Executive Sales Assistant to the CEO

| Chicago
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The Executive Sales Assistant to the CEO (ESA) will assist the CEO with respect to all sales-related activities, with a focus on lead generation. This role is responsible for all aspects of the pursuit from initially researching the lead to participating in sales calls/meetings. Prior to providing a lead, the ESA will thoroughly research each potential customer and provide as much intel regarding the best way to approach the opportunity. The ESA will also be responsible for building all new accounts into the CRM and updating them accordingly. The ESA will be expected to provide the most effective strategy for prospecting and their involvement will only end once an account has been landed or the pursuit is stopped.


The Executive Sales Assistant to the CEO will also be responsible for notating and developing training documents and standard operating procedures (SOPs) as they pertain to lead generation and sales strategy. They will collaborate with leadership to develop a MoLo Freight Sales Guide which will require additional research including, but not limited to, reading sales books and documenting sales skills as observed from working with the CEO and other experienced sellers and managers.

The Executive Sales Assistant to the CEO has an opportunity to earn additional compensation based on leads converted to MoLo Solutions’ customers.



• Provide a minimum of 15, thoroughly researched, leads per day

• Attend sales calls/meetings and document conversations

• Manage the CEO’s sales calendar and shared customer inbox

• Build and maintain customer accounts in the CRM

• Track solicitation attempts, including day/time

• Develop effective prospecting strategies based on lead research

• Document best practices, SOPs, and training materials

• Collaborate with the CEO, sellers, and managers to write the MoLo Freight Sales Guide


Required Skills/Qualifications

• A minimum of 6 months of freight experience

• Excellent communication skills, both verbal and written

• Strong listening and note-taking skills

• Proven critical thinking skills and creativity

• Exceptional time-management skills

• Affinity for reading

• Strong research skills

• High attention to detail and organizational skills

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Technology we use

  • Product
  • Sales & Marketing
    • TrelloManagement
    • WordpressCMS
    • SalesforceCRM
    • SlackEmail


Located in Chicago’s vibrant West Loop neighborhood, MoLo is surrounded by some of Chicago’s hippest bars and food markets- all near public transit.

An Insider's view of MoLo Solutions

What are some social events your company does?

MoLo loves any excuse to celebrate! Last year, our CEO threw an ice cream social to thank everyone for their hard work. We also held a MoLo Kids Holiday party with snacks and activities for the children of MoLo employees. I would say my favorite event though was our employee appreciation day where we had an employee appreciation wall in the office.


HR Generalist

What does your typical day look like?

On any given day I know that I’ll be working with my teammates and partner carriers to provide supply chain solutions for our customers’ freight. I know it will be fast-paced and challenging but at the same time extremely rewarding. Each day is a uniquely different mix of relationship building and learning opportunities that enables me to grow.


Carrier Sales Representative

What makes someone successful on your team?

To be successful at MoLo, grit is a must. MoLo will give you the tools and take the time to teach you the industry, you just have to want it! If you are willing to put forth the effort, MoLo will take care of the rest.


Corporate Trainer

What is your vision for the company?

My vision for the company has been the same since we started the business in 2017: To create the best freight brokerage in the industry, a real home for our people, and a place where they can thrive while they grow their careers. We want to challenge the status quo and change what shippers and carrier partners think of the "traditional brokerage.


VP, Strategic Partnerships

What are MoLo Solutions Perks + Benefits

Volunteer in local community
MoLo has a Philathropy Committee that is dedicated to putting good out in the world.
Partners with Nonprofits
Recently, we have partnered with Tails and Greater Chicago Food Depository.
Friends outside of work
Eat lunch together
Intracompany committees
Open door policy
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Open office floor plan
Dedicated Diversity/Inclusion Staff
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Pet Insurance
Wellness Programs
Retirement & Stock Options Benefits
401(K) Matching
Performance Bonus
Child Care & Parental Leave Benefits
Remote Work Program
Our remote work program includes work from home full-time remote for specific positions.
Family Medical Leave
Company sponsored family events
MoLo sponsors family oriented events annually.
Vacation & Time Off Benefits
Generous PTO
Paid Holidays
Paid Sick Days
Perks & Discounts
Beer on Tap
Casual Dress
Commuter Benefits
Company Outings
Free Daily Meals
Game Room
Our game room includes Video Games, Darts.
Stocked Kitchen
We provide healthy snacks, fresh fruit, and an array of beverages including a cold brew keg.
Some Meals Provided
Happy Hours
Recreational Clubs
MoLo sponsors co-ed sports leagues including Softball and Shuffleboard.
Fitness Subsidies
Professional Development Benefits
Job Training & Conferences
Tuition Reimbursement
Diversity Program
Cross functional training encouraged
Promote from within
Mentorship program
Our mentorship program includes 1-to-many program, Career mentoring, Leadership mentoring.
Time allotted for learning
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