart’s CMS+CRM SaaS based software solutions to non-profits and associations in North America. You will handle the final stage of the consultative sales process by conducting solution-based online presentations, managing decision processes with Executive Directors and Boards of Directors, and closing sales.

With our two-tiered approach to sales, you will have appointment pre-booked into your calendar so you will primarily be responsible for conducting in-depth qualification discussions and closing business, rather than cold-calling and generating new leads.

Must Haves

We are looking for a proven sales closer. This position requires you to be able to build rapport and gain a deep understanding of prospects’ needs quickly, before providing a compelling solution-based sales presentation. You will need to be empathetic, have stellar objection handling skills, be able to control the sales process from start to finish, and be a strong closer. Additionally, being organized and able to effectively manage a sales pipeline in a high volume, fast paced, and short cycle sales environment will be critical to your success.

Bonus Skills
Reach Out
Does this sound like you? If yes, please send a resume and cover letter to Only shortlisted candidates will be contacted for an interview. Thanks for your interest in SilkStart!

Junior Administrator/Receptionist

The Role

Have you always wanted to help non-profits and charities make a difference in the world? Would you like to work with a rapidly growing start-up software company that provides growth opportunities and an un-paralleled opportunity to learn about business? If so, you don’t want to miss out on our Jr. Admin Assistant position in our beautiful, convenient Fort St. office!

Who we are:

Established in 2010, SilkStart is an award-winning non-profit and association management software company. We are more than software developers—we help non-profits make a difference in the world! Having been recently acquired by Metasoft Systems, the world leader in foundation research software, we are in the middle of a very exciting time as we build up our team to facilitate rapid company growth.

How you can make an impact:

Unlike most entry-level administration positions, this opportunity will not only help you get your foot in the door in a professional office career, but also provide you with the opportunity to learn the ins and outs of running a company, all while making a positive impact for our association non-profit clients. The wide range of tasks and responsibilities will challenge you on a daily basis and help you advance into a career that is both rewarding and growth oriented. You will enjoy working closely with our highly supportive, fun executive team, and provide administrative support to various departments at Metasoft.


This is a full time position (40 hours a week, Monday to Friday)

The schedule will work on a 2 week rotational shift. The hours will be as follows:

  • 6:00 am to 2:30 pm
  • Afternoon shift with the option of starting anytime between 6:00 am – 8:30 am
  • 8:30 am to 5:00 pm

What we offer you:

  • A comprehensive benefits package with paid vacation and sick days, 100% tuition reimbursement, fitness subsidies, and more!
  • Opportunity for growth and advancement: we have enjoyed double-digit annual growth during the last four years and promote from within when possible
  • The privilege to help non-profits and associations make a difference
  • A positive, fun, flexible, and casual work environment, a highly supportive, family-like and results-drive culture; and a convenient location on Fort St.

Please note that, due to the large number of applicants, we will only interview candidates who have attached a CV AND a detailed cover letter explaining your background and career aspirations. Anyone who is seeking a part time, temporary or intern position need not apply.

What We're Looking For
  • A minimum of 3-6 months paid work experience preferred, but not necessarily in a similar position
  • Well organized and self-starter with strong multi-tasking abilities and attention to detail
  • Great team player with strong interpersonal skills and the ability to perform in a fast paced, highly motivated team
  • Ability to multi-task and maintain a calm and pleasant demeanor in a busy environment
  • Motivated, positive, bright with a strong desire to learn and grow
  • Superior written and oral English communication skills
  • Competency using MS Office
  • No prior administrative experience required, training will be provided
  • Post-secondary education will be an asset
What You'll be Doing

Your main responsibilities will include but are not limited to:

  • Serving as the first point of contact for our clients and visitors by answering the telephone and greeting guests at reception
  • Creating invoices for processed sales orders and following up with clients accordingly
  • Maintaining supply inventory in the office by negotiating and placing stationery orders
  • Performing basic bookkeeping, Accounts Receivable and Accounts Payable tasks
  • Updating and helping to manage our client database
  • Performing general administrative duties including filing, faxing, photocopying and mail distribution
Must Haves
Bonus Skills
Reach Out
Does this sound like you? If yes, please send a resume and cover letter to Only shortlisted candidates will be contacted for an interview. Thanks for your interest in SilkStart!