Wise Systems, Inc.
Wise Systems sells cloud-based fleet routing software that uses machine learning to optimize delivery schedules and adapt to delays. The Boston-based company has raised $73M, most recently in a Series C round in October 2021, and employs 57 people.
The growth story
Wise Systems, Inc. grew from 119 to 57 employees between 2021 and 2026, raising $73M along the way, most recently a Series C in October 2021.
About
Wise Systems develops software that helps fleet operators plan and adjust delivery routes in real time. Its machine learning platform handles scheduling, monitors active routes, and automatically reroutes vehicles to account for delays, aiming to improve efficiency and customer service.
The company has raised $73M across multiple funding rounds, with its Series C closing in late 2021. Its investor base includes Gradient, Fontinalis Partners, and Dynamo. With 57 employees, Wise Systems has built a team focused on engineering, which accounts for a third of its workforce.
Founders and leadership
Engineering is Wise Systems' largest function, with 19 employees. The company has a median tenure of 4 years, suggesting stable leadership and team continuity. Its Boston headquarters reflects its MIT roots, with multiple team members coming from the university and its affiliated labs.
The Wise Systems, Inc. org chart
Chazz Sims (CEO and Co-Founder) leads 24 mapped leaders with 5 direct reports. Click +N to expand a team; names link to the person’s public profile.
Departments, and which ones grew
Headcount by function: Engineering 23 (+5% YoY), Information Technology 7 (+17% YoY), Business Development 5 (0% YoY), Product Management 4 (0% YoY), Sales 3 (-25% YoY), Customer Success and Support 3 (0% YoY).
Talent flow
Wise Systems draws heavily from MIT and its Media Lab, with 5 alumni on staff. Other key talent sources include GIRO, EnerNOC, and BasisTech. Alumni have gone on to roles at Amazon, Apple, and Smartsheet, with several founding their own startups.
Most common previous employers of Wise Systems, Inc. staff: MIT Media Lab (3), GIRO (3), Massachusetts Institute of Technology (2), EnerNOC (2), BasisTech (2), University of Maryland (1). Former Wise Systems, Inc. employees most often moved to Amazon (3), Apple (2), Smartsheet (2), ZoomInfo (2), Alium (2), National Bank of Canada (2).
Alumni worth knowing
The Wise Systems, Inc. mafia
Wise Systems alumni have founded 7 companies, including Meriaky, Pebble, and FAMLYNEST. These startups span industries from tech to finance, with the largest employing 5 people.
7Edouard Vilver, was Developer and AWS cloud specialist until 2023Dima Ayyash, was User Experience Manager until 2023Ivan Tejeda, was Enterprise Sales Director until 2022Josh Burroughs, was Account Executive until 2023Mike Ekeghe, was Full Stack Engineer until 2023Qi Zhu, was Marketing Co-Op until 2020Web traffic
Traffic mix: 0% direct, 0% search, 0% social, 0% paid.
What this company is made of
Most common skills at Wise Systems, Inc.: Python (Programming Language) (23), Microsoft Office (21), Java (20), JavaScript (19), SQL (18), Management (17), Data Analysis (16), Microsoft Excel (15).
Where the team actually sits
Wise Systems, Inc. people are concentrated in Massachusetts, United States (8), Quebec, Canada (7), Greater Boston (7), Punjab, Pakistan (4).
Search footprint
Wise Systems, Inc. attracts about 1,350 organic search visits a month, traffic worth roughly $47K a month if bought through ads. It gained 937 ranking keywords and lost 998 in the last period.
What employees say
- Compensation
- 3.50 / 5
- Career opportunities
- 3.50 / 5
- Senior management
- 3.50 / 5
- Work-life balance
- 4.10 / 5
Frequently asked
Wise Systems, Inc. has 57 employees as of September 2026.
Wise Systems, Inc. has raised $73M in total, most recently a Series C round in October 2021.
Wise Systems, Inc. was founded in 2014 by Layla Shaikley, Chazz Sims.
Chazz Sims (CEO and Co-Founder) sits at the top of Wise Systems, Inc.'s reporting structure, with 5 direct reports.
The most common previous employers of current Wise Systems, Inc. staff are MIT Media Lab (3 people), GIRO (3 people), Massachusetts Institute of Technology (2 people).
Former Wise Systems, Inc. employees most often move to Amazon (3), Apple (2), Smartsheet (2).
At least 7 companies have a founder who previously worked at Wise Systems, Inc., including Meriaky, Pebble, FAMLYNEST.
Wise Systems, Inc. attracts about 1,350 organic search visits a month, worth roughly $47K a month in equivalent ad spend.
The most common skills among Wise Systems, Inc. staff are Python (Programming Language), Microsoft Office, Java, JavaScript, SQL.
Wise Systems, Inc. staff are concentrated in Massachusetts, United States (8), Quebec, Canada (7), Greater Boston (7).
Wise Systems, Inc. has about 23 people in Engineering, up 5% over the past year, as of September 2026.
Wise Systems, Inc. has about 7 people in Information Technology, up 17% over the past year, as of September 2026.
Computed from 47 current and 227 former Wise Systems, Inc. profiles, as of September 2026. Source: Crustdata.
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