Best Company CEO (Small & Midsize Companies)

These are the Top 100 highest-rated CEOs of 2021, according to anonymous employee feedback on Comparably.com over the past 12 months. This distinction is segmented into two ranked lists: Top 100 CEOs from Large companies (more than 500 employees) and Top 100 CEOs from Small/Mid-Size companies (500 employees or fewer). Read Methodology

  1. 1
    Alessio Alionco Pipefy's CEO
    Alessio Alionco
    • Pipefy
    • San Francisco, CA
    Transparent with company goals, hosts regular all-hands meetings to share results and is invested in sharing how each team contributes to the company overall.
    Pipefy Employee
  2. 2
    Ross Wainwright Alida's CEO
    Ross Wainwright
    • Alida
    • Toronto, Canada
    Empathetic, visionary, and trustworthy. Ross has an inspiring vision for the company that he makes each employee feel part of.
    Alida Employee
  3. 3
    William J. Tessar Civic Financial Services' CEO
    William J. Tessar
    • Civic Financial Services
    • Redondo Beach, CA
    I like that the CEO is always challenging and encouraging us to practice Civic core values inside and outside of work.
    Civic Financial Services Employee
  4. 4
    Oleg Rogynskyy People.ai's CEO
    Oleg Rogynskyy
    • People.ai
    • San Francisco, CA
    Radically transparent with a focus on the importance of employee happiness.
    People.ai Employee
  5. 5
    Larry Dunivan Namely's CEO
    Larry Dunivan
    • Namely
    • New York, NY
    Larry is so open, honest, and trustworthy. I respect his vision, and he feels like a true leader.
    Namely Employee
  6. 6
    David Grace Deem's CEO
    David Grace
    • Deem
    • Oakland, CA
    David keeps us informed about anything and everything that is going on company wide, all the while keeping it fun!
    Deem Employee
  7. 7
    Melanie Nallicheri EQRx's CEO
    Melanie Nallicheri
    • EQRx
    • Cambridge, MA
    Clarity of purpose, unity of focus, ability to execute, ability to motivate, ability to include and elevate all employees.
    EQRx Employee
  8. 8
    Joel Hyatt Globality's CEO
    Joel Hyatt
    • Globality
    • Palo Alto, CA
    Experienced, bold, takes initiative to lead but also strives to work side-by-side (harmoniously) with each and every employee.
    Globality Employee
  9. 9
    Joe Longo Velosio's CEO
    Joe Longo
    • Velosio
    • Columbus, OH
    An openness to sharing pertinent information and a rational approach to guiding company in the right direction.
    Velosio Employee
  10. 10
    Howard Brown Revenue.io's CEO
    Howard Brown
    • Revenue.io
    • Los Angeles, CA
    Howard is a true visionary in the field, and is leading the company to a genuinely exciting future.
    Revenue.io Employee
  11. 11
    Gene Berdichevsky Sila Nanotechnologies' CEO
    Gene Berdichevsky
    • Sila Nanotechnologies
    • Alameda, CA
    Deeply relevant past experience in rapidly scaling to world-class manufacturing size, and a great understanding of the market's trajectory and Sila's place in that market.
    Sila Nanotechnologies Employee
  12. 12
    Sam Bobley Ocrolus' CEO
    Sam Bobley
    • Ocrolus
    • New York, NY
    Sam is great in maintaining transparency and managing chaos by putting in required structure in a startup.
    Ocrolus Employee
  13. 13
    John Swigart Pie Insurance's CEO
    John Swigart
    • Pie Insurance
    • Washington, DC
    I enjoy the weekly all hands as a quick check in, but I really appreciate the Pie-R-Side Chats where John tackles difficult questions with tact and honesty.
    Pie Insurance Employee
  14. 14
    Chuck Ruggiero Optomi's CEO
    Chuck Ruggiero
    • Optomi
    • Atlanta, GA
    I appreciate the honesty and transparency that is shown each week during our end-of-week call.
    Optomi Employee
  15. 15
    Kip Hollister The Hollister Group's CEO
    Kip Hollister
    • The Hollister Group
    • Boston, MA
    Our CEO Kip is arguably the nicest and most caring person I've met. She cares about everyone at the company from our day 1's to our 20+ year employees.
    The Hollister Group Employee
  16. 16
    Steven Bartel Gem.com's CEO
    Steven Bartel
    • Gem.com
    • San Francisco, CA
    Super accessible and transparent about the direction that the company is going.
    Gem.com Employee
  17. 17
    Alex Howland Virbela's CEO
    Alex Howland
    • Virbela
    • Bellingham, WA
    Transparent and approachable, which has translated into the overall company culture.
    Virbela Employee
  18. 18
    Hunter Madeley Vena Solutions' CEO
    Hunter Madeley
    • Vena Solutions
    • Toronto, Canada
    The CEO is very transparent, positive, inclusive, and very good at listening to customers, partners, and employees.
    Vena Solutions Employee
  19. 19
    Rich Waldron tray.io's CEO
    Rich Waldron
    • tray.io
    • San Francisco, CA
    Rich is truly approachable, and has an open-door policy.
    tray.io Employee
  20. 20
    Donald Brown LifeOmic's CEO
    Donald Brown
    • LifeOmic
    • Indianapolis, IN
    Our CEO seems to be perfectly transparent and empowers employees to do what they think is best.
    LifeOmic Employee
  21. 21
    Terrie Curran Phathom Pharmaceuticals' CEO
    Terrie Curran
    • Phathom Pharmaceuticals
    • Florham Park, NJ
    Terrie has vision, courage, integrity, humility and focus along with the ability to plan strategically and catalyze cooperation amongst the MSL team.
    Phathom Pharmaceuticals Employee
  22. 22
    Aaron Johnson APS Payroll's CEO
    Aaron Johnson
    • APS Payroll
    • Shreveport, LA
    Our CEO is very approachable. He is very humorous. He participates in company activities. He is a visionary.
    APS Payroll Employee
  23. 23
    Tony Safoian SADA's CEO
    Tony Safoian
    • SADA
    • North Hollywood, CA
    Our CEO is very transparent and leads by example.
    SADA Employee
  24. 24
    Nobuyuki Ashida MISUMI's CEO
    Nobuyuki Ashida
    • MISUMI
    • Schaumburg, IL
    Excellent strategic planning and execution ability.
    MISUMI Employee
  25. 25
    Alfonso de la Nuez & Dan Fishback UserZoom's CEO
    Alfonso de la Nuez & Dan Fishback
    • UserZoom
    • San Jose, CA
    Transparent and open to feedback. The CEO continuously takes feedback and considers it in the company roadmap, and shows massive trust and respect for employees.
    UserZoom Employee
  26. 26
    Kevin Miller GR0 CEO
    Kevin Miller
    • GR0
    • Los Angeles, CA
  27. 27
    Scott Johnson Motivosity's CEO
    Scott Johnson
    • Motivosity
    • Lehi, UT
  28. 28
    Hubert Palan Productboard's CEO
    Hubert Palan
    • Productboard
    • San Francisco, CA
  29. 29
    Shiv Gaglani, MBA Osmosis' CEO
    Shiv Gaglani, MBA
    • Osmosis
    • Kaysville, UT
  30. 30
    Joanna McFarland HopSkipDrive's CEO
    Joanna McFarland
    • HopSkipDrive
    • Los Angeles, CA
  31. 31
    Jen Spencer SmartBug Media's CEO
    Jen Spencer
    • SmartBug Media
    • Newport Beach, CA
  32. 32
    David Coppins IntelyCare's CEO
    David Coppins
    • IntelyCare
    • Quincy, MA
  33. 33
    Peter Hazlehurst Synctera's CEO
    Peter Hazlehurst
    • Synctera
    • Palo Alto, CA
  34. 34
    Jeffrey Glass Hometap's CEO
    Jeffrey Glass
    • Hometap
    • Boston, MA
  35. 35
    Kurt Theobald Classy Llama's CEO
    Kurt Theobald
    • Classy Llama
    • Springfield, MO
  36. 36
    Ashvin Kumar Tophatter's CEO
    Ashvin Kumar
    • Tophatter
    • San Francisco, CA
  37. 37
    Alex Canter Nextbite's CEO
    Alex Canter
    • Nextbite
    • Denver, CO
  38. 38
    Terrence Moorehead Nature's Sunshine Products' CEO
    Terrence Moorehead
    • Nature's Sunshine Products
    • Lehi, UT
  39. 39
    Gleb Polyakov Nylas' CEO
    Gleb Polyakov
    • Nylas
    • San Francisco, CA
  40. 40
    Graham Gardner Kyruus' CEO
    Graham Gardner
    • Kyruus
    • Boston, MA
  41. 41
    Daniel Chait Greenhouse Software, Inc. CEO
    Daniel Chait
    • Greenhouse Software, Inc.
    • New York , NY
  42. 42
    DJ Sampath Armorblox's CEO
    DJ Sampath
    • Armorblox
    • Sunnyvale, CA
  43. 43
     Carbon's CEO
    Carbon CEO
    • Carbon
    • Redwood City, CA
  44. 44
    Alejandro Gabriel Bethlen The Bouqs' CEO
    Alejandro Gabriel Bethlen
    • The Bouqs
    • Marina Del Rey, CA
  45. 45
    Bruce Card Paragon Technology Group's CEO
    Bruce Card
    • Paragon Technology Group
    • Scott Air Force Base, IL
  46. 46
    Matt Warren Steampunk, Inc. CEO
    Matt Warren
    • Steampunk, Inc.
    • Mclean, VA
  47. 47
    Harry Youtan Phaidon International's CEO
    Harry Youtan
    • Phaidon International
    • New York, NY
  48. 48
    Dave Thomas ThomasARTS' CEO
    Dave Thomas
    • ThomasARTS
    • Farmington, UT
  49. 49
    Tonia Bleecher Ventech Solutions' CEO
    Tonia Bleecher
    • Ventech Solutions
    • Columbus, OH
  50. 50
    Brady Brim-DeForest TheoremOne's CEO
    Brady Brim-DeForest
    • TheoremOne
    • Woodland Hills, CA
  51. 51
    Michael Horvath Strava's CEO
    Michael Horvath
    • Strava
    • San Francisco, CA
  52. 52
    Amir Movafaghi Mixpanel's CEO
    Amir Movafaghi
    • Mixpanel
    • San Francisco, CA
  53. 53
    Gaby Saliby Nexius' CEO
    Gaby Saliby
    • Nexius
    • Frisco, TX
  54. 54
    David Thorbahn Select Sires Inc. CEO
    David Thorbahn
    • Select Sires Inc.
    • Plain City, OH
  55. 55
    Steve Oriola Act! CEO
    Steve Oriola
    • Act!
    • Scottsdale, AZ
  56. 56
    Andrew Grauer Course Hero's CEO
    Andrew Grauer
    • Course Hero
    • Redwood City, CA
  57. 57
    Mark Herrington OnSolve's CEO
    Mark Herrington
    • OnSolve
    • Alpharetta, GA
  58. 58
    Evan Walker Route's CEO
    Evan Walker
    • Route
    • Lehi, UT
  59. 59
    Paul Drayson Sensyne Health's CEO
    Paul Drayson
    • Sensyne Health
    • Oxford, N/A
  60. 60
    Michael Castagna MannKind Corporation's CEO
    Michael Castagna
    • MannKind Corporation
    • Westlake Village, CA
  61. 61
    Deidre Paknad WorkBoard's CEO
    Deidre Paknad
    • WorkBoard
    • Palo Alto, CA
  62. 62
    David Muse Elemica's CEO
    David Muse
    • Elemica
    • Wayne, PA
  63. 63
    Ken Tarkoff Syapse's CEO
    Ken Tarkoff
    • Syapse
    • San Francisco, CA
  64. 64
    William Facteau Earlens' CEO
    William Facteau
    • Earlens
    • Menlo Park, CA
  65. 65
    Aaron King Snapdocs' CEO
    Aaron King
    • Snapdocs
    • San Francisco, CA
  66. 66
    Chris Lamontagne Spring's CEO
    Chris Lamontagne
    • Spring
    • San Francisco, CA
  67. 67
    Kyle Nakatsuji Clearcover's CEO
    Kyle Nakatsuji
    • Clearcover
    • Chicago, IL
  68. 68
    Satin H. Mirchandani FireMon's CEO
    Satin H. Mirchandani
    • FireMon
    • Overland Park, KS
  69. 69
    Ted Murphy IZEA's CEO
    Ted Murphy
    • IZEA
    • Winter Park, FL
  70. 70
    Brandon Park SuprTEK's CEO
    Brandon Park
    • SuprTEK
    • Ashburn, VA
  71. 71
    Chris Savage Wistia's CEO
    Chris Savage
    • Wistia
    • Cambridge, MA
  72. 72
    Neha Sampat Contentstack's CEO
    Neha Sampat
    • Contentstack
    • San Francisco, CA
  73. 73
    Ilana Fischer Whisps' CEO
    Ilana Fischer
    • Whisps
    • New York, NY
  74. 74
    Khalil Zahar FightCamp's CEO
    Khalil Zahar
    • FightCamp
    • Costa Mesa, CA
  75. 75
    Prashanth Chandrasekar Stack Overflow's CEO
    Prashanth Chandrasekar
    • Stack Overflow
    • New York, NY
  76. 76
    Nabeel Alamgir Lunchbox's CEO
    Nabeel Alamgir
    • Lunchbox
    • New York, NY
  77. 77
    Doug Ludow MainStreet's CEO
    Doug Ludow
    • MainStreet
    • San Jose, CA
  78. 78
    Mitch Thrower Events.com's CEO
    Mitch Thrower
    • Events.com
    • La Jolla, CA
  79. 79
    Jason Gross Petal's CEO
    Jason Gross
    • Petal
    • New York, NY
  80. 80
    Rodger Desai Prove's CEO
    Rodger Desai
    • Prove
    • New York, NY
  81. 81
    Eyal Feldman Stampli's CEO
    Eyal Feldman
    • Stampli
    • Mountain View, CA
  82. 82
    Amir Elichai Carbyne's CEO
    Amir Elichai
    • Carbyne
    • New York, NY
  83. 83
    Rick Rudman Curbio's CEO
    Rick Rudman
    • Curbio
    • Potomac, MD
  84. 84
    Natalia Panowicz Codility's CEO
    Natalia Panowicz
    • Codility
    • San Francisco, CA
  85. 85
    KATHY HENSGEN Lulu Press' CEO
    KATHY HENSGEN
    • Lulu Press
    • Raleigh, NC
  86. 86
    John Celebi Sensei Biotherapeutics' CEO
    John Celebi
    • Sensei Biotherapeutics
    • Boston, MA
  87. 87
    Brian Hartnack Archer Education's CEO
    Brian Hartnack
    • Archer Education
    • Overland Park, KS
  88. 88
    Ted Jeanloz connectRN's CEO
    Ted Jeanloz
    • connectRN
    • Waltham, MA
  89. 89
    Katherine Power Who What Wear's CEO
    Katherine Power
    • Who What Wear
    • Los Angeles, CA
  90. 90
    Alex Goode GoSite's CEO
    Alex Goode
    • GoSite
    • San Diego, CA
  91. 91
    Mahi Reddy SemaConnect's CEO
    Mahi Reddy
    • SemaConnect
    • Bowie, MD
  92. 92
    Kevin Czinger Divergent's CEO
    Kevin Czinger
    • Divergent
    • Torrance, CA
  93. 93
    Kenny Cushing NetCentrics Corporation's CEO
    Kenny Cushing
    • NetCentrics Corporation
    • Herndon, VA
  94. 94
    David Longo Ordaos' CEO
    David Longo
    • Ordaos
    • New York, NY
  95. 95
    Kenneth Kahn LRP Media Group's CEO
    Kenneth Kahn
    • LRP Media Group
    • Palm Beach, FL
  96. 96
    Jack Welde Smartling's CEO
    Jack Welde
    • Smartling
    • New York, NY
  97. 97
    Richard Li Ambassador Labs' CEO
    Richard Li
    • Ambassador Labs
    • Boston, MA
  98. 98
    Patrick Coyne LiveControl's CEO
    Patrick Coyne
    • LiveControl
    • Santa Monica, CA
  99. 99
    Kevin Yu SideChef's CEO
    Kevin Yu
    • SideChef
    • San Jose, CA
  100. 100
    Barry Padgett Amperity's CEO
    Barry Padgett
    • Amperity
    • Seattle, WA