- Ten-Year Award
- Eight-Year Award
- Five-Year Award
- Shining Star Award
- Special Recognition – Internationalisation
- Special Recognition – Enterprise Transformation
- Special Recognition - Digital Economy
- 2014 - Wee Tiong (S) Pte Ltd
- 2019 - Seiko Architectural Wall Systems Pte Ltd
In 2002, for the first time, an Eight-Year Award was conferred to Hai Leck Engineering (S) Pte Ltd for being on the E50 Awards list for eight years.
At the 2019 Enterprise 50 Awards, 1 company that has been on the E50 Awards list for 5 years were recognised with a 5 year award. The winner honoured was:
- V3 Smart Technologies Pte Ltd
At the 2017 Enterprise 50 Awards, 3 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- Sudima International Pte Ltd
- Feinmetall Singapore Pte Ltd
- Omni United (S) Pte Ltd
At the 2016 Enterprise 50 Awards, 6 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- BLPL Singapore Pte Ltd
- CAD-IT Consultants (Asia) Pte Ltd
- Indoguna Singapore Pte Ltd
- ITCAN Pte Ltd
- Linnhoff Technologies Pte Ltd
- Wiselink Technology Pte Ltd
At the 2015 Enterprise 50 Awards, 2 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- AllAlloy Pte Ltd
- Supreme Components International Pte Ltd
At the 2014 Enterprise 50 Awards, 2 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- Aik Moh Paints & Chemicals Pte Ltd
- Seiko Architectural Wall Systems Pte Ltd
At the 2013 Enterprise 50 Awards, 4 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- Borden Company (Pte) Ltd
- Falcon Incorporation Pte Ltd
- Mooreast Asia Pte Ltd
- Victor Enterprises Pte Ltd
At the 2012 Enterprise 50 Awards, 3 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- Gain City Best-Electric Pte Ltd
- Jay Gee Enterprises (Pte) Ltd
- Super world Electronics (S) Pte Ltd
At the 2011 Enterprise 50 Awards, 2 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- IPS-Lintec Asia Pacific Pte Ltd
- Grandwork Interior Pte Ltd
At the 2010 Enterprise 50 Awards, Xin Ming Hua Pte Ltd was awarded the 5 Year Award for being on the E50 Awards list for 5 years.
At the 2009 Enterprise 50 Awards, 7 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- Farlin Timbers Pte Ltd
- Kenyon Pte Ltd
- Koufu Pte Ltd
- Linkers (Far East) Pte Ltd
- Orient Express Lines (Singapore) Pte Ltd
- Tru-Marine Pte Ltd
- Wee Tiong (S) Pte Ltd
At the 2008 Enterprise 50 Awards, 3 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- Binter & Co Pte Ltd
- Gracezone Marketing Pte Ltd
- Teambuild Construction Pte Ltd
At the 2007 Enterprise 50 Awards, 5 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- Kim Ann Engineering Pte Ltd
- Binter & Co. Pte Ltd
- Kiddy Palace Pte Ltd
- S & I Systems Pte Ltd
- Delta Exports Pte Ltd
At the 2006 Enterprise 50 Awards, The Stansfield Group Pte Ltd, was awarded a 5 year award for being on the E50 Awards list for 5 years.
At the 2005 Enterprise 50 Awards, 2 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- Altus Technologies Pte Ltd
- LE CHAMP (S.E.A) Pte Ltd
At the 2004 Enterprise 50 Awards, Wee Hur Construction Pte Ltd, was awarded a 5 year award for being on the E50 Awards list for 5 years.
At the 2003 Enterprise 50 Awards, 2 companies that have been on the E50 Awards list for 5 years were recognised with a 5 year award. The winners honoured were:
- Agrocorp International Pte Ltd
- Bengawan Solo Pte Ltd
At the 2002 Enterprise 50 Awards, the following companies were honoured with the 5 year award.
- Speedy-Tech Technologies Pte Ltd
- MEC International Pte Ltd
- Allied Technologies Pte Ltd
At the 2001 Enterprise 50 Awards, these 5 companies were presented with the 5 year award.
- Hai Leck Engineering Pte Ltd
- Hi-P International Pte Ltd
- Ho Lee Construction Pte Ltd
- Speedy-Tech Electronics (S) Pte Ltd
- Univac Precision Engineering Pte Ltd
In 2001, the organisers also recognised two companies for outstanding contributions in their respective industries. The E50 Shining Star Awards were conferred to:
- Keracker Holdings Pte Ltd
- Ocean Sky Textile Pte Ltd
- 2016 - Linnhoff Technologies Pte Ltd
- 2017 - VectorInfoTech Pte Ltd
- 2018 - Explomo Technical Services Pte Ltd
- 2019- Akribis Systems Pte Ltd
- 2018 - Elmich Pte Ltd
- 2019 - Ademco (Far East) Pte Ltd
- 2019 - M-DAQ Pte Ltd