Senior Scrum Master/Project Manager

| Chicago

Role: Senior Scrum Master/Project Manager

Reporting to: CTO

About Us: 

We deliver the most advanced and flexible learning experience for certification, credentialing, test prep, continuing education, and training. Our cloud-based learning platform is designed to help education and training organizations deliver a highly engaging and effective learning experience for users who are trying to advance their careers. With almost 1M active users last year, we incorporate the latest in learner-centered technology, including personalization, gamification, data science, usability and omni-channel delivery.

We’re sitting in a pivotal time in the BenchPrep history. After just closing a $20 million series C round of funding, we’re fueled for growth. We’re ready to enhance our product offering, extend our position in the education and training industry, and scale our (humble) team.

We’re committed to helping students learn better, and that starts in our own office. 


About the role:

BenchPrep is looking for an experienced, organized, and detail-oriented Senior Scrum Master/Project Manager to join our Technology team. As a Senior Scrum Master/Project Manager, you will be responsible for supporting the operations and workflow for all technology teams, including Engineering, UI/UX, QA, Tech Ops, and Data. 

You will work very closely with Product Management, Customer Success, and the Executive Strategy team to discuss projects/business objectives, provide capacity and feasibility information, and communicate/delegate projects to various team leads. You would be responsible to provide mentorship and coaching to team members around best practices and principles.

Our ideal candidate is a technical, process-oriented, and has experience supporting the SDLC in a rapid-growth SaaS environment. This candidate would communicate clearly and concisely with their peers and project stakeholders; understanding the underlying motivations, use cases, and justifications for projects is critical to their success at BenchPrep. 


Some challenges you’ll tackle: 

  • Manage departmental operations of Design, Tech Ops, Engineering, and QA
  • Help a technology team member understand how and why our workflow operates. And, if necessary, make adjustments and document them as work moves along and feedback is received. 
  • Manage departmental operations of Design, Tech Ops, Engineering, and QA
  • Answer a difficult question about capacity, velocity, or timeline coming from another team, such as the Product Team, Customer Success Team, or Implementation Team. 
  • Talk to a customer about a challenge they’re facing, understand what the underlying issue is, propose a solution, and communicate the requirements for that solution to the appropriate technical team member. 
  • Actively participate in an ideation session with internal and external stakeholders, providing expert guidance, best practices, and feasibility information to the discussion. 
  • Make a difficult executive decision regarding the technical project, deployment, or strategic initiative.

About the team: 

We are a diverse group of people representing Technology organization and all its functions from design, engineering, qa and other operations like devops, data and tech services. We work in agile squads (shuffled each quarter) in a master-stable agile delivery software development lifecycle with combination of feature flagging and short release cycles. We are focused on quality when deliver sustainable, scalable and enterprise ready multi-tenant solutions on our platform. 

You should:

  • Have 5+ years of experience in Project Management in software development or as a Scrum Master
  • Have 3+ years of experience at a SaaS Product Company 
  • Possess strong knowledge of SDLC, resource management, capacity planning, and process improvement
  • Have PMP, PMI-ACP, and/or CSM certification as a plus

Life at BenchPrep:

We work at BenchPrep because we’re dedicated to the mission and each day have an opportunity to be challenged and learn. We work hard, eat well, and have lots of fun. Culture is our lifeline at BenchPrep. We tend to eat our (free) lunch together - not because we have to, but because we want to. We celebrate our people, both professionally and personally. We focus on flexibility - both in work/life balance, but also everyday in operating with agility. We care about professional development so much that we offer employees $1,200 annually to build their skills. And of course, we have all the La Croix and snacks that you’d expect to keep you moving. It’s no wonder we were selected in Built in Chicago’s 50 Best Small Companies to Work For in 2019, and Crain’s 2019 Best Places to Work in Chicago lists.

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

We are looking for high performing and motivated professionals who are excited about the chance to leverage technology to impact the lives of millions of learners

Read Full Job Description

Technology we use

  • Engineering
  • Product
  • Sales & Marketing
    • JavaLanguages
    • JavascriptLanguages
    • RubyLanguages
    • SqlLanguages
    • SwiftLanguages
    • Backbone.jsFrameworks
    • Node.jsFrameworks
    • Ruby on RailsFrameworks
    • vue.jsFrameworks
    • PostgreSQLDatabases
    • RedisDatabases
    • Google AnalyticsAnalytics
    • ConfluenceManagement
    • JIRAManagement
    • HubSpotCRM
    • SalesforceCRM

Location

We are located in the Willis Tower, right in the heart of downtown Chicago.

What are BenchPrep Perks + Benefits

BenchPrep Benefits Overview

BenchPrep provides a full suite and wide variety of benefits and perks. We offer an incredibly competitive medical plan and insurance benefits, while also fostering a culture that allows employees to have fun in the office. Do things like a ping-pong table, casual dress, fully-stocked kitchen, and regular Friday Happy Hour interest you? Scroll down to learn more about those items and see what else BenchPrep has to offer.

Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Pre-tax dollars can be set aside for medical, dental, and vision ($2,650/yr) for employees or dependents with or w/o enrolling in our insurance program. Daycare & elder care allows for up to $5,000/yr
Disability Insurance
We offer employees Short Term Disability coverage at 60% of their weekly salary with a $1500 weekly max. Long Term = 60% of their monthly salary with a $10,000 monthly max.
Dental Benefits
BenchPrep offer 3 dental plans--all of which cover 100% of the cost of preventative care including cleanings twice a year and exams.
Vision Benefits
BenchPrep’s vision insurance plans provide annual eye exams for a $10 copay and a $130 allowance toward frames and/or contacts.
Health Insurance Benefits
BenchPrep’s health insurance plan with BCBS of IL has a low deductible and BenchPrep pays 90% of the monthly premium for employees AND their dependents.
Life Insurance
Up to 3x annual salary, $500k max of voluntary life insurance & accidental death & dismemberment insurance. Spouse & dependent children plans available too.
Onsite Gym
Employees have access to the Willis Tower's exclusive 35,000 sq. ft gym for $10/month.
Retirement & Stock Options Benefits
401(K)
BenchPrep’s 401k retirement plan offers a a cost effective employee retirement plan. The plan offers Roth and Pre-tax Investment options.
401(K) Matching
BenchPrep contributes 3% of an employee’s annual base salary, regardless of how much the employee contributes, which is immediately vested.
Child Care & Parental Leave Benefits
Generous Parental Leave
BenchPrep offers generous paid parental leave for new parents with at least 6 months of service, including a paid leave policy for foster parents.
Flexible Work Schedule
BenchPrep offers flexible work schedules as needed for employees.
Remote Work Program
BenchPrep offers Remote Work as an option for employees.
Vacation & Time Off Benefits
Generous PTO
BenchPrep’s offers 12 days off in year 1, increasing each year & going up to 24 days for employees of five years or longer. The office closes for major holidays and the entire week of Xmas-New Years
Paid Holidays
BenchPrep closes its office for all major holidays, including MLK day, Presidents' Day, Memorial Day, 4th of July, Labor Day, Thanksgiving, and Christmas THROUGH New Years Day.
Paid Sick Days
BenchPrep employees receive 5 sick days per year in addition to their PTO.
Perks & Discounts
Beer on Tap
We've got 2 beers on tap regularly, and a refrigerator stocked with bottled brews and liquor as well that is frequently "tapped" into.
Casual Dress
BenchPrep does not have a formal dress code and encourages employees to wear whatever makes them comfortable.
Commuter Benefits
Transit and Parking benefits: Employees may elect up to $260/month for pre-tax allocation for mass transit & parking expenses for commuting to BenchPrep, including Metra, Ventra and parking facilities
Company Outings
BenchPrep has regular outings that include Cubs rooftops, boat trips on Lake Michigan, off-site happy hours, poker nights, game nights, foodie dinners, and a holiday party, among other events.
Free Daily Meals
We provide a $12.50 daily stipend for employees every day via Fooda (https://www.fooda.com/resources/case-study/how-tech-startup-benchprep-made-lunch-powerful-part-its-culture).
Stocked Kitchen
FULLY stocked! Beverages = Soda, Coffee, Tea, RedBull, Juice, Vitamin Water, etc. Food = if you can think of the snack, we probably have it or some variation. Employees will never go hungry here.
Happy Hours
We have a standing in-office happy hour that starts at 4:00 PM on Fridays, but never feel constrained to limit this into being a once a week occurrence.
Fitness Subsidies
Employees have access to the Willis Tower's exclusive 35,000 sq. ft gym for $10/month.
Professional Development Benefits
Job Training & Conferences
Employees are provided an annual stipend to attend external training evens or conferences.

Additional Perks + Benefits

Competitive salary, valuable stock options, and company sponsored 401(k) • Fun, meritocratic, mission driven, dynamic work culture • Commitment to fostering positive office culture (included, but not limited to, monthly company dinners, quarterly outings, an in-office ping pong table, cocktail hours, poker nights, etc.)

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