| MA104020239377085 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Textbooks & Ancillary Materials | $123.2M | — | 12,250 | Nov 2022 | Oct 2029 | Non-M/WBE |
| MA104020169671871 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Textbooks | $90.1M | — | 2,626 | Nov 2015 | Oct 2022 | Non-M/WBE |
| MA104020089871417 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | TEXTBOOKS. | $51.4M | — | 0 | Nov 2007 | Oct 2015 | Non-M/WBE |
| MA104020089871437 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | TEXTBOOKS. | $42.0M | — | 0 | Nov 2007 | Oct 2014 | Non-M/WBE |
| MA104020239370520 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | HMH Software Program Line | $14.2M | — | 1,782 | Jul 2022 | Jun 2029 | Non-M/WBE |
| MA104020159572171 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | PURCHASE OF HOUGHTON MIFFIN HARCOURT SOFTWARE | $11.0M | — | 135 | Jul 2014 | Jun 2022 | Non-M/WBE |
| MA104020249477155 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Math Related Services and Professional Development | $5.0M | — | 32 | Sep 2023 | Aug 2028 | Non-M/WBE |
| MA104020249477170 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Literacy Professional Development and Coaching Services | $1.5M | — | 262 | Sep 2023 | Aug 2028 | Non-M/WBE |
| MA104020179774031 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | assessment materials | $1.0M | — | 0 | Dec 2015 | Apr 2019 | Non-M/WBE |
| MA104020189875601 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Professional Development for School Leaders and Teachers | $910K | — | 23 | Jun 2018 | Sep 2022 | Non-M/WBE |
| MA104020129270316 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Evaluation Services | $520K | — | 0 | Aug 2011 | Nov 2015 | Non-M/WBE |
| MA104020209078305 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Professional Development Services in Instructional Tech | $367K | — | 20 | Aug 2019 | Sep 2022 | Non-M/WBE |
| MA104020109077680 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | ACADEMIC INTERVENTION SERVICES | $228K | — | 0 | Feb 2010 | Jan 2012 | Non-M/WBE |
| MA104020119171211 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Purchase of Skillstutor Educational Software | $225K | — | 0 | Aug 2010 | Aug 2012 | Non-M/WBE |
| MA104020129274721 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Earobic Educational Software | $192K | — | 0 | May 2012 | Apr 2014 | Non-M/WBE |
| MA104020179773731 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Math Related Services and Professional Development | $145K | — | 0 | Feb 2017 | Nov 2021 | Non-M/WBE |
| MA104020189871346 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Math Related Services and PD HMH Math | $143K | — | 1 | Jul 2017 | Mar 2022 | Non-M/WBE |
| MA104020139375666 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | PD for Early Childhood Educators | $138K | — | 0 | Apr 2013 | Jun 2015 | Non-M/WBE |
| MA104020199979112 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Literacy Professional Development | $138K | — | 19 | Feb 2019 | Aug 2023 | Non-M/WBE |
| MA104020189875602 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Literacy Professional Development and Coaching Services | $130K | — | 27 | Jun 2018 | Sep 2022 | Non-M/WBE |
| MA104020139371736 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Skills Tutor Educational Software | $113K | — | 0 | Sep 2012 | Mar 2014 | Non-M/WBE |
| MA104020099975544 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | PURCHASING SOFTWARE. | $100K | — | 0 | Oct 2008 | Nov 2010 | Non-M/WBE |
| MA104020119171271 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Purchase of Earobic Educational Software | $96K | — | 0 | May 2010 | Apr 2012 | Non-M/WBE |
| MA104020179774121 | HOUGHTON MIFFLIN HARCOURT PUBLISHING COMPANY | Department of Education | Professional Development for School Leaders and Teachers | $71K | — | 0 | Nov 2016 | Apr 2017 | Non-M/WBE |
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