diff --git a/generator/annual-report/sig_report.tmpl b/generator/annual-report/sig_report.tmpl
index 475ab1459..2b9206e9b 100644
--- a/generator/annual-report/sig_report.tmpl
+++ b/generator/annual-report/sig_report.tmpl
@@ -15,8 +15,8 @@
    -
 
 {{$releases := getReleases}}
-3. KEP work in {{lastYear}} (v{{$releases.Latest}}, v{{$releases.LatestMinusOne}}, v{{$releases.LatestMinusTwo}}):
 {{$owingsig := .Dir}}
+3. KEP work in {{lastYear}} (v{{$releases.Latest}}, v{{$releases.LatestMinusOne}}, v{{$releases.LatestMinusTwo}}):
 {{- range $stage, $keps := filterKEPs $owingsig $releases}}
   {{ $stage }}:
   {{- range $keps}}
@@ -71,43 +71,62 @@
 
 Include any other ways you measure group membership
 
-## Subprojects
+## [Subprojects](https://git.k8s.io/community/{{.Dir}}#subprojects)
+{{- define "subprojects" -}}
+{{- $owingsig := .Dir -}}
+{{- if .New}}
 
-<!--
-In future, this will be generated from delta of sigs.yaml from $YYYY-01-01 to $YYYY-12-31
-Manually visible via `git diff HEAD@{$YYYY-01-01} HEAD@{$YYYY-12-31} -- $sig-id/README.md`
--->
+**New in {{lastYear}}:**
+{{range .New}}
+  - {{.}}
+{{- end}}
+{{- end}}
 
-New in $YYYY:
-- [$subproject-name](https://git.k8s.io/community/$sig-id#$subproject-name)
--
+{{- if .Retired}}
 
-Retired in $YYYY:
-- [$subproject-name](https://git.k8s.io/community/$sig-id#$subproject-name)
--
+**Retired in {{lastYear}}:**
+{{range .Retired}}
+  - {{.}}
+{{- end}}
+{{- end}}
 
-Continuing:
-- [$subproject-name](https://git.k8s.io/community/$sig-id#$subproject-name)
--
+{{- if .Continuing}}
 
-## Working groups
+**Continuing:**
+{{range .Continuing}}
+  - {{.}}
+{{- end}}
+{{- end}}
+{{- end}}
 
-<!--
-In future, this will be generated from delta of sigs.yaml from $YYYY-01-01 to $YYYY-12-31
-Manually visible via `git diff HEAD@{$YYYY-01-01} HEAD@{$YYYY-12-31} -- $sig-id/README.md`
--->
+{{ template "subprojects" (getCategorizedSubprojects .Dir) }}
 
-New in $YYYY:
-- [$wg-name](https://git.k8s.io/community/$wg-id/) ([$YYYY report](https://git.k8s.io/community/$wg-id/annual-report-$YYYY.md))
--
 
-Retired in $YYYY:
-- [$wg-name](https://git.k8s.io/community/$wg-id/) ([$YYYY report](https://git.k8s.io/community/$wg-id/annual-report-$YYYY.md))
--
+## [Working groups](https://git.k8s.io/community/{{.Dir}}#working-groups)
+{{ $categorizedWorkingGroups := getCategorizedWorkingGroups .Dir }}
+{{- if $categorizedWorkingGroups.New}}
 
-Continuing:
-- [$wg-name](https://git.k8s.io/community/$wg-id/) ([$YYYY report](https://git.k8s.io/community/$wg-id/annual-report-$YYYY.md))
--
+**New in {{lastYear}}:**
+{{range $categorizedWorkingGroups.New }}
+ - {{.}}
+{{- end}}
+{{- end}}
+
+{{- if $categorizedWorkingGroups.Retired}}
+
+**Retired in {{lastYear}}:**
+{{range $categorizedWorkingGroups.Retired }}
+ - {{.}}
+{{- end}}
+{{- end}}
+
+{{- if $categorizedWorkingGroups.Continuing}}
+
+**Continuing:**
+{{range $categorizedWorkingGroups.Continuing }}
+ - {{ . }}
+{{- end}}
+{{- end}}
 
 ## Operational
 
diff --git a/generator/app.go b/generator/app.go
index 6d6313434..09986697c 100644
--- a/generator/app.go
+++ b/generator/app.go
@@ -20,6 +20,7 @@ import (
 	"context"
 	"encoding/json"
 	"fmt"
+	"io"
 	"io/ioutil"
 	"log"
 	"net/http"
@@ -28,6 +29,7 @@ import (
 	"path/filepath"
 	"regexp"
 	"sort"
+	"strconv"
 	"strings"
 	"text/template"
 	"time"
@@ -36,6 +38,10 @@ import (
 
 	"github.com/google/go-github/v32/github"
 
+	"github.com/go-git/go-git/v5"
+	"github.com/go-git/go-git/v5/plumbing"
+	"github.com/go-git/go-git/v5/storage/memory"
+
 	yaml "gopkg.in/yaml.v3"
 )
 
@@ -65,25 +71,23 @@ const (
 
 	// For KEPs automation
 	kepURL = "https://storage.googleapis.com/k8s-keps/keps.json"
+	// For Subprojects automation
+	communityRepoURL = "https://github.com/kubernetes/community.git"
+	localRepoPath    = "."
 )
 
 var (
-	baseGeneratorDir = ""
-	templateDir      = "generator"
-	releases         = Releases{}
-	cachedKEPs       = []api.Proposal{}
+	baseGeneratorDir           = ""
+	templateDir                = "generator"
+	releases                   = Releases{}
+	cachedKEPs                 = []api.Proposal{}
+	repo                       = &git.Repository{}
+	annualReportYear           = time.Time{}
+	currentYear                = time.Time{}
+	commitFromAnnualReportYear = &plumbing.Hash{}
+	commitFromCurrentYear      = &plumbing.Hash{}
 )
 
-// KEP represents an individual KEP holding its metadata information.
-type KEP struct {
-	Name            string `json:"name"`
-	Title           string `json:"title"`
-	KepNumber       string `json:"kepNumber"`
-	OwningSig       string `json:"owningSig"`
-	Stage           string `json:"stage"`
-	LatestMilestone string `json:"latestMilestone"`
-}
-
 type Releases struct {
 	Latest         string
 	LatestMinusOne string
@@ -524,16 +528,18 @@ func getExistingContent(path string, fileFormat string) (string, error) {
 }
 
 var funcMap = template.FuncMap{
-	"tzUrlEncode": tzURLEncode,
-	"trimSpace":   strings.TrimSpace,
-	"trimSuffix":  strings.TrimSuffix,
-	"githubURL":   githubURL,
-	"orgRepoPath": orgRepoPath,
-	"now":         time.Now,
-	"lastYear":    lastYear,
-	"toUpper":     strings.ToUpper,
-	"filterKEPs":  filterKEPs,
-	"getReleases": getReleases,
+	"tzUrlEncode":                 tzURLEncode,
+	"trimSpace":                   strings.TrimSpace,
+	"trimSuffix":                  strings.TrimSuffix,
+	"githubURL":                   githubURL,
+	"orgRepoPath":                 orgRepoPath,
+	"now":                         time.Now,
+	"lastYear":                    lastYear,
+	"toUpper":                     strings.ToUpper,
+	"filterKEPs":                  filterKEPs,
+	"getReleases":                 getReleases,
+	"getCategorizedSubprojects":   getCategorizedSubprojects,
+	"getCategorizedWorkingGroups": getCategorizedWorkingGroups,
 }
 
 // lastYear returns the last year as a string
@@ -784,10 +790,230 @@ func writeYaml(data interface{}, path string) error {
 	return enc.Encode(data)
 }
 
-func main() {
+// get the first commit on a given date
+func getCommitByDate(repo *git.Repository, date time.Time) (*plumbing.Hash, error) {
+	// Get the commit iterator
+	iterator, err := repo.Log(&git.LogOptions{Order: git.LogOrderCommitterTime})
+	if err != nil {
+		return nil, err
+	}
 
-	// Fetch KEPs and cache them in the keps variable
-	err := fetchKEPs()
+	// Iterate through the commits
+	var commit *plumbing.Hash
+	for {
+		// Get the next commit
+		c, err := iterator.Next()
+		if err != nil {
+			if err == io.EOF {
+				break
+			}
+			return nil, err
+		}
+
+		// Check if the commit date is less than or equal to the specified date
+		if c.Committer.When.Before(date) || c.Committer.When.Equal(date) {
+			commit = &c.Hash
+			break
+		}
+	}
+
+	return commit, nil
+}
+
+// get the "sigs.yaml" file from a given commit
+func getFileFromCommit(repo *git.Repository, commit *plumbing.Hash, filename string) ([]byte, error) {
+	// Get the commit object
+	obj, err := repo.CommitObject(*commit)
+	if err != nil {
+		return nil, err
+	}
+
+	// Get the commit tree
+	tree, err := obj.Tree()
+	if err != nil {
+		return nil, err
+	}
+
+	// Get the file from the tree
+	entry, err := tree.FindEntry(filename)
+	if err != nil {
+		return nil, err
+	}
+
+	// Get the file content
+	file, err := repo.BlobObject(entry.Hash)
+	if err != nil {
+		return nil, err
+	}
+
+	reader, err := file.Reader()
+	if err != nil {
+		return nil, err
+	}
+	defer reader.Close()
+
+	content, err := ioutil.ReadAll(reader)
+	if err != nil {
+		return nil, err
+	}
+
+	return content, nil
+}
+
+func getSigsYamlFromCommit(repo *git.Repository, commitFromAnnualReportYear, commitFromCurrentYear plumbing.Hash) (Context, Context, error) {
+	var annualReportYearSigs, currentYearSigs Context
+
+	annualReportYearSigFile, err := getFileFromCommit(repo, &commitFromAnnualReportYear, sigsYamlFile)
+	if err != nil {
+		return Context{}, Context{}, err
+	}
+	err = yaml.Unmarshal([]byte(annualReportYearSigFile), &annualReportYearSigs)
+	if err != nil {
+		return Context{}, Context{}, err
+	}
+
+	currentYearSigFile, err := getFileFromCommit(repo, &commitFromCurrentYear, sigsYamlFile)
+	if err != nil {
+		return Context{}, Context{}, err
+	}
+	err = yaml.Unmarshal([]byte(currentYearSigFile), &currentYearSigs)
+	if err != nil {
+		return Context{}, Context{}, err
+	}
+
+	return annualReportYearSigs, currentYearSigs, nil
+}
+
+func contains(strlist []string, val string) bool {
+	for _, str := range strlist {
+		if str == val {
+			return true
+		}
+	}
+	return false
+}
+
+func getCategorizedSubprojects(dir string) (map[string][]string, error) {
+	subprojectsMap := make(map[string][]string)
+	// set for the subprojects in the annual year
+	annualSubprojects := make(map[string]bool)
+
+	annualReportYearSigs, currentYearSigs, err := getSigsYamlFromCommit(repo, *commitFromAnnualReportYear, *commitFromCurrentYear)
+	if err != nil {
+		return nil, err
+	}
+
+	// iterate over sigs from the annual report year (say 2022)
+	for _, sig1 := range annualReportYearSigs.Sigs {
+		if sig1.Dir != dir {
+			continue
+		}
+		for _, sub1 := range sig1.Subprojects {
+			annualSubprojects[sub1.Name] = true
+		}
+	}
+
+	// iterate over sigs from the current year (say 2023)
+	for _, sig2 := range currentYearSigs.Sigs {
+		if sig2.Dir != dir {
+			continue
+		}
+		for _, sub2 := range sig2.Subprojects {
+			if annualSubprojects[sub2.Name] {
+				subprojectsMap["Continuing"] = append(subprojectsMap["Continuing"], sub2.Name)
+				delete(annualSubprojects, sub2.Name)
+			} else {
+				subprojectsMap["New"] = append(subprojectsMap["New"], sub2.Name)
+			}
+		}
+	}
+
+	for sub := range annualSubprojects {
+		subprojectsMap["Retired"] = append(subprojectsMap["Retired"], sub)
+	}
+
+	return subprojectsMap, nil
+}
+
+func getCategorizedWorkingGroups(dir string) (map[string][]string, error) {
+	workingGroupsMap := make(map[string][]string)
+
+	// set for the working groups in the annual year
+	annualWGs := make(map[string]bool)
+	annualReportYearSigs, currentYearSigs, err := getSigsYamlFromCommit(repo, *commitFromAnnualReportYear, *commitFromCurrentYear)
+	if err != nil {
+		return nil, err
+	}
+
+	annualReportYearSigs.Complete()
+	annualReportYearSigs.Sort()
+	currentYearSigs.Complete()
+	currentYearSigs.Sort()
+
+	// iterate over the ReportingWGs from the annual report year (say 2022)
+	for _, sig := range annualReportYearSigs.Sigs {
+		if sig.Dir != dir {
+			continue
+		}
+		for _, wg := range sig.ReportingWGs {
+			annualWGs[string(wg)] = true
+		}
+	}
+
+	// iterate over the ReportingWGs from the current year (say 2023)
+	for _, sig := range currentYearSigs.Sigs {
+		if sig.Dir != dir {
+			continue
+		}
+		for _, newWG := range sig.ReportingWGs {
+			if _, ok := annualWGs[string(newWG)]; !ok {
+				workingGroupsMap["New"] = append(workingGroupsMap["New"], string(newWG))
+			} else {
+				workingGroupsMap["Continuing"] = append(workingGroupsMap["Continuing"], string(newWG))
+				delete(annualWGs, string(newWG))
+			}
+		}
+	}
+
+	for wg := range annualWGs {
+		workingGroupsMap["Retired"] = append(workingGroupsMap["Retired"], string(wg))
+	}
+
+	return workingGroupsMap, nil
+}
+
+func main() {
+	// prep for automated listing of subprojects in the annual report
+	intLastYear, err := strconv.Atoi(lastYear())
+	if err != nil {
+		log.Fatal(err)
+	}
+	annualReportYear = time.Date(intLastYear, time.January, 1, 0, 0, 0, 0, time.UTC)
+	currentYear = time.Date(intLastYear+1, time.January, 1, 0, 0, 0, 0, time.UTC)
+
+	repo, err = git.PlainOpen(localRepoPath)
+	if err != nil {
+		if err == git.ErrRepositoryNotExists {
+			repo, err = git.Clone(memory.NewStorage(), nil, &git.CloneOptions{
+				URL: communityRepoURL,
+			})
+		} else {
+			log.Fatal(err)
+		}
+	}
+
+	commitFromAnnualReportYear, err = getCommitByDate(repo, annualReportYear)
+	if err != nil {
+		log.Fatal(err)
+	}
+
+	commitFromCurrentYear, err = getCommitByDate(repo, currentYear)
+	if err != nil {
+		log.Fatal(err)
+	}
+
+	// fetch KEPs and cache them in the keps variable
+	err = fetchKEPs()
 	if err != nil {
 		log.Fatal(err)
 	}
diff --git a/go.mod b/go.mod
index a333b394f..dffc76114 100644
--- a/go.mod
+++ b/go.mod
@@ -4,18 +4,30 @@ go 1.18
 
 require (
 	github.com/client9/misspell v0.3.4
+	github.com/go-git/go-git/v5 v5.2.0
 	github.com/google/go-github/v32 v32.1.0
 	gopkg.in/yaml.v3 v3.0.0-20200313102051-9f266ea9e77c
 	k8s.io/enhancements v0.0.0-20230113204613-7f681415a001
 )
 
 require (
+	github.com/emirpasic/gods v1.12.0 // indirect
+	github.com/go-git/gcfg v1.5.0 // indirect
+	github.com/go-git/go-billy/v5 v5.0.0 // indirect
 	github.com/go-playground/locales v0.13.0 // indirect
 	github.com/go-playground/universal-translator v0.17.0 // indirect
 	github.com/go-playground/validator/v10 v10.4.1 // indirect
 	github.com/google/go-querystring v1.0.0 // indirect
+	github.com/imdario/mergo v0.3.11 // indirect
+	github.com/jbenet/go-context v0.0.0-20150711004518-d14ea06fba99 // indirect
+	github.com/kevinburke/ssh_config v0.0.0-20190725054713-01f96b0aa0cd // indirect
 	github.com/leodido/go-urn v1.2.1 // indirect
+	github.com/mitchellh/go-homedir v1.1.0 // indirect
 	github.com/pkg/errors v0.9.1 // indirect
+	github.com/sergi/go-diff v1.1.0 // indirect
+	github.com/xanzy/ssh-agent v0.2.1 // indirect
 	golang.org/x/crypto v0.0.0-20201002170205-7f63de1d35b0 // indirect
+	golang.org/x/net v0.0.0-20201224014010-6772e930b67b // indirect
 	golang.org/x/sys v0.0.0-20210112080510-489259a85091 // indirect
+	gopkg.in/warnings.v0 v0.1.2 // indirect
 )
diff --git a/go.sum b/go.sum
index 949853733..1475c5739 100644
--- a/go.sum
+++ b/go.sum
@@ -1,7 +1,28 @@
+github.com/alcortesm/tgz v0.0.0-20161220082320-9c5fe88206d7 h1:uSoVVbwJiQipAclBbw+8quDsfcvFjOpI5iCf4p/cqCs=
+github.com/alcortesm/tgz v0.0.0-20161220082320-9c5fe88206d7/go.mod h1:6zEj6s6u/ghQa61ZWa/C2Aw3RkjiTBOix7dkqa1VLIs=
+github.com/anmitsu/go-shlex v0.0.0-20161002113705-648efa622239 h1:kFOfPq6dUM1hTo4JG6LR5AXSUEsOjtdm0kw0FtQtMJA=
+github.com/anmitsu/go-shlex v0.0.0-20161002113705-648efa622239/go.mod h1:2FmKhYUyUczH0OGQWaF5ceTx0UBShxjsH6f8oGKYe2c=
+github.com/armon/go-socks5 v0.0.0-20160902184237-e75332964ef5 h1:0CwZNZbxp69SHPdPJAN/hZIm0C4OItdklCFmMRWYpio=
+github.com/armon/go-socks5 v0.0.0-20160902184237-e75332964ef5/go.mod h1:wHh0iHkYZB8zMSxRWpUBQtwG5a7fFgvEO+odwuTv2gs=
 github.com/client9/misspell v0.3.4 h1:ta993UF76GwbvJcIo3Y68y/M3WxlpEHPWIGDkJYwzJI=
 github.com/client9/misspell v0.3.4/go.mod h1:qj6jICC3Q7zFZvVWo7KLAzC3yx5G7kyvSDkc90ppPyw=
+github.com/creack/pty v1.1.9/go.mod h1:oKZEueFk5CKHvIhNR5MUki03XCEU+Q6VDXinZuGJ33E=
 github.com/davecgh/go-spew v1.1.0/go.mod h1:J7Y8YcW2NihsgmVo/mv3lAwl/skON4iLHjSsI+c5H38=
 github.com/davecgh/go-spew v1.1.1 h1:vj9j/u1bqnvCEfJOwUhtlOARqs3+rkHYY13jYWTU97c=
+github.com/davecgh/go-spew v1.1.1/go.mod h1:J7Y8YcW2NihsgmVo/mv3lAwl/skON4iLHjSsI+c5H38=
+github.com/emirpasic/gods v1.12.0 h1:QAUIPSaCu4G+POclxeqb3F+WPpdKqFGlw36+yOzGlrg=
+github.com/emirpasic/gods v1.12.0/go.mod h1:YfzfFFoVP/catgzJb4IKIqXjX78Ha8FMSDh3ymbK86o=
+github.com/flynn/go-shlex v0.0.0-20150515145356-3f9db97f8568/go.mod h1:xEzjJPgXI435gkrCt3MPfRiAkVrwSbHsst4LCFVfpJc=
+github.com/gliderlabs/ssh v0.2.2 h1:6zsha5zo/TWhRhwqCD3+EarCAgZ2yN28ipRnGPnwkI0=
+github.com/gliderlabs/ssh v0.2.2/go.mod h1:U7qILu1NlMHj9FlMhZLlkCdDnU1DBEAqr0aevW3Awn0=
+github.com/go-git/gcfg v1.5.0 h1:Q5ViNfGF8zFgyJWPqYwA7qGFoMTEiBmdlkcfRmpIMa4=
+github.com/go-git/gcfg v1.5.0/go.mod h1:5m20vg6GwYabIxaOonVkTdrILxQMpEShl1xiMF4ua+E=
+github.com/go-git/go-billy/v5 v5.0.0 h1:7NQHvd9FVid8VL4qVUMm8XifBK+2xCoZ2lSk0agRrHM=
+github.com/go-git/go-billy/v5 v5.0.0/go.mod h1:pmpqyWchKfYfrkb/UVH4otLvyi/5gJlGI4Hb3ZqZ3W0=
+github.com/go-git/go-git-fixtures/v4 v4.0.2-0.20200613231340-f56387b50c12 h1:PbKy9zOy4aAKrJ5pibIRpVO2BXnK1Tlcg+caKI7Ox5M=
+github.com/go-git/go-git-fixtures/v4 v4.0.2-0.20200613231340-f56387b50c12/go.mod h1:m+ICp2rF3jDhFgEZ/8yziagdT1C+ZpZcrJjappBCDSw=
+github.com/go-git/go-git/v5 v5.2.0 h1:YPBLG/3UK1we1ohRkncLjaXWLW+HKp5QNM/jTli2JgI=
+github.com/go-git/go-git/v5 v5.2.0/go.mod h1:kh02eMX+wdqqxgNMEyq8YgwlIOsDOa9homkUq1PoTMs=
 github.com/go-playground/assert/v2 v2.0.1 h1:MsBgLAaY856+nPRTKrp3/OZK38U/wa0CcBYNjji3q3A=
 github.com/go-playground/assert/v2 v2.0.1/go.mod h1:VDjEfimB/XKnb+ZQfWdccd7VUvScMdVu0Titje2rxJ4=
 github.com/go-playground/locales v0.13.0 h1:HyWk6mgj5qFqCT5fjGBuRArbVDfE4hi8+e8ceBS/t7Q=
@@ -11,39 +32,81 @@ github.com/go-playground/universal-translator v0.17.0/go.mod h1:UkSxE5sNxxRwHyU+
 github.com/go-playground/validator/v10 v10.4.1 h1:pH2c5ADXtd66mxoE0Zm9SUhxE20r7aM3F26W0hOn+GE=
 github.com/go-playground/validator/v10 v10.4.1/go.mod h1:nlOn6nFhuKACm19sB/8EGNn9GlaMV7XkbRSipzJ0Ii4=
 github.com/golang/protobuf v1.3.2/go.mod h1:6lQm79b+lXiMfvg/cZm0SGofjICqVBUtrP5yJMmIC1U=
+github.com/google/go-cmp v0.3.0 h1:crn/baboCvb5fXaQ0IJ1SGTsTVrWpDsCWC8EGETZijY=
+github.com/google/go-cmp v0.3.0/go.mod h1:8QqcDgzrUqlUb/G2PQTWiueGozuR1884gddMywk6iLU=
 github.com/google/go-github/v32 v32.1.0 h1:GWkQOdXqviCPx7Q7Fj+KyPoGm4SwHRh8rheoPhd27II=
 github.com/google/go-github/v32 v32.1.0/go.mod h1:rIEpZD9CTDQwDK9GDrtMTycQNA4JU3qBsCizh3q2WCI=
 github.com/google/go-querystring v1.0.0 h1:Xkwi/a1rcvNg1PPYe5vI8GbeBY/jrVuDX5ASuANWTrk=
 github.com/google/go-querystring v1.0.0/go.mod h1:odCYkC5MyYFN7vkCjXpyrEuKhc/BUO6wN/zVPAxq5ck=
+github.com/imdario/mergo v0.3.9/go.mod h1:2EnlNZ0deacrJVfApfmtdGgDfMuh/nq6Ok1EcJh5FfA=
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