Director, Investing at Ensono (West Suburbs, IL or Remote)

| West Suburbs | Remote
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Seeking a full time Director of Investing with 10-15 years of experience to join a rapidly growing IT services company in Downers Grove, IL. This person would report directly to the Vice President of Investing and would be responsible for overseeing a team of 3-4 associates responsible for pricing complex, multi tower project. The candidate must be an independent thinker, have experience with Managed Services and IT outsourcing (Mainframe, Distributed and Cloud) as well as strong understanding of finance, investing and risk assessment. Ideally, the candidate would be located near our headquarters in Downers Grove, IL, though remote candidates will also be considered. Prior consulting experience with IT outsourcing and project management experience is a huge plus.



  • Oversee the development of pricing models and strategies designed to optimize revenue, market share, brand positioning and long-term profits.
  • Evaluate potential opportunities with a Focus on complex, multi-tower/multi-solution deals (i.e combination of multiple products lines such as Mainframe, Private Cloud, Public Cloud, Distributed, Consulting) helping sales team holistically solve client needs with a business results-oriented approach vs a technology outsourcing mentality
  • Manage team of 2-4 direct reports including Expert Investing Analysts and a resource focused on Total Cost of Ownership
  • Meets with potential clients to understand business problems, constraints and help team devise solutions, bringing a finance lens, to meet customer needs, both technologically as well as financially (budgetary constraints, cost of capital etc..)
  • Partners with Sales/Marketing, Business Development, Finance, and other key stakeholders to correctly position product portfolio and establish pricing programs aligned with product/sales strategy and revenue recognition requirements.
  • Prioritizes and delivers on opportunities to monetize products offered initially at little to no cost, or to implement upsell opportunities as products are repositioned in the marketplace.
  • Monitors the ongoing business environment to ensure competitive pricing/market position and directs the development and analysis of pricing models and projections.
  • Oversees the implementation of pricing proposals across the organization.
  • Selects, develops, and evaluates personnel to ensure the efficient operation of the function.



  • Minimum of 8-12 years of related experience
  • Bachelor’s degree in finance, accounting or related area.
  • People Leader – an accountable manager who creates a team culture where individuals thrive and deliver successful outcomes
  • IT Technical knowledge
  • Project Management skills
  • Handle many priorities and projects simultaneously
  • Ability to interface, present to and negotiate with customers at all management levels
  • Excellent communication skills – verbal, written, and listening
  • Resilience and resourcefulness in complex problem solving
  • Exceedingly good Microsoft Excel and PowerPoint skills
  • Ability to work swiftly within tight timelines and meet deliverable due dates
  • Comfortable with quickly change of direction
  • Excellent file origination and time management skills



  • Master's Degree in Finance, Business, or a Data Sciences field
  • Experience leading projects for IT outsourcing consultancy
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Technology we use

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Our HQ is 22 miles from the Loop; near Belmont station, BNSF line. Plenty of places to eat & shop!

An Insider's view of Ensono

What’s the vibe like in the office?

I find the culture to be very open and collaborative. One can be on a call with a customer and ask your technical resource across from you a specific question or run into our CEO in the hallway while grabbing a cup of coffee. We allow feedback to be given and changes to be heard. Leadership constantly finds ways to make it an exciting workplace

Bailey Cahill

Senior Manager - Partner & Alliances

What does your typical day look like?

A typical day in our Full Stack DevOps world is collaborative, affords room for creative problem-solving, offers unique opportunities and challenges. Our work involves using cloud technologies to solve application’s needs, research datalake technologies and architect to process large amounts of performance data. We also lay 6 man variation of ping

Jake Frazier-Flores

Software Engineer

What are Ensono Perks + Benefits

Ensono Benefits Overview

Benefits include - generous maternity and paternity leave, generous paid days off and company paid holidays. Sabbatical, adoption, compassion and bereavement leave days, adoption assistance and flexible spending account. Healthcare and 401K eligibility on 1st day of work. Paid volunteer days.

Wellness programs - designed to help us be our best! Fitness week, Virgin Pulse® platform, wellness plans for credits and discounts on medical plan contributions.

Fun ergonomic workplace - free snacks, onsite gym & trainer, yoga classes, Beer O'Clock days.

Volunteer in local community
Eat lunch together
Intracompany committees
Open door policy
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Open office floor plan
Unconscious bias training
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Wellness Programs
Onsite Gym
Retirement & Stock Options Benefits
401(K) Matching
Performance Bonus
Child Care & Parental Leave Benefits
Generous Parental Leave
Flexible Work Schedule
Family Medical Leave
Adoption Assistance
Vacation & Time Off Benefits
Generous PTO
Paid Volunteer Time
Paid Holidays
Paid Sick Days
Perks & Discounts
Beer on Tap
Beer O' Cart every month!
Casual Dress
Game Room
Stocked Kitchen
Recreational Clubs
Relocation Assistance
Fitness Subsidies
Onsite gym available!
Professional Development Benefits
Job Training & Conferences
Tuition Reimbursement
Diversity Program
Promote from within

Additional Perks + Benefits

15 options for coffee and chocolate drinks (its a coffee machine with an IP address after all!) Also, Starbucks machine with chai latte counts, right? And then after the free snacks and all the hot chocolate - get some steps in while checking your emails in our fitness center. We have associate discounts on various products and services locally and nationally.

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