Wait in doppel.Conn if there is anything to write

mtglib/internal/doppel/conn.go

 }
 
 type connPayload struct {
-	ctx           context.Context
-	ctxCancel     context.CancelCauseFunc
-	clock         Clock
-	wg            sync.WaitGroup
-	syncWriteLock sync.RWMutex
-	writeStream   bytes.Buffer
-	writeCond     *sync.Cond
+	ctx         context.Context
+	ctxCancel   context.CancelCauseFunc
+	clock       Clock
+	wg          sync.WaitGroup
+	writeStream bytes.Buffer
+	writtenCond sync.Cond
+	done        bool
 }
 
 func (c Conn) Write(p []byte) (int, error) {
-	c.p.syncWriteLock.RLock()
-	defer c.p.syncWriteLock.RUnlock()
+	if len(p) == 0 {
+		return 0, context.Cause(c.p.ctx)
+	}
 
-	c.p.writeCond.L.Lock()
+	c.p.writtenCond.L.Lock()
 	c.p.writeStream.Write(p)
-	c.p.writeCond.L.Unlock()
+	c.p.writtenCond.L.Unlock()
+
+	c.p.writtenCond.Signal()
 
 	return len(p), context.Cause(c.p.ctx)
 }
 }
 
 func (c Conn) start() {
-	defer c.p.writeCond.Broadcast()
-
 	buf := [tls.MaxRecordSize]byte{}
 
 	for {
 		case <-c.p.clock.tick:
 		}
 
-		c.p.writeCond.L.Lock()
-		n, err := c.p.writeStream.Read(buf[:c.p.clock.stats.Size()])
-		c.p.writeCond.L.Unlock()
+		size := c.p.clock.stats.Size()
+
+		c.p.writtenCond.L.Lock()
+		for c.p.writeStream.Len() == 0 && !c.p.done {
+			c.p.writtenCond.Wait()
+		}
+		n, _ := c.p.writeStream.Read(buf[:size])
+		c.p.writtenCond.L.Unlock()
 
-		if n == 0 || err != nil {
+		if n == 0 {
 			continue
 		}
 
 			c.p.ctxCancel(err)
 			return
 		}
-
-		c.p.writeCond.Signal()
 	}
 }
 
 func (c Conn) Stop() {
 	c.p.ctxCancel(nil)
+
+	c.p.writtenCond.L.Lock()
+	c.p.done = true
+	c.p.writtenCond.L.Unlock()
+	c.p.writtenCond.Broadcast()
+
 	c.p.wg.Wait()
 }
 
 		p: &connPayload{
 			ctx:       ctx,
 			ctxCancel: cancel,
-			writeCond: sync.NewCond(&sync.Mutex{}),
+			writtenCond: sync.Cond{
+				L: &sync.Mutex{},
+			},
 			clock: Clock{
 				stats: stats,
 				tick:  make(chan struct{}),

mtglib/internal/doppel/conn_test.go

 	suite.Error(err)
 }
 
+func (suite *ConnTestSuite) TestStopDoesNotDeadlockWhenStartIsWaiting() {
+	suite.connMock.
+		On("Write", mock.AnythingOfType("[]uint8")).
+		Return(0, nil).
+		Maybe()
+
+	for range 100 {
+		func() {
+			ctx, cancel := context.WithCancel(suite.ctx)
+			defer cancel()
+
+			c := NewConn(ctx, suite.connMock, &Stats{
+				k:      2.0,
+				lambda: 0.01,
+			})
+
+			done := make(chan struct{})
+			go func() {
+				defer close(done)
+				c.Stop()
+			}()
+
+			select {
+			case <-done:
+			case <-time.After(2 * time.Second):
+				suite.Fail("Stop() deadlocked: start() likely stuck in writtenCond.Wait()")
+			}
+		}()
+	}
+}
+
 func (suite *ConnTestSuite) TestStopOnUnderlyingWriteError() {
 	suite.connMock.
 		On("Write", mock.AnythingOfType("[]uint8")).